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Oct 26 - Oct 27
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Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
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Nov 6 - Nov 8

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Our top choices for La Strada-Santa Cristina hotels

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

1. Cortona Resort Spa

Cortona Resort Spa
Cortona
United States
Candice
$160 nightly
$177 total
Nov 15 - Nov 16
Total with taxes and fees
Cortona Resort Spa
A historic stone building with a sign reading "Hotel Italia."
A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.
A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.
A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

2. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Fernando
$103 nightly
$116 total
Nov 26 - Nov 27
Total with taxes and fees
Hotel Italia
A modern hotel lobby with a reception desk, seating area, and a large plant.
A modern library with leather sofas, bookshelves, and a large window.
A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.
A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

3. Hotel Park

Hotel Park
Castiglion Fiorentino
United States
Karen
$105 nightly
$120 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Park
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.
A skylight with a view of a tree and a distant building.

4. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
Canada
erik
$94 nightly
$110 total
Nov 2 - Nov 3
Total with taxes and fees
La Cantina Relais - Fattoria Il Cipresso
A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.
A stone building with a central staircase and arched openings, surrounded by a well-lit courtyard.
A dining area with a long table set for a meal, wooden beams on the ceiling, and arched doorways.
A living room with a red floral sofa, a fireplace, a wooden ceiling, and a staircase.

5. Casale l'Antico Carro

Casale l'Antico Carro
Cortona
United States
l thoma
$122 nightly
$139 total
Oct 27 - Oct 28
Total with taxes and fees
Casale l'Antico Carro
An outdoor seating area with tables and chairs, potted plants, and a view of the sea.
A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.
A view through a window of a landscape with hills, trees, and a clear sky.
A balcony with potted plants and a view of the sea.

6. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
United States
George F
$112 nightly
$128 total
Oct 28 - Oct 29
Total with taxes and fees
Villa Santa Margherita
A person in a white robe standing by a window with a view of mountains.
A couple dining at a table with a scenic view of mountains and a lake.
A bedside table with a vase of flowers, a book, and a drawer.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

7. Locanda agli Amici

Locanda agli Amici
Cortona
United Kingdom
David
$97 nightly
$111 total
Nov 4 - Nov 5
Total with taxes and fees
Locanda agli Amici
A terrace with a view of a town, outdoor seating, and a tree.
A cozy room with a bed, candles, a bottle of wine, and fresh fruits.
A stone building with a grassy courtyard, a staircase, and a small garden area.
A modern interior with a stone wall, a wooden bench, and a glass door leading to a dark room.

8. San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
United States
Alejandro
$105 nightly
$120 total
Oct 28 - Oct 29
Total with taxes and fees
San Michele al Castello
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

9. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
$80 nightly
$93 total
Nov 3 - Nov 4
Total with taxes and fees
Locanda del Molino
A courtyard with stone buildings, a gravel path, and potted plants.
A bedroom with a wooden headboard, two beds with pink and white bedding, a bedside table with a lamp, a small table with a bottle and glasses, and a window with a view of buildings.
A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.
A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

10. B&B San Francesco

B&B San Francesco
Cortona Old Town
United Kingdom
Esther
$96 nightly
$108 total
Nov 16 - Nov 17
Total with taxes and fees
B&B San Francesco
A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.
A room with a large window, a vase of red flowers, and a white umbrella outside.
A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.
A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

11. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Asha
$120 nightly
$137 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel San Michele
A dining area with a table and chairs, large windows with curtains, and a view of a landscape.
A balcony with two lounge chairs, a small table with a drink, and a scenic view.
A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.
A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

12. Hotel San Luca

Hotel San Luca
Cortona Old Town
United States
Frances
$83 nightly
$96 total
Nov 3 - Nov 4
Total with taxes and fees
Hotel San Luca
A building with a large stained glass window and flower boxes on the railing.
A building with a large arched entrance, a bench outside, and windows with flower boxes.
A hotel room with two beds, a desk, a chair, a TV, and a bathroom.
A potted plant in a room with a view of the street outside.

