Title: TOP 10 Hotels in Castellina in Chianti (from $91) - COMPETITIVE PRICES | Expedia.com

[Castellina in Chianti Travel Guide](https://expedia.com/Castellina-In-Chianti.dx55534)[Vacation Rentals in Castellina in Chianti](https://expedia.com/Castellina-In-Chianti-Vacation-Rentals.d55534.Travel-Guide-VacationRentals)[Flights to Castellina in Chianti](https://expedia.com/Cheap-Flights-To-Castellina-In-Chianti.d55534.Travel-Guide-Flights)[Things to do in Castellina in Chianti](https://expedia.com/Things-To-Do-In-Castellina-In-Chianti.d55534.Travel-Guide-Activities)[Car Rentals in Castellina in Chianti](https://expedia.com/Car-Rentals-In-Castellina-In-Chianti.d55534.Car-Rental-Guide)[Castellina in Chianti Vacation Packages](https://expedia.com/Castellina-In-Chianti.d55534.Destination-Travel-Guides)

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## Go beyond your typical stay in Castellina in Chianti

Pool

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&amenities=POOL)

Farm

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=AGRITOURISM)

Spa

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&amenities=SPA_ON_SITE)

Apart hotel

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=APART_HOTEL)

Family friendly

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&travelerType=family_friendly)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&amenities=HOT_TUB)

Villa

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=VILLA)

Apart­ment

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=APARTMENT)

Pet friendly

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&amenities=PETS)

Cottage

[](https://www.expedia.com/Hotel-Search?destination=Castellina+in+Chianti%2C+Tuscany%2C+Italy&regionId=55534&latLong=43.471516%2C11.285667&adults=2&startDate=2026-04-13&d1=2026-04-13&endDate=2026-04-15&d2=2026-04-15&lodging=COTTAGE)

## Check prices for these dates

Tonight

[Mar 30 - Mar 31](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-03-30&endDate=2026-03-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 31 - Apr 1](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-03-31&endDate=2026-04-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=55534&startDate=2026-04-10&endDate=2026-04-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Castellina in Chianti hotels

![Restaurant](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/29ec8453.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/43c6b732.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (Il Torrino) | Private kitchen | Stovetop, highchair, cookware/dishes/utensils](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/40bd4847.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 2 Bedrooms, Patio (6 Adults) | Living room | TV](https://images.trvl-media.com/lodging/3000000/2540000/2530300/2530284/11fad22b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Borgo di Pietrafitta Relais

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information)

Castellina in Chianti

9.4/10

Exceptional

(169 reviews)

"Great place to stay , beautyfull with very spot on the Hill !! Thank you for you kind!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Nelson

$90 nightly

$104 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Borgo-Di-Pietrafitta-Relais.h2530284.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/f80bb145.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; Italian cuisine, garden views ](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/27a5f04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Classic Double or Twin Room | Blackout drapes, free WiFi, bed sheets](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/9f80b6a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5180000/5172400/5172395/70f4f37a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello di Fonterutoli Wine Resort

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

Castellina in Chianti

9.4/10

Exceptional

(204 reviews)

"Amazing experience all around! Stayed for 2 nights!"

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Matthew

$177 nightly

$200 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Castello-Di-Fonterutoli.h5172395.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/cec00d0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo | Private kitchen | Coffee/tea maker](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/6b1a0f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Seasonal outdoor pool](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/f3280e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/5000000/4990000/4985100/4985032/28db0eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Castello La Leccia

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Castello-La-Leccia.h4985032.Hotel-Information)

Castellina in Chianti

10/10

Exceptional

(99 reviews)

"The most wonderful place to stay! "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Emily

$216 nightly

$242 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Castello-La-Leccia.h4985032.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/3c3931cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lunch, dinner served; local cuisine, garden views ](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/05c157ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/6901a1c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/53f64e4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riserva di Fizzano Residence

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information)

Castellina in Chianti

9.8/10

Exceptional

(25 reviews)

"Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Eileen

$198 nightly

$220 total

Apr 11 - Apr 12

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information)

![Lounge](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/c22473bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/93f93e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gazebo](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/64906625.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/28000000/27180000/27172500/27172412/4ed336e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mariani Bed & Breakfast

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Mariani-Bed-Breakfast.h27172412.Hotel-Information)

Castellina in Chianti

9.8/10

Exceptional

(17 reviews)

"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."

![Japan](https://a.travel-assets.com/egds/marks/flags/jp.svg)

Chie

$102 nightly

$117 total

Apr 17 - Apr 18

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Mariani-Bed-Breakfast.h27172412.Hotel-Information)

![Interior entrance](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/319df4c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily buffet breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/86ecdf94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/4cc4dd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540748/5edc5b37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Colle Etrusco Salivolpi

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information)

Castellina in Chianti

9.6/10

Exceptional

(116 reviews)

"Friendly staff and walking distance to town"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Scott

$122 nightly

$138 total

Apr 28 - Apr 29

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Hotel-Colle-Etrusco-Salivolpi.h2540748.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/c45a458f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/432a14a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/bf210df1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35081700/35081628/35086f5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo Villa Godenano - Pool & Restaurant

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Hotel-Villa-Godenano.h35081628.Hotel-Information)

Castellina in Chianti

9.2/10

Wonderful

(50 reviews)

"Breakfast, pool, lovely hotel staff "

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Eamonn

$177 nightly

$195 total

Apr 29 - Apr 30

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Hotel-Villa-Godenano.h35081628.Hotel-Information)

![Gift shop](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/b46adf75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/3abb8b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/73121e88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540742/49c8818d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Belvedere di San Leonino

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information)

Castellina in Chianti

9.6/10

Exceptional

(180 reviews)

"Beautiful hotel - wonderful staff - and the views are just stunning. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cynthia

$139 nightly

$159 total

Mar 31 - Apr 1

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Belvedere-Di-San-Leonino.h2540742.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/6866be6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/478fe491.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Chapel](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/c144c79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/3000000/2550000/2540800/2540749/cfb1954e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa Casalecchi Country Hotel

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Villa-Casalecchi-Country-Hotel.h2540749.Hotel-Information)

Castellina in Chianti

9.2/10

Wonderful

(117 reviews)

"The property is an expansive old estate with a lot of charm and privacy. Staff were wonderful and friendly. We will definitely stay again on our next trip to Tuscany!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Brian

