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Hotels in Montecchio

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Where to stay in Montecchio?

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

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.

A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

1. Villa Schiatti

Castiglion Fiorentino

$158

$178 total

includes taxes & fees

Sep 27 - Sep 28

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 a tiled roof, a small window, and a metal fence.

A stone building with multiple windows and a courtyard.

2. Villa Borgo San Pietro

Cortona

$116

$137 total

includes taxes & fees

Oct 4 - Oct 5

A rustic outdoor dining area with stone walls, a table, and wicker chairs.

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

A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.

3. Relais Villa Baldelli

Cortona

$128

$150 total

includes taxes & fees

Oct 1 - Oct 2

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

A cozy bedroom with a large bed, two armchairs, a small table with a teapot, and a window with a view of trees.

A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.

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

4. Cortona Resort - Le Terre Dei Cavalieri

Cortona

$132

$151 total

includes taxes & fees

Sep 28 - Sep 29

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.

5. Hotel Park

Castiglion Fiorentino

$107

$122 total

includes taxes & fees

Oct 8 - Oct 9

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

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

6. Hotel San Luca

Cortona Old Town

$79

$96 total

includes taxes & fees

Oct 21 - Oct 22

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

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

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

7. Il Falconiere - Relais e Chateaux

Cortona

$424

$475 total

includes taxes & fees

Oct 27 - Oct 28

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A historic stone building with a sign reading "Hotel Italia."

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.

8. Hotel Italia

Cortona Old Town

$132

$151 total

includes taxes & fees

Oct 26 - Oct 27

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

A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

9. B&B San Francesco

Cortona Old Town

$82

$112 total

includes taxes & fees

Sep 27 - Sep 28

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

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 hotel room with a fireplace, two armchairs, a bed, and a dresser.

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.

10. Hotel Villa Marsili

Cortona Old Town

$201

$230 total

includes taxes & fees

Oct 2 - Oct 3

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

11. La Cantina Relais - Fattoria Il Cipresso

Arezzo

$100

$117 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A narrow hallway with a stone wall and a clock.

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

12. Monastero di Cortona Hotel & Spa

Cortona Old Town

$251

$285 total

includes taxes & fees

Oct 25 - Oct 26

A large, two-story building with a symmetrical facade, a central entrance, and evenly spaced windows.

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.

A nighttime swimming pool with a clear reflection, surrounded by trees and lounge chairs.

13. Hotel Le Capanne

Arezzo

$117

$135 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

14. Locanda agli Amici

Cortona

$100

$119 total

includes taxes & fees

Oct 25 - Oct 26

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

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

15. Villa Santa Margherita

Cortona Old Town

$116

$134 total

includes taxes & fees

Sep 28 - Sep 29

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 balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.

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

16. Hotel San Michele

Cortona Old Town

$154

$178 total

includes taxes & fees

Oct 8 - Oct 9

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.

17. Il Gentiluomo Hotel & SPA

Arezzo

$74

$88 total

includes taxes & fees

Sep 27 - Sep 28

An aerial view of a vineyard estate with rows of grapevines, a swimming pool, and a red building.

An outdoor dining area with string lights, tables set for a meal, and a natural backdrop.

A bedroom with a large bed, wooden headboard, a chandelier, a nightstand, and a red rug.

A traditional room with a fireplace, wooden furniture, and a large mirror.

18. Podere La Rocca

Montepulciano

$158

$178 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A poolside dining setup with tables and chairs, a pool, and a sunset in the background.

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

A restaurant with round tables set for dining, large windows with curtains, and a view of the countryside.

19. Borgo Tre Rose

Montepulciano

$74

$86 total

includes taxes & fees

Oct 24 - Oct 25

A stone building with multiple windows and a central entrance.

A narrow stone pathway leading to a stone archway, surrounded by lush greenery and a stone wall.

A hotel room with a bed, a yellow armchair, a stone wall, and a window with a lamp.

A dining area with a table set for two, white chairs, and a stone-patterned floor.

20. Fondaco del Moro

Civitella in Val di Chiana

$70

$77 total

includes taxes & fees

Oct 1 - Oct 2

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Go beyond your typical stay in Montecchio

Pet friendly

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Apart hotel

Spa

Pool

Hot tub

Family friendly

Farm

Learn more about Montecchio

The region around Montecchio is home to attractions such as Tennis Club Castiglionese and Piazza della Repubblica.

See all hotels in Montecchio

A historic castle on a hill with a church and a tower in the foreground.

Check out reviews of Montecchio hotels guests love

Precise Tale Poggio Alla Sala

10/10 Excellent

"Great location, nice vineyards right out the door, lots of great restaurants nearby."

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Un gros wow! Très bel accueil, maître d’hôtel charmant! Tout le personnel est très gentil et serviable. La chambre est d’une belle grandeur, la place…simplement magnifique. La Toscane comme on la rêve, parmi les vignes, les oliviers, et les cyprès."

Agriturismo Borgo Sette Tigli

10/10 Excellent

"The room was as advertised. Clean one bedroom apartment. If you stay here there are several room options. Ours didn't have a best view or patio (number 7) so maybe there is a way to request that. The pool was nice and relaxing to be at during the hot afternoons. The property was very quiet. We could sleep with the windows open. The access to the stay is by a dirt road, but you don't need Four wheel drive. Any car will work. The location was great as we were close to small towns for traveling. We needed a crib and that was set up for us on arrival. A highchair was also provided. The hosts were responsive with any issues brought up. I would stay here again."

Nuovo Etruria Resort

8/10 Good

"ALFREDO IS THE BEST!!!!"

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"

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!"

Hotel Panoramic Montepulciano

10/10 Excellent

"buenas vistas panorámicas , es un hotel demasiado tranquilo , pero es muy bonito"

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!"

Frequently asked questions

What accommodations do travelers recommend in Montecchio?

Guests like Villa di Piazzano - Small Luxury Hotel of the World, Monastero di Cortona Hotel & Spa and Il Falconiere - Relais e Chateaux.

Can I book a refundable accommodation in Montecchio?

If you want the flexibility to change your travel plans to Montecchio, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Montecchio if I want a vacation rental instead of a traditional hotel?

If you're looking for a good alternative to a hotel, browse our selection of 5 vacation homes. Also think about one of the 14 villas for your getaway.

What will the weather in Montecchio be like during my vacation?

August and July are typically the warmest months in Montecchio when the average temp is 71°F. January and February are the coldest months when the average temperature is 42°F. November and October are the months with the most rain.

Why should I book my Montecchio accommodation with Hotels.com?

There are lots of reasons to book your Montecchio trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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