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Oct 2 - Oct 3
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Oct 3 - Oct 4
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Our top choices for La Strada-Santa Cristina hotels

A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

1. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Peter
$140 nightly
$164 total
Oct 7 - Oct 8
Total with taxes and fees
Relais Villa Baldelli
A stone building with outdoor seating and a fountain.
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with multiple windows and a courtyard.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

2. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
Canada
Olga
$107 nightly
$127 total
Oct 5 - Oct 6
Total with taxes and fees
Villa Borgo San Pietro
Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.
A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.
A bedroom with a bed, a chair, a table with a candle, and a wardrobe.
A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

3. Cortona Resort Spa

Cortona Resort Spa
Cortona
United States
Candice
$146 nightly
$165 total
Oct 12 - Oct 13
Total with taxes and fees
Cortona Resort Spa
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.

4. B&B San Francesco

B&B San Francesco
Cortona Old Town
United Kingdom
Esther
$91 nightly
$102 total
Nov 1 - Nov 2
Total with taxes and fees
B&B San Francesco
A dining area with a table and chairs, large windows with curtains, and a view of a landscape.
A window view of a town with buildings, trees, and parked cars.
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.

5. Hotel San Luca

Hotel San Luca
Cortona Old Town
Ireland
Mariusz
$82 nightly
$99 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel San Luca
A restaurant with glass walls, tables set with white tablecloths, and chairs.
A building with arched windows and a well-maintained garden with trimmed bushes and a large flower pot.
A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.
A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

6. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
United Kingdom
Ronald
$95 nightly
$111 total
Oct 12 - Oct 13
Total with taxes and fees
La Cantina Relais - Fattoria Il Cipresso
A modern hotel lobby with a reception desk, seating area, and a large plant.
A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.
A modern library with leather sofas, bookshelves, and a large window.
A modern bar area with a counter, bar stools, and a seating area with chairs.

7. Hotel Park

Hotel Park
Castiglion Fiorentino
United States
Karen
$106 nightly
$121 total
Oct 13 - Oct 14
Total with taxes and fees
Hotel Park
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

8. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
United States
Dana
$150 nightly
$171 total
Oct 13 - Oct 14
Total with taxes and fees
Cortona Resort - Le Terre Dei Cavalieri
A person in a white robe standing by a window with a view of mountains.
A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.
A bedside table with a vase of flowers, a book, and a drawer.
A couple dining at a table with a scenic view of mountains and a lake.

9. Locanda agli Amici

Locanda agli Amici
Cortona
United Kingdom
David
$97 nightly
$116 total
Oct 12 - Oct 13
Total with taxes and fees
Locanda agli Amici
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 bedroom with a bed, a table with lemons, a window with curtains, and a radiator.

10. Locanda del Molino

Locanda del Molino
Cortona
Canada
Rochelle
$78 nightly
$94 total
Oct 27 - Oct 28
Total with taxes and fees
Locanda del Molino
A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.
A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.
A balcony with potted plants and a view of the sea.
A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

11. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
United States
George F
$108 nightly
$124 total
Oct 6 - Oct 7
Total with taxes and fees
Villa Santa Margherita
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.
A historic stone building with a sign reading "Hotel Italia."
A restaurant with outdoor seating overlooking a historic town and the sea.

12. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Frances
$121 nightly
$139 total
Oct 13 - Oct 14
Total with taxes and fees
Hotel Italia
An outdoor event with people seated at tables, surrounded by stone buildings and greenery.
A cozy room with a bed, candles, a bottle of wine, and fresh fruits.
A modern interior with a stone wall, a wooden bench, and a glass door leading to a dark room.
A stone building with a grassy courtyard, a staircase, and a small garden area.

13. San Michele al Castello

San Michele al Castello
Castiglion Fiorentino
United States
Alejandro
$98 nightly
$113 total
Oct 8 - Oct 9
Total with taxes and fees
San Michele al Castello
A couple in a hot tub with a cityscape view through large windows.
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.
A room with a large window, a vase of red flowers, and a white umbrella outside.

14. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Tala
$127 nightly
$145 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel San Michele
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.
A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.
A hotel room with a fireplace, two armchairs, a bed, and a dresser.

15. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
$151 nightly
$176 total
Oct 10 - Oct 11
Total with taxes and fees
Hotel Villa Marsili
A pool area with lounge chairs and umbrellas, a brick building with lights, and a view of the countryside.
A view through an open door framed by lush greenery and flowers, leading to a scenic landscape with trees and a distant view of a city skyline.
A patio with a table set for tea, a brick wall, and a window with shutters.
A stone building with a tiled roof, surrounded by a garden with various plants and flowers.