$141 nightly

$162 total

Apr 27 - Apr 28

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Villa-Casalecchi-Country-Hotel.h2540749.Hotel-Information)

![Panoramic Apartment (2) | Terrace/patio](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/975fa997.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/df81ebe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/36cba6ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Apartment (3) | Individually furnished, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/43000000/42410000/42405300/42405254/24770db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Vacanze Squarcialupi

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

Castellina in Chianti

8.8/10

Excellent

(3 reviews)

"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jeffrey

$139 nightly

$155 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-Vacanze-Squarcialupi.h42405254.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/bc613474.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/5e2100dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/78e0602e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556560/w2048h1317x0y48-09a38abb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Locanda le Piazze

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information)

Castellina in Chianti

9.8/10

Exceptional

(183 reviews)

"Great place to stay!! Plenty of vineyards and towns close by! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Conor

$330 nightly

$369 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Locanda-Le-Piazze.h3556560.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/df1d957c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/80b09a28.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Duplex, 2 Bedrooms (Mimosa) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/0b31f6fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property entrance](https://images.trvl-media.com/lodging/43000000/42410000/42405100/42405029/343d0b2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Agriturismo La Ferrozzola

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

Castellina in Chianti

9.4/10

Exceptional

(9 reviews)

"Very nice agriturismo. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ruth

$126 nightly

$144 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Agriturismo-La-Ferrozzola.h42405029.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/4f144ea4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Daily continental breakfast (EUR 15 per person)](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/3e6a5aa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/b5ea253c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/15000000/14830000/14828100/14828033/8e69cdee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Collelungo

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Collelungo.h14828033.Hotel-Information)

Castellina in Chianti

9.2/10

Wonderful

(45 reviews)

"Nicely relaxing place 5 minutes away from town and everything and still very quiet Right on the wineyard "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Marc

$125 nightly

$143 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Collelungo.h14828033.Hotel-Information)

![Condo, 2 Bedrooms | Exterior](https://images.trvl-media.com/lodging/126000000/125140000/125136600/125136543/eb361d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Living area](https://images.trvl-media.com/lodging/126000000/125140000/125136600/125136543/b67cd479.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Interior](https://images.trvl-media.com/lodging/126000000/125140000/125136600/125136543/e1029c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Condo, 2 Bedrooms | Bathroom](https://images.trvl-media.com/lodging/126000000/125140000/125136600/125136543/d2c7a9d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Maddy - Sunset View Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-Maddy-Sunset-View-Chianti.h125136543.Hotel-Information)

Castellina in Chianti

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Casa-Maddy-Sunset-View-Chianti.h125136543.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/15d99987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/89c8a271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/b0aec0b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury Room | View from room](https://images.trvl-media.com/lodging/116000000/115050000/115045000/115044976/c599c5e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### PODERE 1384

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-PODERE-1384.h115044976.Hotel-Information)

Castellina in Chianti

$586 nightly

$652 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-PODERE-1384.h115044976.Hotel-Information)

![Seasonal outdoor pool, open 9 AM to 8 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/a247f3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/05e1fe83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/e87f673d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/26000000/25170000/25163600/25163522/c8ba4843.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residenzia del Sogno

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Residenzia-Del-Sogno.h25163522.Hotel-Information)

Castellina in Chianti

9.6/10

Exceptional

(15 reviews)

"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Katherine

$121 nightly

$138 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Residenzia-Del-Sogno.h25163522.Hotel-Information)

![Seasonal outdoor pool, open 8:00 AM to 7:00 PM, sun loungers](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/ea9f6e45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor banquet area](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/3182c960.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor spa tub](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/27ed04fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/5000000/4460000/4459100/4459020/eb3c259b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Palazzo Squarcialupi

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information)

Castellina in Chianti

9.8/10

Exceptional

(72 reviews)

"Friendly staff and felt like family."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jennifer

$195 nightly

$221 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Palazzo-Squarcialupi.h4459020.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/54926137.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/79445c87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby sitting area](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/900d1459.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/9000000/8160000/8157400/8157349/ce94a042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Albergo Il Colombaio

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Albergo-Il-Colombaio.h8157349.Hotel-Information)

Castellina in Chianti

8.4/10

Very Good

(58 reviews)

"I was a little hesitant about staying outside a "major city," but I'm so glad we did. Very cute hotel and room. It was a short walk to the local town, which had lots of options for dinner and chianti tasting. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christine

$129 nightly

$145 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Albergo-Il-Colombaio.h8157349.Hotel-Information)

![Seasonal outdoor pool, open 9:00 AM to 8 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/aa4db92e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/93ff3bc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/0b3586ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/1000000/920000/919000/918923/353605d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Casafrassi Wine Resort

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Hotel-Casafrassi.h918923.Hotel-Information)

Castellina in Chianti

8.2/10

Very Good

(215 reviews)

"Great place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Aloisio

$126 nightly

$146 total

Apr 20 - Apr 21

Total with taxes and fees

[](https://www.expedia.com/Castellina-In-Chianti-Hotels-Hotel-Casafrassi.h918923.Hotel-Information)

![Aerial view](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/e92eb5d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/a37f9325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/9e99a14e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Double or Twin Room | Hypo-allergenic bedding, memory foam beds, minibar, in-room safe](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/947dc1ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hotel Athena

[](https://www.expedia.com/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

Siena Historical Center

9.2/10

Wonderful

(1,003 reviews)

"Excellent stay "

![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg)

Joanne

$164 nightly

$186 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Stay near popular Castellina in Chianti attractions

### Buondonno Winery

You can enjoy a tasting or tour at Buondonno Winery during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this quaint area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635823420151)

### Casa Vinicola Luigi Cecchi

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6103262)

### Archaeological Museum of Chianti

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip to Castellina in Chianti. Discover the beautiful countryside in this quaint area, or enjoy its local tours. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621533001050)

### Mazzei Winery

You can enjoy a tasting or tour at Mazzei Winery during your travels to Fonterutoli. You can enjoy the restaurants while in the area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=873861688406048768)

### Castellina Fortress

Learn about the local history of Castellina in Chianti when you spend time at Castellina Fortress. Discover the countryside and wineries in this relaxing area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=715302045798678528)

### Walls of Monteriggioni

You can study the exhibits at Walls of Monteriggioni, a museum with a storied past, during your travels to Castellina in Chianti. Discover the beautiful countryside and wineries in this walkable area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532497696)

### Casina di Cornia Winery

You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this relaxing area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=873855187677331456)

### Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=873863669629562880)

## Learn more about Castellina in Chianti

Medieval stone buildings line the narrow streets where you'll find Tuscany's best wine shops and the fascinating Etruscan tomb museum. Climb the fortress tower for panoramic vineyard views, then join locals at Piazza del Comune for aperitivo hour with regional cheeses.

