Hotels in Portole

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

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.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

1. Locanda del Molino

Cortona

$84

$102 total

includes taxes & fees

Oct 1 - Oct 2

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 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.

2. Locanda agli Amici

Cortona

$100

$120 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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.

3. Hotel San Luca

Cortona Old Town

$80

$97 total

includes taxes & fees

Oct 18 - Oct 19

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 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.

4. Relais Villa Baldelli

Cortona

$129

$151 total

includes taxes & fees

Oct 12 - Oct 13

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

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.

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

5. Hotel Villa Marsili

Cortona Old Town

$202

$232 total

includes taxes & fees

Oct 21 - Oct 22

A stone building with outdoor seating and a fountain.

A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.

A stone building with multiple windows and a courtyard.

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.

6. Villa Borgo San Pietro

Cortona

$117

$138 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

7. Casa Kita

Cortona Old Town

$100

$120 total

includes taxes & fees

Sep 26 - Sep 27

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

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

8. Hotel Italia

Cortona Old Town

$133

$152 total

includes taxes & fees

Oct 23 - Oct 24

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

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.

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

9. Hotel San Michele

Cortona Old Town

$155

$180 total

includes taxes & fees

Oct 8 - Oct 9

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

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.

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

Cortona Old Town

$82

$112 total

includes taxes & fees

Oct 18 - Oct 19

11. Agriturismo Parco Fiorito

Tuoro sul Trasimeno

$110

$169 total

includes taxes & fees

Sep 28 - Sep 29

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 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.

12. Cortona Resort Spa

Cortona

$149

$167 total

includes taxes & fees

Sep 24 - Sep 25

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

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

A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

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

13. Villa Santa Margherita

Cortona Old Town

$117

$135 total

includes taxes & fees

Oct 19 - Oct 20

A courtyard with stone buildings, a wooden staircase, and a grassy area with stepping stones.

A living room with a red floral sofa, a fireplace, a wooden ceiling, and a staircase.

A dining area with a long table set for a meal, wooden beams on the ceiling, and arched doorways.

A bedroom with a bed, a chair, a table with fruit, and a stone wall.

14. Casale l'Antico Carro

Cortona

$125

$142 total

includes taxes & fees

Sep 30 - Oct 1

A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.

A long banquet table with gold candelabras, white flowers, and gold tableware.

A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.

A historic stone building with arched doorways and a courtyard at twilight.

15. Relais La Corte dei Papi

Cortona

$351

$396 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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.

16. Il Falconiere - Relais e Chateaux

Cortona

$443

$496 total

includes taxes & fees

Oct 22 - Oct 23

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

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

17. Monastero di Cortona Hotel & Spa

Cortona Old Town

$360

$405 total

includes taxes & fees

Oct 11 - Oct 12

A modern hotel lobby with a reception desk, seating area, and a large plant.

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

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.

18. Hotel Park

Castiglion Fiorentino

$108

$123 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

19. Villa Schiatti

Castiglion Fiorentino

$159

$179 total

includes taxes & fees

Sep 27 - Sep 28

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.

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

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

20. Cortona Resort - Le Terre Dei Cavalieri

Cortona

$133

$152 total

includes taxes & fees

Sep 28 - Sep 29

View all properties

Go beyond your typical stay in Portole

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Family friendly

Farm

Check out reviews of Portole hotels guests love

Nuovo Etruria Resort

8/10 Good

"The staff was very attentive and helpful specially Alfredo. He is terrific! My only complaint was a persistent low level hum that was noticeable at night, I figured that our room was above the kitchen area and that it was the industrial size refrigerator below. The view of the town up the hill from our room was spectacular. Decent breakfast. The pool was wonderful."

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"

Precise Tale Poggio Alla Sala

10/10 Excellent

"We enjoyed this picturesque hotel for a night of R&R. We especially liked arranging for e bikes to be delivered and taking the back gravel roads to look around. The second day we ran the same route."

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!"

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"We loved this hotel. We were lucky to have a two bedroom apartment. It’s not connected to the hotel, so be prepared to drive 10 minutes each way. The prepared breakfast was wonderful and the staff was always very pleasant."

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."

Frequently asked questions

What hotels do travelers recommend in Portole?

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 Portole?

If you need the flexibility to change your plans to Portole, most accommodations provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.

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

August and July are typically the warmest months in Portole when the average temp is 70°F. January and February are the coldest months when the average temperature is 42°F. November and December are the months with the most rain.

Why should I book my Portole hotel with Hotels.com?

There are lots of reasons to book your Portole 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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