La Strada-Santa Cristina Hotel & Accommodation Deals 2026 from NZ$96 - Fully Refundable Options

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in La Strada-Santa Cristina

Pet friendly

Apartment

Villa

Condo

Spa

Pool

Spa pool

Cottage

Family friendly

Farm

Waterpark

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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 stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick pathway and greenery.

1. Relais Villa Baldelli

Cortona

Peter

NZ$265

includes taxes & fees

28 Sept - 29 Sept

A stone building with a courtyard, outdoor seating, and a view of the landscape.

A stone building with a pool and outdoor seating area, surrounded by trees and a view of the countryside.

A garden with a stone pathway, a wooden barrel, and a view of the countryside.

A dining table set for two with a view of a sunset over a landscape.

2. Villa Schiatti

Castiglion Fiorentino

Soudabeh

NZ$292

includes taxes & fees

28 Sept - 29 Sept

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 modern bar area with a counter, bar stools, and a seating area with chairs.

3. Hotel Park

Castiglion Fiorentino

Karen

NZ$215

includes taxes & fees

23 Oct - 24 Oct

An outdoor event with people seated at tables, surrounded by stone buildings and greenery.

A couple in a bathtub with candles, suggesting a romantic setting.

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.

4. San Michele al Castello

Castiglion Fiorentino

Alejandro

NZ$215

includes taxes & fees

6 Oct - 7 Oct

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 hotel lobby with a brick archway, a reception desk, and potted plants.

A restaurant interior with tables set for dining, a kitchen area, and a wine display.

5. Hotel Le Capanne

Arezzo

Robert

NZ$251

includes taxes & fees

25 Sept - 26 Sept

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.

6. Villa Borgo San Pietro

Cortona

Olga

NZ$228

includes taxes & fees

6 Oct - 7 Oct

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 restaurant with outdoor seating overlooking a historic town and the sea.

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

7. Hotel Italia

Cortona Old Town

Frances

NZ$257

includes taxes & fees

23 Oct - 24 Oct

A tranquil sunset over a calm body of water with a gazebo structure in the foreground.

A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

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.

8. Cortona Resort - Le Terre Dei Cavalieri

Cortona

Dana

NZ$289

includes taxes & fees

24 Sept - 25 Sept

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.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

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.

9. Hotel Villa Marsili

Cortona Old Town

fares

NZ$371

includes taxes & fees

10 Oct - 11 Oct

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

A stone building with green shutters, a cobblestone courtyard, and a signboard.

10. Locanda del Molino

Cortona

Rochelle

NZ$181

includes taxes & fees

1 Oct - 2 Oct

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 person in a swimming pool with a view of trees and mountains through a window.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

11. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

NZ$866

includes taxes & fees

22 Oct - 23 Oct

A restaurant with glass walls, tables set with white tablecloths, and chairs.

A skylight with a view of a tree and a distant building.

A greenhouse-style dining area with tables and chairs, surrounded by greenery and string lights.

A long dining table set with plates, glasses, and floral centerpieces, surrounded by chairs.

12. La Cantina Relais - Fattoria Il Cipresso

Arezzo

Ronald

NZ$205

includes taxes & fees

14 Oct - 15 Oct

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.

A balcony with two lounge chairs, a small table with a drink, and a scenic view.

A window view of a town with buildings, trees, and parked cars.

13. Hotel San Luca

Cortona Old Town

Massimo

NZ$174

includes taxes & fees

19 Oct - 20 Oct

A terrace with sun loungers, stone walls, and potted plants.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.

A pool area with lounge chairs, a hot tub, and a view of mountains.

14. Monastero di Cortona Hotel & Spa

Cortona Old Town

Gennadiy

NZ$706

includes taxes & fees

18 Oct - 19 Oct

Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

A two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

A spacious hallway with wooden flooring, a wooden cabinet with a mirror, and two candle lanterns.

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

15. Cortona Resort Spa

Cortona

Candice

NZ$303

includes taxes & fees

24 Sept - 25 Sept

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A balcony with potted plants and a view of the sea.