[See all hotels in Castellina in Chianti](https://www.expedia.com/Hotel-Search?startDate=2026-04-13&endDate=2026-04-14&adults=2&regionId=55534)

![](https://images.trvl-media.com/place/55534/68deebc9-9310-492d-8f83-85d906ba54aa.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high)

## Top Castellina in Chianti Hotel Reviews

![Hotel Delle Nazioni](https://images.trvl-media.com/lodging/1000000/930000/920200/920176/dd1e8db6_y.jpg)

### Hotel Delle Nazioni

10/10 Excellent

"The property is clean and the staff are approachable. The breakfast was really good."

[](https://expedia.com/Florence-Hotels-Hotel-Delle-Nazioni.h920176.Hotel-Information)

![The Hoxton Florence](https://images.trvl-media.com/lodging/105000000/104900000/104897200/104897196/3780a3c2_y.jpg)

### The Hoxton Florence

8/10 Good

"Very supportive staff Excellent care"

[](https://expedia.com/Florence-Hotels-The-Hoxton-Florence.h104897196.Hotel-Information)

![Solo Experience Hotel](https://images.trvl-media.com/lodging/3000000/2540000/2533900/2533892/c7b090ed_y.jpg)

### Solo Experience Hotel

10/10 Excellent

"From the outside this 4 star hotel does not look like what it is, a very nice and comfortable hotel. Friendly people at the reception. But, this hotel might have the best breakfast in Florence! Everything is handmade, none of the cheap crap in plastic you find many places in Italy. And the quality of what you get us amazing! And the staff are so dedicated. Highly recommended. "

[](https://expedia.com/Florence-Hotels-Solo-Experience-Hotel.h2533892.Hotel-Information)

![ Hotel Calimala Florence](https://images.trvl-media.com/lodging/38000000/37960000/37955200/37955169/c5fb6e39_y.jpg)

###  Hotel Calimala Florence

10/10 Excellent

"All of the staff we interacted with couldn’t have been more helpful. Front desk were exceptional. Nothing was too much trouble. They gave us great restaurant recommendations and booked them for us. Hotel has been newly renovated and the rooms were lovely. Although we didn’t eat in the hotel, the Angel Bar was lovely for pre/post dinner drinks "

[](https://expedia.com/Florence-Hotels-Hotel-Calimala.h37955169.Hotel-Information)

![Globus Urban Hotel](https://images.trvl-media.com/lodging/1000000/920000/913600/913526/w5461h3637x5y0-ad6a6137_y.jpg)

### Globus Urban Hotel

10/10 Excellent

"The staff, the room and all the amenities were exceptional!++"

[](https://expedia.com/Florence-Hotels-Globus-Urban-Hotel.h913526.Hotel-Information)

![Hotel Santa Maria Novella](https://images.trvl-media.com/lodging/1000000/930000/920500/920451/7b96b723_y.jpg)

### Hotel Santa Maria Novella

10/10 Excellent

"The breakfast room is so pretty, and the breakfast is truly excellent. The staff were friendly and professional and welcomed our little dogs. It was quiet even though it is right in the center of everything. The bed was very comfortable and all the linens were of excellent quality, i would definitely stay here again,"

[](https://expedia.com/Florence-Hotels-Hotel-Santa-Maria-Novella.h920451.Hotel-Information)

![Plus Florence - Hostel](https://images.trvl-media.com/lodging/5000000/4130000/4125400/4125332/f2fc28f6_y.jpg)

### Plus Florence - Hostel

10/10 Excellent

"Her şey güzeldi, konumu da güzel, çalışanlar çok nazik. Odadaki klima tam performans göstermiyordu çok ısıtmadı içeriyi ama resepsiyon ekstra yorgan konusunda yardımcı oldu. Odada buzdolabı yok bilginiz olsun. Tek eksik olarak prizleri söyleyebilirim, bize mi öyle denk geldi bilmiyorum ancak ikili odada kaldık ve yatağın yakınında priz yoktu mecbur banyoya takmak zorunda kaldık ekstra cihazı. Onun dışında tavsiye ederim her şey süperdi kısa zamanlı kalmak isterseniz tam fiyat performans bir yer, 5.yıldızlı bir deneyim beklemeyin."

[](https://expedia.com/Florence-Hotels-Plus-Florence-Hostel.h4125332.Hotel-Information)

![IQ Hotel Firenze](https://images.trvl-media.com/lodging/90000000/89040000/89035100/89035039/72f32f77_y.jpg)

### IQ Hotel Firenze

10/10 Excellent

"Wonderful, clean room with a balcony! Flexible checkin and checkout time. Perks mentioned in other reviews were all included, including one complimentary apertivo & 45 minutes in their small spa area. The spa was the only disappointment as the chemicals were so strong they burned our eyes and made us cough. But the spa is really not necessary to have a great stay. The breakfast was delicious with lots of options! The minibar with juices, water, snacks, coffee & teas refilled each day was a nice little extra."

