A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region 4-star hotels

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very Good, (352 reviews)
"The hotel staff was very unenthusiastic, parking was convenient, it was okay, breakfast was amazing, overall just average. "
Canada
Shalayna
$63 nightly
The price is $76
Aug 16 - Aug 17
Total with taxes and fees
Hotel Toscana Ambassador

Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (427 reviews)
"An immaculate property that combines rustic Tuscan architecture with modern amenities inside each room. We loved the comfortable and well-stocked rooms, the expansive and scenic property, and the breakfasts that had a lot of variety."
United States
Nafisa
$244 nightly
The price is $276
Aug 2 - Aug 3
Total with taxes and fees
Hotel Borgo San Luigi

Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (398 reviews)
"Amazing staff, beautiful property, loved the courtyard. Really well located. Can't wait to stay again."
United States
Jason
$159 nightly
The price is $180
Aug 2 - Aug 3
Total with taxes and fees
Villa Casagrande Resort & SPA

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (43 reviews)
"Good location between to San Gimignano and Florence, lose to the highway."
United States
ALEXANDER
$94 nightly
The price is $111
Jul 19 - Jul 20
Total with taxes and fees
Villa San Filippo

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (485 reviews)
"The hotel restaurant was incredible"
United States
Marie
Hotel Ristorante Alcide

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (440 reviews)
"Amazing stay and experience. Would highly recommend!"
United States
Lauren
$207 nightly
The price is $235
Jul 27 - Jul 28
Total with taxes and fees
Villa I Barronci Resort & Spa

Relais Vignale & Spa

Relais Vignale & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (299 reviews)
"Amazing property, I would HIGHLY recommend everyone stay here!!!"
Canada
tera
$213 nightly
The price is $241
Jul 31 - Aug 1
Total with taxes and fees
Relais Vignale & Spa

Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (177 reviews)
"Beautiful grounds, nice Turkish bath, good breakfast."
United States
Katelyn
$225 nightly
The price is $254
Jul 19 - Jul 20
Total with taxes and fees
Hotel Villa Campomaggio

Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (218 reviews)
"Clean hôtel, Nice breakfast, spacious rooms"
United States
Emmanuel
$106 nightly
The price is $116
Jul 27 - Jul 28
Total with taxes and fees
Hotel Valdarno

Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Barberino Tavarnelle
9.0 out of 10, Wonderful, (267 reviews)
"Lovely hotel in Chianti, staff were outstanding! "
United States
Laila
$144 nightly
The price is $165
Aug 16 - Aug 17
Total with taxes and fees
Park Hotel Chianti

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (217 reviews)
"Great Toscana hotel"
United States
Jose
$183 nightly
The price is $206
Aug 17 - Aug 18
Total with taxes and fees
Villa Sabolini

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (191 reviews)
"Everything was awesome, the hotel staff was very helpful and friendly."
United States
gary
$125 nightly
The price is $145
Jul 30 - Jul 31
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (187 reviews)
"Very clean and amazing staff. And the room is at such a nice and rich location with a beautiful view."
United States
Christopher
$175 nightly
The price is $199
Jul 22 - Jul 23
Total with taxes and fees
Belvedere di San Leonino

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village
4.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (325 reviews)
"We all loved this place. It is conveniently close to Florence or Sienna so you can take a day trips if you get bored but there are plenty of activities on site. We wished we have reserved more days to stay but we will do that next year."
United States
Kalinka
$90 nightly
The price is $103
Jul 20 - Jul 21
Total with taxes and fees
Hu Norcenni Girasole Village

Hotel Borgo di Cortefreda Relais

Hotel Borgo di Cortefreda Relais
4.0 star property
Barberino Tavarnelle
9.4 out of 10, Exceptional, (501 reviews)
"This hotel is truly a peace hotel and amazing staff amazing breakfast amazing dinner the room was AMAZING the smell of the fresh garden was perfect! "
United States
Gabriel
$193 nightly
The price is $220
Aug 1 - Aug 2
Total with taxes and fees
Hotel Borgo di Cortefreda Relais

Palagina la Dimora

Palagina la Dimora
4.0 star property
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (353 reviews)
"The staff was nice . The location was perfect. However the food wasn’t that good and breakfast was kinda disappointing"
Canada
Tarek
$155 nightly
The price is $175
Jul 29 - Jul 30
Total with taxes and fees
Palagina la Dimora