A buffet table with various food items, including cookies, pastries, and dairy products, with labels indicating gluten-free options.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

16. Villa Santa Margherita

Cortona Old Town

George F

NZ$224

includes taxes & fees

28 Sept - 29 Sept

A courtyard with stone buildings, a gravel path, and potted plants.

A view through a window of a courtyard with a stone building, a clock tower, and a garden with a geometric flower bed.

A wooden staircase with a handrail on both sides, leading to an upper floor.

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.

17. B&B San Francesco

Cortona Old Town

Esther

NZ$193

includes taxes & fees

20 Oct - 21 Oct

A person in a white robe standing by a window with a view of mountains.

A bedside table with a vase of flowers, a book, and a drawer.

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

18. Locanda agli Amici

Cortona

David

NZ$223

includes taxes & fees

24 Sept - 25 Sept

A couple in a hot tub with a cityscape view through large windows.

A room with a large window, a vase of red flowers, and a white umbrella outside.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

19. Hotel San Michele

Cortona Old Town

Tala

NZ$313

includes taxes & fees

21 Oct - 22 Oct

A terraced garden with a stone staircase, outdoor seating, and a red statue.

A hotel room with a bed, a dresser, a desk, and a window with curtains.

A breakfast table with pastries, a pitcher of red beverage, and a coffee cup.

A spiral staircase with a white railing, a decorative lamp, and a large golden statue in a room with wooden flooring and striped wallpaper.

20. Casa Kita

Cortona Old Town

Joy

NZ$210

includes taxes & fees

26 Sept - 27 Sept

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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

Recent Reviews in La Strada-Santa Cristina

Villa Tiberini Wine Relais

10/10 Excellent

"Property was a bit remote, accessible by a 1K dirt driveway, but definitely worth the trip, and really not far from town and Montepulciano. Beautiful views, rooms were spacious and clean, and owners Nunzia and her husband Luca were helpful and gracious. We were able to spend several hours with Luca walking us through the wine making process, from picking the grapes to tracking the fermenting in oak barrels. Be sure to taste the wine, it is excellent. If you’re looking for a reasonably priced authentic experience in a wonderful location, this is it."

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Service was top notch and Claudio at the bar made the best cocktails"

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!"

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!"

Il Falconiere - Relais e Chateaux

10/10 Excellent

"Amazing stay for our 25th anniversary. The property is breathtaking and every corner was like a Tuscan postcard! The room was beautiful, the pools were great and the food was exceptional. Would highly recommend and would go back in a second!"

Borgo San Vincenzo

10/10 Excellent

"It is a very nice property right next to a vineyard. 10-15 minutes drive to Montepulciano. Not for those who don’t have cars, my guess. Staff was excellent. Owners are very helpful."

Il Gentiluomo Hotel & SPA

10/10 Excellent

"Everything was OK. Clean room, helpfull staff. Excellent breakfast."

Poggio Paradiso Resort & Spa

10/10 Excellent

"We LOVED our stay at Poggio Paradiso! The property is absolutely gorgeous and all the staff were amazing! The property is in a great location making it easy to day trip to many different areas in the Tuscan hill country. The onsite restaurant, L’Olivo, has THE most incredible food. The meals we ate there were the best we had in Italy hands down. Marco, the onsite sommelier, was helpful with wine selection at the restaurant and Gabriel, the bartender, was also great. We were also fortunate enough to meet the manager of the property, Chris, and loved hearing more about the history of the property and how it came to be. We will definitely go back!"

Hotel Villa Paradiso

10/10 Excellent

"Lovely outdoor pool with waiter service"

More cheap accommodation in La Strada-Santa Cristina

Hotel Chenno

Via Don Lorenzo Boschi 29 Subbiano AR

NZ$96

23 Oct - 24 Oct

includes taxes & fees

Tenuta La Pieve Casale Presciano

Via di Migliari Pergine Valdarno AR

Get rates

Tenuta La Pieve Casale La Valle

Via Giovanni XXII Pergine Valdarno AR

Get rates

Tenuta La Pieve Casale Il Giglio

Via Della Ghiacciaia Pergine Valdarno AR

Get rates

Residence Peloni

Via Polidori 50 Arezzo AR

Get rates

Albergo Ristorante Umbria

Via Dei Galanti / Via Sant'antonio 6 Città di Castello PG

Get rates

7.4/10 Good! (13 reviews)

Frequently asked questions

What is the best area to stay in La Strada-Santa Cristina?