[](https://expedia.com/Florence-Hotels-IQ-Hotel-Firenze.h89035039.Hotel-Information)

![Aurum Firenze](https://images.trvl-media.com/lodging/29000000/28970000/28962000/28961941/3c6602ae_y.jpg)

### Aurum Firenze

2/10 Terrible

"I would like to share my experience following a recent stay at this hotel, which was, overall, very disappointing. Upon arrival, I was unable to access my room as the door would not open and required maintenance. This resulted in an unexpected delay at check-in, which was particularly inconvenient after travelling. Once in the room, several issues became apparent. The safe was not functioning, which limited the ability to securely store valuables. The room itself was notably small, and the level of amenities provided was minimal — consisting of only a bar of soap and a single towel. The balcony was not in a usable condition, as it was unclean and appeared to be leaking. Additionally, the layout of the room was not particularly practical, with the television positioned to the side of the bed, making it difficult to watch comfortably. Breakfast arrangements were also restrictive, with only two specific time slots available. The quality of the breakfast was poor and did not meet expectations. I was also informed during my stay that the hotel was fully booked, which appeared inconsistent with the actual occupancy observed. This raised concerns about the accuracy of the information provided. I had to wait for hot water to have showers. The most disappointing aspect of the stay, however, was the level of service. Staff interactions felt abrupt and unwelcoming, with little effort made to assist or engage. Honestly, this experience ruined my holiday. "

[](https://expedia.com/Florence-Hotels-Aurum-Firenze.h28961941.Hotel-Information)

## More cheap stays in Castellina in Chianti

![Cannon d'Oro](https://images.trvl-media.com/lodging/3000000/2530000/2525800/2525757/bda17ddf_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Cannon d'Oro

Via Montanini 28 Siena SI

$78 nightly

$91 total

Apr 26 - Apr 27

Total with taxes and fees

7.8/10 Good! (256 reviews)

[](https://expedia.com/Siena-Hotels-Cannon-DOro.h2525757.Hotel-Information)

![Hotel Bodoni](https://images.trvl-media.com/lodging/1000000/530000/521300/521262/5ce44da2_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Bodoni

Via Martiri del Popolo, 27 Florence FI

$94 nightly

$114 total

Apr 28 - Apr 29

Total with taxes and fees

8.2/10 Very Good! (812 reviews)

[](https://expedia.com/Florence-Hotels-Hotel-Bodoni.h521262.Hotel-Information)

![Hotel Spagna](https://images.trvl-media.com/lodging/9000000/8130000/8125800/8125781/8a244b2c_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Spagna

Via Panzani, 5 Florence FI

$119 nightly

$142 total

Apr 1 - Apr 2

Total with taxes and fees

6.2/10 (1,000 reviews)

[](https://expedia.com/Florence-Hotels-Hotel-Spagna.h8125781.Hotel-Information)

![Hotel Villani](https://images.trvl-media.com/lodging/15000000/14940000/14932300/14932224/40f626a7_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Villani

Via Delle Oche 11 Florence FI

$122 nightly

$145 total

Mar 31 - Apr 1

Total with taxes and fees

8.6/10 Excellent! (475 reviews)

[](https://expedia.com/Florence-Hotels-Hotel-Villani.h14932224.Hotel-Information)

![Hotel Nuova Italia](https://images.trvl-media.com/lodging/3000000/2550000/2542200/2542171/5cf7a40f_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Nuova Italia

Via Faenza 26 Florence FI

$122 nightly

$145 total

Mar 31 - Apr 1

Total with taxes and fees

8.4/10 Very Good! (878 reviews)

[](https://expedia.com/Florence-Hotels-Hotel-Nuova-Italia.h2542171.Hotel-Information)

![Hotel Collodi](https://images.trvl-media.com/lodging/1000000/530000/521300/521251/b984e79e_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Hotel Collodi

Via Taddea 6 Florence FI

$138 nightly

$163 total

Apr 1 - Apr 2

Total with taxes and fees

9.6/10 Exceptional! (1,003 reviews)

[](https://expedia.com/Florence-Hotels-Hotel-Collodi.h521251.Hotel-Information)

## Hotels in Castellina in Chianti with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

61 properties

[](https://expedia.com/5Star-Castellina-In-Chianti-Hotels.s50-0-d55534.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

216 properties

[](https://expedia.com/4Star-Castellina-In-Chianti-Hotels.s40-0-d55534.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

74 properties

[](https://expedia.com/2Star-Castellina-In-Chianti-Hotels.s20-0-d55534.Travel-Guide-Filter-Hotels)

## Find out more about Castellina in Chianti

### Top reasons to visit Castellina in Chianti

- **Renowned Wine Tastings:**  Experience the exquisite Chianti wines through tastings at local vineyards.
- **Stunning Countryside:**  Enjoy breathtaking views of the picturesque Chianti Hills and lush vineyards.
- **Charming Historical Sites:**  Explore historic churches, lively piazzas, and ancient castles.
- **Relaxation and Wellness:**  Unwind with spa treatments and wellness experiences at local centers.
- **Authentic Accommodations:**  Stay in unique agritourism properties and cozy bed & breakfasts.

### Find great hotels near Castellina in Chianti

Discover the ideal accommodation for your getaway in Castellina in Chianti, Tuscany. This charming area offers a variety of lodging options, including agritourism properties and cozy bed & breakfasts. Whether you're seeking pet-friendly hotels, family-friendly stays, or a winery-themed vacation experience, you'll find accommodations that cater to your needs. Explore the best hotels in Castellina in Chianti and immerse yourself in the enchanting beauty of the Chianti region.

- **[Hotel Athena: ](https://www.expedia.com/Siena-Hotels-Hotel-Athena.h866580.Hotel-Information)** Nestled 11 miles from Castellina in Chianti, Hotel Athena is a 4-star oasis perfect for adventurous families and pet lovers alike. The hotel encourages exploration with its array of adventure sports and recreational activities available onsite or nearby, including hiking, biking, and rafting. Families will appreciate the thoughtful amenities for children, such as travel cribs, ensuring a comfortable stay for little ones. The pet-friendly policy allows for furry companions, with amenities like food and water bowls provided. Experience a thrilling yet family-centered getaway at Hotel Athena.
- **[NH Siena: ](https://www.expedia.com/Siena-Hotels-NH-Siena.h15716.Hotel-Information)** Situated just 10 miles from Castellina in Chianti, NH Siena is a modern 4-star hotel that caters to business travelers and pet owners. Located in the heart of the city, it offers convenient access to professional facilities, including a conference center and meeting rooms. This hotel seamlessly blends business with comfort, making it an ideal choice for corporate trips. Pets are welcomed here, with provisions for dogs and cats, ensuring your furry friend can accompany you on your journey. Enjoy a productive stay at NH Siena in the vibrant city center.
- **[Hotel Chiusarelli: ](https://www.expedia.com/Siena-Hotels-Hotel-Chiusarelli.h1110843.Hotel-Information)** Just 11 miles from Castellina in Chianti, Hotel Chiusarelli is a charming 3-star hotel that offers a blend of business convenience and a pet-friendly atmosphere. Located in the city center, it provides easy access to local attractions while catering to business needs with suitable facilities. This hotel also welcomes pets, offering a hassle-free experience for those traveling with animals. Enjoy the warm hospitality and comfortable accommodations at Hotel Chiusarelli, perfect for both business and leisure travelers.