Relais Della Rovere

Relais Della Rovere
4.0 star property
Colle di Val d'Elsa
9.0 out of 10, Wonderful, (254 reviews)
"We loved our stay at Relais, all staff were friendly and helpful, especially Jess who helped us with local restaurant ideas and tis for Tuscany. Thanks Jess and the team for a wonderful few days at the perfect base for exploring the region."
Australia
Robert
$183 nightly
The price is $205
Jul 19 - Jul 20
Total with taxes and fees
Relais Della Rovere

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (292 reviews)
"very well maintained hotel with friendly staff"
United States
Lin
$139 nightly
The price is $160
Jul 28 - Jul 29
Total with taxes and fees
Palazzo Leopoldo Dimora Storica & Spa

Palazzo Squarcialupi

Palazzo Squarcialupi
4.0 star property
Castellina in Chianti
9.8 out of 10, Exceptional, (78 reviews)
"We stayed for a week and loved everything about this hotel. The staff went out of their way to make sure everything was perfect and everyone was so friendly. We really enjoyed breakfast each morning on the terrace and we used the pool and spa every day. Very relaxing and walking distance to everything in Castellina. Their pasta restaurant located across the street is also very good."
United States
Jennifer
$219 nightly
The price is $248
Aug 9 - Aug 10
Total with taxes and fees
Palazzo Squarcialupi

Villa Le Barone

Villa Le Barone
4.0 star property
Greve in Chianti
9.4 out of 10, Exceptional, (144 reviews)
"One of the best properties in the area. This is a Count’s palace converted into a hotel. Views cannot get any better; very helpful staff. Book for a relaxing stay, with a pool with amazing views and a Tennis court. Will definitely come back."
Canada
Aditi
$211 nightly
The price is $238
Jul 22 - Jul 23
Total with taxes and fees
Villa Le Barone
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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chianti Region.
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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.

Learn more about Chianti Region

Take a sightseeing trip of Tuscany's renowned wine region and visit its vineyards, wineries, ancient churches, castles and hilltop villages.

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Top Chianti Region Hotel Reviews

Find out more about Chianti Region

The beginning of any well-deserved holiday starts with picking a wonderful spot. Chianti Region has been a popular local with tourists because it offers so much to keep you entertained. Yet, "location, location, location" applies to more than just your destination. Now that you have a feel for this city, it is time you to get to know your home away from home.

Lodgings as Gorgeous as the City

Chianti Region saw its fair share of visitors in the last year. Expedia's review section boast tips and tricks which may help you determine which resort is the perfect fit for your vacation. The hotels found here strive to make your vacation as delightful as your days and evenings checking out Chianti Region. You won't have to search for a nice dinner, to sustain your exercise schedule, or an energizing swim during your stay, thanks to all that these hotels offer. They work hard to make the facilities and grounds welcoming from the moment you step out of your car and with each step throughout the hotel. Chianti Region has hundreds of fabulous hotels that provide the ideal vacation.

Rooms have been fashioned to keep you as cozy as possible, with amenities like in-room coffee or tea, specially designed bathroom products, and ultra-comfortable bedding. So, sit back and unwind. Moreover, if you find yourself in need of anything else, you can rest assured the staff will try their best to ensure you remain satisfied during your time there. These hotels are so lovely that you'll regret the day you have to fly back home.

Book a 4-Star Hotel in Chianti Region Today!

Your holiday to Chianti Region should be one that you'll look back on fondly for years to come, and booking a 4-star hotel can help make those memories incredible. Thanks to Expedia's review section and info about each property, you can easily select the perfect hotel for your next excursion to Chianti Region.

Frequently asked questions

What are the best 4-star hotels in Chianti Region?
Based on our guest reviews, Villa la Palagina is one of the best 4-star hotels in Chianti Region. Located in Figline e Incisa Valdarno, it has concierge services and private winery tours. Villa Casagrande Resort & SPA is another popular option in this city. Also rated 4 stars and offering concierge services and a winery, you're sure to have a comfortable stay.
How much does it cost to stay in a 4-star hotel in Chianti Region?
To lock in a 4-star hotel in Chianti Region that fits your budget, use Expedia's filter tool. Check out the availability during your vacation dates and use our pricing filter to set your maximum rate. You can also list your results by the most economical retreat first.

  • Search for the lowest price from $337

What's the difference between 5-star and 4-star hotels in Chianti Region?
If you choose to spend your vacation at a 4-star hotel in Chianti Region, you'll typically find lots of conveniences to keep you relaxed, such as a pool, gym and restaurant. You can enjoy high-quality service and upscale accommodations. Choose a 5-star hotel and you'll have access to a few extra bells and whistles — think on-site spas, concierge assistance and indulgent turndown services. You're likely to get more amenities and exclusive services at a 5-star getaway, though both are fabulous options for luxury travelers.

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