The best area to stay in La Strada-Santa Cristina is the heart of the village itself, particularly around the central piazza and the main street, Via Roma.This area offers the most convenience and a genuine sense of the local lifestyle. You'll find the village's best restaurants, cafes, and local shops within easy walking distance. The main piazza is a natural gathering spot, often hosting local markets or events, and Via Roma provides a direct route to key amenities.For couples looking for a relaxed and authentic Tuscan experience, staying in the village centre is ideal. You'll be able to enjoy leisurely strolls to dinner, sample local wines at nearby enotecas, and easily access walking paths into the surrounding countryside for scenic views. It's great for those who appreciate unwinding in the evenings without needing to drive.Travellers interested in exploring the region will also find the village centre a practical base.

When is the best time to go to La Strada-Santa Cristina?

The best time to visit La Strada-Santa Cristina is during the spring (April to June) and autumn (September to October) months.These periods offer pleasant weather, with warm, sunny days superb for exploring the Tuscan countryside without the intense heat of summer. You'll find the vineyards and olive groves at their most picturesque, either bursting with new growth in spring or rich with harvest colours in autumn. This also avoids the busiest tourist crowds of July and August, allowing for a more relaxed experience.For couples seeking a romantic escape, late spring or early autumn is ideal. You can enjoy al fresco dining, wine tasting at local vineyards, and scenic drives through rolling hills with comfortable temperatures. The atmosphere is generally more tranquil, superb for leisurely strolls and enjoying the natural beauty.Families travelling with children might also find these shoulder seasons more comfortable. The milder weather is better for outdoor activities like cycling or walking, and popular attractions will be less crowded, making for a more enjoyable day out.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 can I save on a hotel booking in La Strada-Santa Cristina with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on La Strada-Santa Cristina hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in La Strada-Santa Cristina?

Prices for hotels in La Strada-Santa Cristina often vary, but you can find a great deal from NZ$96 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 our cheapest rates.

Explore a world of travel with Expedia

Activities in Terontola

Book Hotels in La Strada-Santa Cristina on Expedia.it

Search La Strada-Santa Cristina hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in La Strada-Santa Cristina

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for La Strada-Santa Cristina hotels

1. Relais Villa Baldelli

2. Villa Schiatti

3. Hotel Park

4. San Michele al Castello

5. Hotel Le Capanne

6. Villa Borgo San Pietro

7. Hotel Italia

8. Cortona Resort - Le Terre Dei Cavalieri

9. Hotel Villa Marsili

10. Locanda del Molino

11. Il Falconiere - Relais e Chateaux

12. La Cantina Relais - Fattoria Il Cipresso

13. Hotel San Luca

14. Monastero di Cortona Hotel & Spa

15. Cortona Resort Spa

16. Villa Santa Margherita

17. B&B San Francesco

18. Locanda agli Amici

19. Hotel San Michele

20. Casa Kita

Stay near popular La Strada-Santa Cristina attractions

Agricola Buccelletti Winery

Top La Strada-Santa Cristina Hotel Reviews

Recent Reviews in La Strada-Santa Cristina

Villa Tiberini Wine Relais

Monastero di Cortona Hotel & Spa

Hotel San Michele

Villa di Piazzano - Small Luxury Hotel of the World

Il Falconiere - Relais e Chateaux

Borgo San Vincenzo

Il Gentiluomo Hotel & SPA

Poggio Paradiso Resort & Spa

Hotel Villa Paradiso

More cheap accommodation in La Strada-Santa Cristina

Hotel Chenno

Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale Il Giglio

Residence Peloni

Albergo Ristorante Umbria

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app