13. Albergo La Posta Arezzo

Albergo La Posta Arezzo
Civitella in Val di Chiana
Canada
Aliaa
$82 nightly
$90 total
Nov 2 - Nov 3
Total with taxes and fees
Albergo La Posta Arezzo
Pool
Exterior
Reception
Breakfast buffet

14. iConic Wellness Resort

iConic Wellness Resort
Arezzo
United States
Rheymarie
$74 nightly
$88 total
Oct 27 - Oct 28
Total with taxes and fees
iConic Wellness Resort
A modern interior with a decorative wall, a bed with pillows, and a small table with a lamp.
A modern hotel lobby with a large mirror, potted plants, and a spacious seating area.
A spa area with a circular hot tub surrounded by mosaic tiles, a stone bench, and a small table with a bowl and a candle.
A hallway with a decorative archway leading to a door, a row of plants on the left, and a wall-mounted lamp on the right.

15. Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
Arezzo
United States
Luis Mauricio
$72 nightly
$86 total
Nov 2 - Nov 3
Total with taxes and fees
Il Gentiluomo Hotel & SPA
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.
A restaurant interior with tables set for dining, a kitchen area, and a wine display.
A hotel lobby with a brick archway, a reception desk, and potted plants.
An outdoor dining area with tables set for breakfast, including pastries, fruit, and beverages.

16. Hotel Le Capanne

Hotel Le Capanne
Arezzo
United States
Ronilynn
$106 nightly
$123 total
Nov 2 - Nov 3
Total with taxes and fees
Hotel Le Capanne
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
A person standing at the entrance of a building with a stone staircase leading up to a door.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A person in a swimming pool with a view of trees and mountains through a window.

17. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
$367 nightly
$408 total
Nov 15 - Nov 16
Total with taxes and fees
Il Falconiere - Relais e Chateaux
A spacious lobby with a large glass ceiling, comfortable seating, and a view of the outdoors.
A modern building with a revolving door and a glass entrance. Inside, there are white sofas and a reception area.
A modern lobby with a high ceiling, recessed lighting, and contemporary furniture.
A modern hotel room with a large bed, a bedside table, and a glass shower enclosure.

18. A Point Arezzo Park Hotel

A Point Arezzo Park Hotel
Arezzo
Australia
Dion
$81 nightly
$96 total
Oct 30 - Oct 31
Total with taxes and fees
A Point Arezzo Park Hotel
A swimming pool with lounge chairs and umbrellas, surrounded by greenery and trees.
A well-maintained garden with a wooden pergola, stone structures, and lush greenery.
A stone staircase leading to a wooden porch with potted plants.
A stone building with a wooden balcony, outdoor seating, and potted plants.

19. Country House Podere Casorbica

Country House Podere Casorbica
Cortona
United States
Kristie
$70 nightly
$80 total
Nov 26 - Nov 27
Total with taxes and fees
Country House Podere Casorbica
A spacious breakfast room with a modern design, featuring a herringbone floor pattern, comfortable seating, and a staircase leading to other areas.
A modern bathroom with a bench, a shower with a handheld showerhead, and a window.
A modern hotel room with a desk, chair, and a bed.
A restaurant with multiple tables, chairs, and a patterned wall.

20. Hotel Minerva

Hotel Minerva
Arezzo
United States
Fabienne
$91 nightly
$107 total
Nov 8 - Nov 9
Total with taxes and fees
Hotel Minerva
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Stay near popular La Strada-Santa Cristina attractions

Agricola Buccelletti Winery

10.0/10 (2 reviews)
You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.
See properties

Top La Strada-Santa Cristina Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"Beautiful historic property well located with just enough to do. Very relaxing ."
Peter 4-night trip
Posted 2 hours ago
Monastero di Cortona Hotel & Spa
Hotel Villa Paradiso

Hotel Villa Paradiso

10/10 Excellent
"I went to this area in Umbria for a wedding and it was a great spot that allowed me to rest and be comfortable. The rooms were clean and even had extra blankets along with AC. The staff always acknowledged me and was helpful throughout even when I wanted to extend my stay. They all speak English which is nice along with many other languages. The breakfast was always worth waking up for and I really enjoyed the bar. I do wish there was wifi throughout the venue- it was only in the bar and dining area- but it was a good time still"
Godswill 2-night trip
Posted 2 days ago
Hotel Villa Paradiso
Podere La Rocca

Podere La Rocca

10/10 Excellent
"Clean"
Gloria 3-night trip
Posted 3 days ago
Podere La Rocca
Hotel Minerva