### Where to stay in Castellina in Chianti

Exploring Castellina in Chianti offers a perfect blend of romance and adventure amidst the stunning Chianti Hills. Experience the beautiful countryside dotted with vineyards, where you can enjoy picturesque views and a relaxing atmosphere. Nearby towns provide a rich historical backdrop and friendly locals, making your vacation truly memorable. Don't miss the chance to indulge in local wines and savor the tranquil charm of this enchanting region.

- **[Fonterutoli: ](https://www.expedia.com/Fonterutoli-Hotels.d6342141.Travel-Guide-Hotels)** Nestled in the picturesque hills of Castellina in Chianti, Fonterutoli is a charming village that offers a delightful blend of romance and outdoor adventure. The area attracts visitors year-round, particularly peaking in April, July, and September. Travelers come to Fonterutoli for its enchanting landscapes, historic buildings, and engaging tours that highlight the region’s rich culture. The village’s serene atmosphere and proximity to historic sites make it an ideal spot for leisurely exploration and memorable experiences.
- **[Lilliano: ](https://www.expedia.com/Lilliano-Hotels.d553248622859062176.Travel-Guide-Hotels)** Situated close to Castellina in Chianti, Lilliano is a quaint village that thrives on culture and entertainment. With peak visitor numbers from July to September, Lilliano offers a vibrant experience infused with history. The local attractions include historic buildings and an intriguing museum, making it perfect for those who appreciate art and culture. The village's charm lies in its ability to transport visitors back in time, ensuring a romantic getaway filled with enriching experiences.
- **[Sicelle: ](https://www.expedia.com/Sicelle-Hotels.d6343024.Travel-Guide-Hotels)** A scenic village in the Castellina in Chianti region, Sicelle is a haven for outdoor enthusiasts and romantics alike. With its peak tourist season from July to September, this village offers engaging activities such as sports and swimming, perfect for an active vacation. Visitors can enjoy the local piazza, a central square that serves as a gathering place, bringing a sense of community and tradition. Sicelle's picturesque surroundings and lively atmosphere make it a captivating destination for those looking to immerse themselves in Tuscan charm.

### Things to do near Castellina in Chianti

Castellina in Chianti is a charming destination perfect for a romantic getaway or outdoor adventure. Visitors can indulge in wine tastings to savor the renowned Chianti wines, unwind at local wellness centers, or explore the beautiful surroundings. For those seeking relaxation, spa and body treatments are also available. Whether you're enjoying the landscape or the vibrant local culture, Castellina in Chianti promises an unforgettable experience.

**Shopping**

In Castellina in Chianti, enjoy local shops like [Ra-Ma snc](https://www.expedia.com/Ra-Ma-Snc-Hotels.0-l553248621532497714-0.Travel-Guide-Filter-Hotels), just 8 miles away, offering unique gifts. If you're up for a drive, [The Mall Luxury Outlet](https://www.expedia.com/The-Mall-Luxury-Outlet-Hotels.0-l6143206-0.Travel-Guide-Filter-Hotels), located 18 miles away, features luxury brands in a vibrant atmosphere, while [Central Market](https://www.expedia.com/Central-Market-Hotels.0-l6075422-0.Travel-Guide-Filter-Hotels), 21 miles away, showcases local products and city vibes.

**Recreation**

For an invigorating experience, visit [Siena Stadium](https://www.expedia.com/Siena-Stadium-Hotels.0-l6257036-0.Travel-Guide-Filter-Hotels), about 10 miles away, where you can soak up the local sports culture. Alternatively, [Stadio Artemio Franchi](https://www.expedia.com/Stadio-Artemio-Franchi-Hotels.0-l6077968-0.Travel-Guide-Filter-Hotels), located 11 miles away, offers a vibrant atmosphere, while [Palasport Mens Sana](https://www.expedia.com/Palasport-Mens-Sana-Hotels.0-l6077940-0.Travel-Guide-Filter-Hotels), also 10 miles away, provides an engaging sports vibe for enthusiasts.

**Adventure**

Embark on the [Sentierelsa Trail](https://www.expedia.com/Sentierelsa-Trail-Hotels.0-l684137498050039808-0.Travel-Guide-Filter-Hotels), an 8-mile hiking adventure showcasing breathtaking scenery. For thrill-seekers, the [Siena Circuit](https://www.expedia.com/Siena-Circuit-Hotels.0-l553248621532500702-0.Travel-Guide-Filter-Hotels), located 15 miles away, offers exhilarating karting experiences. If you prefer cycling, the [Tuscany MTB Guide](https://www.expedia.com/Tuscany-MTB-Guide-Hotels.0-l553248621562141424-0.Travel-Guide-Filter-Hotels), 17 miles from Castellina, provides unforgettable outdoor mountain biking excursions.

**Nightlife**

Experience the vibrant nightlife in Castellina in Chianti. Enjoy a captivating performance at [Teatro dei Rinnovati](https://www.expedia.com/Teatro-Dei-Rinnovati-Hotels.0-l6077970-0.Travel-Guide-Filter-Hotels), or unwind with drinks at [Il Fiaschetto](https://www.expedia.com/Il-Fiaschetto-Hotels.0-l553248621532498699-0.Travel-Guide-Filter-Hotels). For a unique experience, visit the Chianti Observatory and gaze at the stars. Each venue offers a blend of romance and entertainment.

\*Distances are measured in a straight line; actual driving distances may vary depending on the route.