16. Poggio al Vento Casa Vacanze

Poggio al Vento Casa Vacanze
Foiano della Chiana
$138 nightly
$156 total
Oct 25 - Oct 26
Total with taxes and fees
Poggio al Vento Casa Vacanze
A modern interior with a piano, dining area, and a large decorative animal statue.
A hotel gym with stationary bikes, a treadmill, and dumbbells.
A reception desk with a modern design, a flat-screen TV, and a glass partition.
A hotel room with a large bed, two bedside tables, a desk, a chair, and a window with curtains.

17. B&B Hotel Arezzo

B&B Hotel Arezzo
Arezzo
Italy
Marco
$67 nightly
$80 total
Oct 16 - Oct 17
Total with taxes and fees
B&B Hotel Arezzo
A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.
A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.
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.

18. 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 spacious, well-lit restaurant with large windows, wooden tables, and potted plants.
A stone building with a red awning, potted plants, and a staircase leading to the entrance.
A person standing at the entrance of a building with a stone staircase leading up to a door.

19. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Qingwen
$354 nightly
$394 total
Nov 2 - Nov 3
Total with taxes and fees
Il Falconiere - Relais e Chateaux
Restaurant
Exterior
Room
Reception

20. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
Brazil
Anonymous traveler
$153 nightly
$170 total
Oct 22 - Oct 23
Total with taxes and fees
Agriturismo Parco Fiorito
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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

Agriturismo Borgo Sette Tigli

Agriturismo Borgo Sette Tigli

10/10 Excellent
"Our stay was absolutely wonderful and relaxing! The property is perfectly located less than 10 minutes from Montepulciano, featuring a fantastic setup equipped with everything we could possibly need. It easily became one of our favorite places to stay in Tuscany. Elise was an incredibly responsive host who even let us drop off our luggage early, and the check-in instructions were crystal clear. We highly recommend this property—it would also be a spectacular venue for a family reunion!"
Patti 4-night trip
Posted 9 hours ago
Agriturismo Borgo Sette Tigli
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

10/10 Excellent
"There is nothing to fault here, it’s a perfect hotel. Staff are brilliant, and the buildings and grounds are really well looked after. Breakfast and lunch are ideal too."
James 4-night trip
Posted 1 day ago
Il Falconiere - Relais e Chateaux
Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"It's great place for the large family."
ENLI 3-night trip
Posted 3 days ago
Villa Tiberini Wine Relais
Hotel San Michele

Hotel San Michele

8/10 Good
"This is a charming hotel housed in a 15th century palazzo as close as you can get to the center of Cortona. The staff was pleasant and helpful. Plus you can pull your car up for luggage drop off - a real convenience in a town center where cars are otherwise restricted. Just note this hotel is in an old building. Not all rooms are serviced by elevator - some stairs required. And like any historic property the facilities have charming quirks - rooms but not all public facilities have A/C, lighting is low and there are no amenities on site other than a lovely buffet breakfast you can enjoy inside or in a garden setting. However its location steps from Cortona’s Piazza Republica, restaurants and shops make up for any shortcomings!"
Leanne 4-night trip
Posted 10 days ago
Hotel San Michele
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Stunning little hotel with the most beautiful setting, gardens and pool. The room was exceptionally appointed clean. The best part of the stay was the restaurant. The best meals we had on our entire trip. Definitely recommend hiring e-bikes and riding up to Cortona!"
Beren 2-night trip
Posted 11 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Podere La Rocca

Podere La Rocca

10/10 Excellent
"Podere was amazing! The dinners and wait staff were wonderful. I would stay there again."
doreen 3-night trip
Posted 2 weeks ago
Podere La Rocca
Hotel Minerva

Hotel Minerva

10/10 Excellent
"Eccellente"
Thomas R. 1-night trip
Posted 3 weeks ago
Hotel Minerva
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

10/10 Excellent
"Alojamiento perfecto para desconectar en vacaciones.Conexión wifi en toda la casaColchones y almohadas cómodosCocina con todas las comodidades y electrodomésticos para un buen funcionamientoDuchas cómodas, limpias y con presiónUna piscina de infarto para relajarse mirando la foto típica de l toscana El único ruido que vas a oír es la zígarraAaah si te gusta las estrellas por las noches en l piscina se ven de lujo Ante cualquier duda tanto Linda como Jaime responden al segundo"
Sandra G. 7-night trip
Posted 2 months ago
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.

More cheap stays in La Strada-Santa Cristina

Hotel Chenno

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR
$46 nightly
$54 total
Oct 9 - Oct 10
Total with taxes and fees
Hotel Chenno
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR
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Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale La Valle

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

Tenuta La Pieve Casale Il Giglio

Via Della Ghiacciaia Pergine Valdarno AR
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Residence Peloni

Residence Peloni

Via Polidori 50 Arezzo AR
Get ratesResidence Peloni
Albergo Ristorante Umbria

Albergo Ristorante Umbria

Via Dei Galanti / Via Sant'antonio 6 Città di Castello PG
Get rates
7.4/10 Good! (13 reviews)
Albergo Ristorante Umbria

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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