Hotel Minerva

8/10 Good
"Very good restaurant. Mattresses could be more comfortable and rooms are not soundproofed, but we would come back because it is a good hotel, excellent breakfast and big rooms."
Fabienne 2-night trip
Posted 9 days ago
Hotel Minerva
Hotel Continentale

Hotel Continentale

10/10 Excellent
"The location of this hotel is excellent!"
Thanh 2-night trip
Posted 2 weeks ago
Hotel Continentale
Hotel San Michele

Hotel San Michele

10/10 Excellent
"Perfect location. Very friendly staff and spacious rooms. Right in the heart of Cortona!"
Asha 1-night trip
Posted 2 weeks ago
Hotel San Michele
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

10/10 Excellent
"La Fenice was wonderful. The property is amazing and in a great location for what we wanted to see in the Tuscan region. The hosts are very accommodating and made our stay special. Looking forward myself to revisiting on my next trip to Tuscany."
chris f. 7-night trip
Posted 3 weeks ago
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western

10/10 Excellent
"Breakfast was great! Dinner was awful ! Terrible! Poor quality, cold pizza and no no dinner meal. avoid this dinner which cost 28 euro...redicules!!!"
Jacob 2-night trip
Posted 1 month ago
Etrusco Arezzo Hotel, Sure Hotel Collection by Best Western
Hotel Garden Experience

Hotel Garden Experience

10/10 Excellent
"Tout est super je le recomendé fortement"
Keny Yahaira 7-night trip
Posted 2 months ago
Hotel Garden Experience

More cheap stays in La Strada-Santa Cristina

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
$46 nightly
$54 total
Oct 27 - Oct 28
Total with taxes and fees
Hotel Chenno
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR
Get ratesTenuta La Pieve Casale Presciano
Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR
Get ratesTenuta La Pieve Casale La Valle
Tenuta La Pieve Casale Il Giglio

Tenuta La Pieve Casale Il Giglio

Via Della Ghiacciaia Pergine Valdarno AR
Get ratesTenuta La Pieve Casale Il Giglio
Residence Peloni

Residence Peloni

Via Polidori 50 Arezzo AR
Get ratesResidence Peloni
Agriturismo Podere Alberese

Agriturismo Podere Alberese

Località Casabianca Asciano SI
Get rates
9/10 Wonderful! (7 reviews)
Agriturismo Podere Alberese

Frequently asked questions

What is the best area to stay in La Strada-Santa Cristina?
For travelers visiting La Strada-Santa Cristina, the best area to stay is directly within the town of Santa Cristina itself, or in the immediate surrounding countryside.Santa Cristina is a small, picturesque town located in the heart of the Chianti Classico region. It's characterized by its traditional stone buildings, narrow streets, and a central piazza where locals gather. The town is surrounded by rolling hills covered in vineyards and olive groves, offering expansive views of the Tuscan landscape. You'll find charming local eateries and a few specialty shops here.Couples looking for a romantic and tranquil escape will find the countryside immediately surrounding Santa Cristina particularly appealing. Many agriturismos and villas are situated on hillsides, providing privacy and stunning vistas. These properties often feature amenities like private pools, cooking classes focused on local cuisine, and direct access to hiking trails through vineyards, making them ideal for a relaxing and intimate experience.Families will also appreciate staying within Santa Cristina or at a nearby countryside villa. The town offers a relaxed environment where children can experience local Italian life, and many agriturismos provide spacious rooms and outdoor areas for recreation.
When is the best time to go to La Strada-Santa Cristina?
The best time to visit La Strada-Santa Cristina is during the shoulder seasons of May, June, September, and October.These months offer pleasant weather, with warm days and comfortable evenings, superb for enjoying the Tuscan countryside without the peak summer crowds. You'll find the vineyards lush and active, and the local towns are bustling with markets and events but are not overwhelmed with tourists. This period is ideal for couples seeking a romantic getaway or for travelers who appreciate touring wineries and exploring historic villages at a relaxed pace.July and August are also popular, though they bring higher temperatures and more visitors. If you enjoy a lively option and don't mind the heat, this can still be a good time to experience the region's summer festivals.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in La Strada-Santa Cristina.
How much is the nightly rate at a La Strada-Santa Cristina hotel?
Prices for hotels in La Strada-Santa Cristina often vary, but you can find a great deal from $54 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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