### Booking tips and Expedia advantages for Castellina in Chianti

To save money on your trip to Castellina in Chianti, consider visiting during the off-peak months of January to February or November for lower prices. Opt for walking or taking the bus to explore the town, as many attractions like Piazza del Campo and Palazzo Pubblico are free to enter. Book your hotel about a month in advance, preferably on a Monday to get the best rates. Look for package deals on Expedia that combine hotels, flights, and activities, and consider joining their One Key membership for additional discounts and savings.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay in Castellina in Chianti are January to February and November, where the prices are slightly lower. This is in comparison to May to June and September, where prices are slightly higher.
- **The best time to book a hotel:**  The cheapest time to book a hotel in Castellina in Chianti is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
- **The most and least expensive days on average to stay in a hotel:**  The least expensive day to stay in Castellina in Chianti is Monday. The most expensive day to stay in Castellina in Chianti is Friday.
- **Find cheap hotels on Expedia:**  Utilize Expedia’s search tool to narrow down your options according to your budget, desired location, and the type of hotel you prefer. To find the best prices and deals, be sure to sort the price filter from lowest to highest.
- **Consider bundling your trip:**  You can save money by combining your hotel stay in Castellina in Chianti with your flights and activities through an Expedia package deal.
- **Become a One Key member:**  Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

### Find the best attractions near Castellina in Chianti

Castellina in Chianti offers a perfect blend of romance and outdoor adventures, making it an ideal vacation spot. Explore charming churches, lively piazzas, and historic castles while enjoying the picturesque Chianti countryside. Don't miss the chance to capture stunning photos of the Castellina fortress and visit local vineyards, immersing yourself in the rich culture and beauty of this enchanting region.

- **[Monteriggioni Castle: ](https://www.expedia.com/Monteriggioni-Castle-Hotels.0-l6258231-0.Travel-Guide-Filter-Hotels)** Experience the charm of this well-preserved medieval fortress, surrounded by its impressive walls and towers. With its rich history and stunning views of the Chianti countryside, Monteriggioni offers a unique glimpse into the past and a tranquil atmosphere that captures the essence of Tuscany.
- **[Piazza del Campo: ](https://www.expedia.com/Piazza-Del-Campo-Hotels.0-l6077950-0.Travel-Guide-Filter-Hotels)** This stunning square, known for its distinctive shell shape, is the heart of Siena. Surrounded by beautiful buildings and lively cafés, Piazza del Campo is famous for the Palio horse race and offers a vibrant cultural experience, perfect for people-watching and soaking in the local ambiance.
- **[Siena Cathedral: ](https://www.expedia.com/Siena-Cathedral-Hotels.0-l6077922-0.Travel-Guide-Filter-Hotels)** A masterpiece of Gothic architecture, this stunning cathedral features intricate marble floors and breathtaking frescoes. The Siena Cathedral is not only a place of worship but also an artistic treasure, showcasing the rich history and culture of the region.

### Best time to go to Castellina in Chianti

The best time to visit Castellina in Chianti is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. 

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- |
| January                                                                                                          | 40.8°F (4.9°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly Low                                                                                                  |
| February                                                                                                         | 42.8°F (6.0°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly Low                                                                                                  |
| March                                                                                                            | 47.5°F (8.6°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| April                                                                                                            | 54.0°F (12.2°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| May                                                                                                              | 60.4°F (15.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| June                                                                                                             | 69.8°F (21.0°C)                                                                                                      | Light Rain                                                                                                       | Sunny                                                                                                                        | Average                                                                                                        | Slightly High                                                                                                 |
| July                                                                                                             | 75.9°F (24.4°C)                                                                                                      | No Rain                                                                                                          | Sunny                                                                                                                        | Slightly High                                                                                                  | Average                                                                                                       |
| August                                                                                                           | 75.6°F (24.2°C)                                                                                                      | No Rain                                                                                                          | Sunny                                                                                                                        | Slightly High                                                                                                  | Average                                                                                                       |
| September                                                                                                        | 67.1°F (19.5°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| October                                                                                                          | 58.5°F (14.7°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |
| November                                                                                                         | 50.0°F (10.0°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| December                                                                                                         | 43.3°F (6.3°C)                                                                                                       | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |

### The nearest major airports for your trip to Castellina in Chianti

For your visit to Castellina in Chianti, you can fly into two major airports. Florence Airport ([FLR](https://www.expedia.com/Peretola-Airport-Hotels.0-aFLR-0.Travel-Guide-Filter-Hotels)\-Peretola) is 23 miles away and offers luxurious hotel options like the 5-star [Bernini Palace](https://www.expedia.com/Florence-Hotels-Bernini-Palace.h13999.Hotel-Information) and [Palazzo Montebello](https://www.expedia.com/Florence-Hotels-Palazzo-Montebello.h4019.Hotel-Information), both within 4 miles, providing various transportation services including an airport shuttle. Alternatively, Pisa Airport ([PSA](https://www.expedia.com/Galileo-Galilei-Airport-Hotels.0-aPSA-0.Travel-Guide-Filter-Hotels)\-Galileo Galilei) is 47 miles away, with notable hotels such as the 5-star [Bagni di Pisa Palace & Thermal Spa](https://www.expedia.com/San-Giuliano-Terme-Hotels-Bagni-Di-Pisa.h1113530.Hotel-Information) and [Pisa Tower Plaza](https://www.expedia.com/Pisa-Hotels-Allegroitalia-Pisa-Tower-Plaza.h3067108.Hotel-Information), located nearby and offering shuttle services. Both airports provide convenient access to the beautiful Tuscany region.

## Frequently asked questions

### What is the best area to stay in Castellina In Chianti?

> This charming hilltop town is the heart of the Chianti Classico region, offering a quintessential Tuscan experience. Its main street, Via Ferruccio, is lined with local shops, traditional restaurants, and wine bars. The town is small enough to explore entirely on foot, and its ancient walls, like those around the Rocca Comunale (the old fortress), offer panoramic views of the surrounding vineyards and olive groves.
> 
>   
> For couples, staying in Castellina's center provides an intimate and convenient base for a romantic getaway. You'll be steps away from authentic Tuscan dining, wine tastings, and the opportunity to stroll through cobblestone streets in the evening. It's also ideal for exploring nearby wineries and other Chianti towns.
> 
>   
> Travelers looking for a tranquil retreat will appreciate accommodations just outside the town center, typically within a short drive. These options often include restored farmhouses or villas located among the vineyards, offering expansive views and a serene environment.

### What are the best hotels in Castellina In Chianti that travelers recommend?

> The 4-star Locanda le Piazze, with an exceptional 9.8 rating, offers a luxurious experience with amenities like poolside bar service, couples dining options, and an onsite winery. Guests frequently praise the fantastic food, beautiful pool, spacious rooms, and great service from the staff.
> 
>   
> Castello di Fonterutoli Wine Resort, rated 9.4, provides a refined stay with designer toiletries, a garden view restaurant, and fireplaces in some accommodations. An onsite winery adds to its appeal, and it's conveniently located just 0.2 miles from Mazzei Winery. Guests often mention the comfortable beds, delicious breakfast buffet, charming rooms, and amazing service.
> 
>   
> Another excellent option is the 4-star Belvedere di San Leonino, boasting a 9.6 rating. This hotel offers air conditioning, an onsite winery, room service, a garden view restaurant, and rooms with vineyard views. Travelers consistently highlight the friendly and wonderful staff, cozy and clean rooms, excellent food, and great service.
> 
>   
> The 4-star Palazzo Squarcialupi, with an outstanding 9.8 rating, is a Beaux-Arts property featuring premium bedding, an onsite winery, air conditioning, and a full-service spa with a sauna, steam room, and hot tub. It's just 0.2 miles from Casa Vinicola Luigi Cecchi. Guests appreciate the friendly and helpful staff, good amenities, a good breakfast, and lovely garden and pool areas.
> 
>   
> Finally, Borgo di Pietrafitta Relais, rated 9.4, provides a comfortable stay with fireplaces and an onsite winery. Travelers describe its location as super convenient and beautiful, and the staff as very helpful.

### What are the best family hotels in Castellina In Chianti?

> The 3-star Riserva di Fizzano Residence, with a superb 9.8 rating, is an excellent choice for families. It offers connecting rooms, a children's pool, and babysitting services on-site, providing convenience and entertainment for younger guests.
> 
>   
> Another highly-rated option is the 3-star Hotel Colle Etrusco Salivolpi, which has a 9.6 rating. This hotel provides free cribs, sofa beds, and travel cribs, along with an outdoor pool and poolside bar. Guests frequently praise the wonderful and delicious breakfast, the first-class staff, and the comfy beds. It is also conveniently located just 0.4 miles from Casa Vinicola Luigi Cecchi.

### What are the best spa hotels in Castellina In Chianti?

> The 4-star Locanda le Piazze, with an exceptional 9.8 rating, offers a full-service spa with a hot tub, sauna, and various treatments including massages, facials, aromatherapy, and body scrubs. Guests frequently praise the fantastic food and beautiful pool.
> 
>   
> Castello La Leccia, boasting a great 10.0 rating, provides an onsite full-service spa with a sauna and steam room. It is also conveniently located near the Casina di Cornia Winery and Mazzei Winery, both within 1.2 miles. Guests consistently highlight the excellent and friendly staff, along with the amazing breakfast.
> 
>   
> Another excellent choice is the 4-star Palazzo Squarcialupi, rated 9.8\. This hotel features a full-service spa with a sauna, steam room, and hot tub, available daily. It also has an onsite winery and is very close to the Castellina Fortress and Casa Vinicola Luigi Cecchi. Travelers often mention the friendly and helpful staff, as well as the lovely garden and pool. See all [spa hotels in Castellina In Chianti](https://www.expedia.com/Castellina-In-Chianti-Hotels-Spa-Hotel.0-0-d55534-tSpaHotel.Travel-Guide-Filter-Hotels)

### What hotels in Castellina In Chianti offer free breakfast?

> Castello La Leccia, with a great 10.0 rating, provides a wonderful experience with its free local and regular breakfast options. Guests consistently praise the excellent and friendly staff, the amazing breakfast, and the fresh food. The location is also highly regarded, and the pool is known for being clean. It is located less than a mile from the Walls of Monteriggioni and Casina di Cornia Winery.
> 
>   
> The 4-star Locanda le Piazze, rated 9.8, offers a complimentary cooked breakfast and a full-service spa with a variety of treatments including hot stone massage and aromatherapy. Travelers frequently mention the fantastic food, beautiful pool, spacious rooms, and great service and staff.
> 
>   
> Another excellent option is the 3-star Riserva di Fizzano Residence, which has a 9.8 rating and includes a free buffet breakfast. This residence also features an outdoor pool with sun loungers, free toiletries, and free self-parking.
> 
>   
> Agriturismo Villa Godenano - Pool & Restaurant, with a 9.2 rating, provides a complimentary continental breakfast. Guests can also enjoy free toiletries, free self-parking, and free WiFi access during their stay.
> 
>   
> Finally, the 4-star Hotel Casafrassi Wine Resort, rated 8.2, offers both free regular and local breakfast options. This resort boasts an on-site winery and a resort-inclusive pool with sun loungers, providing a relaxing and enjoyable stay.

### What are the top pet-friendly hotels in Castellina In Chianti?

> The 4-star Palazzo Squarcialupi, with an exceptional 9.8 rating, is a highly recommended option. It not only permits pets, but also allows them to stay free of charge, specifically accommodating dogs. This hotel also features an on-site winery and is conveniently located just 0.2 miles from Casa Vinicola Luigi Cecchi. Guests often praise the friendly and helpful staff, good amenities, a good breakfast, and a lovely garden and pool.
> 
>   
> The Residenzia del Sogno, rated 9.6, is another excellent choice for travelers with pets. It permits pets and provides food and water bowls, ensuring your companion is well-cared for. Guests have noted the good food available at this property.
> 
>   
> Borgo di Pietrafitta Relais, with a 9.4 rating, also welcomes both dogs and cats and provides food and water bowls. This property is often highlighted for its super convenient and beautiful location, and guests frequently mention the helpful staff.
> 
>   
> The Agriturismo Villa Godenano - Pool & Restaurant, rated 9.2, is a welcoming option for both dogs and cats. It offers food and water bowls and provides a free continental breakfast, ensuring a pleasant start to your day.
> 
>   
> Lastly, the 4-star Hotel Casafrassi Wine Resort, with an 8.2 rating, permits pets, specifically accommodating dogs. This hotel provides a comfortable stay for you and your canine companion.

### What are the top boutique hotels in Castellina In Chianti?

> The 4-star Palazzo Squarcialupi, with an outstanding 9.8 rating, is praised for its friendly and helpful staff, good amenities, and a lovely garden and pool. This hotel offers free WiFi, free self-parking, and allows pets to stay for free. Guests can also enjoy the convenience of an on-site winery. It is exceptionally well-located, being adjacent to the Castellina Fortress and just 0.2 miles from Casa Vinicola Luigi Cecchi.
> 
>   
> The 4-star Hotel Casafrassi Wine Resort, rated 8.2, provides guests with a resort-inclusive pool and sun loungers for relaxation. It offers both free breakfast and free local breakfast options, and features an on-site winery.
> 
>   
> Agriturismo Villa Godenano - Pool & Restaurant, with a 9.2 rating, offers complimentary continental breakfast, free breakfast, free toiletries, free self-parking, and free WiFi for its guests.

### What are the best budget hotels in Castellina In Chianti?

> The 3-star Albergo Il Colombaio, with an 8.4 rating, offers convenience with free Wi-Fi, a complimentary buffet breakfast, and free toiletries. Pets are also welcome to stay for free. It is located just 0.3 miles from the Archaeological Museum of Chianti.
> 
>   
> The 3-star Riserva di Fizzano Residence, boasting an impressive 9.8 rating, provides free Wi-Fi, complimentary toiletries, and free self-parking. A free buffet breakfast is also included.
> 
>   
> Another excellent choice is the 3-star Hotel Colle Etrusco Salivolpi, which has a 9.6 rating. Guests frequently praise the wonderful and delicious breakfast, the first-class staff, and the comfy beds. This hotel features free Wi-Fi, free toiletries, and free self-parking, along with an outdoor pool, pool sun loungers, and a poolside bar for relaxation. It is located 0.6 miles from the Archaeological Museum of Chianti.

### What are the most romantic hotels in Castellina In Chianti for couples?

> The 4-star Locanda le Piazze, with an exceptional 9.8 rating, is ideal for couples seeking relaxation and pampering. It features a full-service spa with a hot tub, massage services, and couples' treatment rooms, along with dedicated couples' dining options. Guests frequently praise the fantastic food and beautiful pool.
> 
>   
> Another excellent choice is the 4-star Belvedere di San Leonino, rated 9.6\. This hotel boasts stunning vineyard views and has an onsite winery, great for enjoying local wines together. It also offers a hot tub and an airport shuttle available 24 hours for convenience. Guests often highlight the friendly and wonderful staff, as well as the cozy and clean rooms.
> 
>   
> The 4-star Palazzo Squarcialupi, with a 9.8 rating, is located directly in Castellina In Chianti, just steps from the Castellina Fortress. This hotel offers an onsite winery and allows pets to stay free. It features a spa with a hot tub and sauna, and guests often mention the lovely garden and pool, as well as the friendly and helpful staff. See all [romantic hotels in Castellina In Chianti](https://www.expedia.com/Castellina-In-Chianti-Hotels-Romantic-Hotel.0-0-d55534-tRomanticHotel.Travel-Guide-Filter-Hotels)

### What are the best hotels in Castellina In Chianti near Casa Vinicola Luigi Cecchi?

> The 4-star Palazzo Squarcialupi, with an outstanding 9.8 rating, is just 0.2 miles from Casa Vinicola Luigi Cecchi. This hotel features a free crib for families, an on-site winery, and complimentary self-parking. Guests appreciate the friendly staff, good amenities, and a lovely garden and pool.
> 
>   
> Another great option is the 3-star Hotel Colle Etrusco Salivolpi, rated 9.6, situated 0.4 miles from the winery. This hotel offers a free crib, sofa beds, and travel cribs, along with on-site babysitting services. It boasts an outdoor pool with sun loungers and a poolside bar. Guests frequently praise the wonderful breakfast and the first-class staff.

### When is the best time to go to Castellina In Chianti?

> These months offer pleasant weather, ideal for exploring the rolling hills and vineyards without the intense heat of summer or the chill of winter. You'll find the countryside is at its most picturesque, with blooming wildflowers in spring and the vibrant colors of the grape harvest in autumn.
> 
>   
> Couples often find these times superb for a romantic getaway. The weather is comfortable for leisurely walks through the vineyards, enjoying outdoor meals at local trattorias, and visiting nearby medieval towns like San Gimignano or Siena. The fewer crowds compared to peak summer also mean a more intimate and relaxed experience.
> 
>   
> For solo travelers seeking a peaceful retreat, the shoulder seasons provide an opportunity to enjoy the region's natural beauty and culinary delights at a relaxed pace.

### Can I cancel my hotel reservation on Expedia?

### How can I save on a Castellina in Chianti hotel booking with Expedia?

> \*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.

### How much is the nightly rate at a Castellina in Chianti hotel?

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- [Montecalvario ](https://www.expedia.com/Montecalvario-Castellina-in-Chianti.d553248621533001049.Vacation-Attraction)
- [Casa Vinicola Luigi Cecchi ](https://www.expedia.com/Casa-Vinicola-Luigi-Cecchi-Castellina-in-Chianti.d6103262.Vacation-Attraction)
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- [Visit Sicelle ](https://www.expedia.com/Sicelle.dx6343024)
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- [Borgo di Vescine - Tenute di Castelvecchi ](https://www.expedia.com/Borgo-Di-Vescine-Tenute-Di-Castelvecchi-Radda-in-Chianti.d553248621532500717.Vacation-Attraction)
- [Visit Vagliagli ](https://www.expedia.com/Vagliagli.dx6047102)
- [Fattoria di Montecchio ](https://www.expedia.com/Fattoria-Di-Montecchio-Barberino-Tavarnelle.d553248621532497727.Vacation-Attraction)
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- [Visit Monsanto ](https://www.expedia.com/Monsanto.dx553248622859260555)
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- [Castello di Monsanto ](https://www.expedia.com/Castello-Di-Monsanto-Barberino-Tavarnelle.d6230523.Vacation-Attraction)
- [Visit San Donato in Poggio ](https://www.expedia.com/San-Donato-In-Poggio.dx6292835)
- [Visit Lornano ](https://www.expedia.com/Lornano.dx3000027679)
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- [Things to do in Radda in Chianti ](https://www.expedia.com/Things-To-Do-In-Radda-In-Chianti.d601693.Travel-Guide-Activities)
- [Things to do in Panzano in Chianti ](https://www.expedia.com/Things-To-Do-In-Panzano-In-Chianti.d602564.Travel-Guide-Activities)

- [Book Hotels in Castellina in Chianti on Expedia.it ](https://www.expedia.it/Castellina-In-Chianti-Hotel.d55534.Guida-Viaggi-Hotel)

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