Book The Best Hotels in Montegrossi for 2026 from CA $84 - Fully Refundable Options

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Our top choices for Montegrossi hotels

A spacious lobby with a reception desk, seating area, and a large vase.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

A patio with a round table and chairs, potted plants, and a view of the building's interior.

1. Hotel Valdarno

Montevarchi

Emmanuel

CA $148

CA $163 total

includes taxes & fees

Nov 1 - Nov 2

A spa area with a stone ceiling, a pool, and two sun loungers.

A courtyard with outdoor seating, stone walls, and a staircase.

A buffet area with various fruits and a bar with bottles.

A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.

2. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

CA $131

CA $153 total

includes taxes & fees

Nov 16 - Nov 17

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A stone archway leading to a window with a view of tall trees and a distant landscape.

A historic stone building with a large arched window and a small balcony.

A stone building with a tower, surrounded by people dining at tables with candles.

3. Castello di Tornano Wine Resort

Gaiole in Chianti

Karina

CA $200

CA $233 total

includes taxes & fees

Oct 27 - Oct 28

A couple dining at an outdoor table with a view of the countryside.

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

A narrow street with buildings on either side, a flag, and a bench.

A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

4. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

CA $164

CA $190 total

includes taxes & fees

Nov 3 - Nov 4

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

An interior corridor with arches, columns, and a brick wall.

A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

5. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

CA $134

CA $160 total

includes taxes & fees

Nov 16 - Nov 17

An outdoor dining area with a pool, potted plants, and umbrellas.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

A restaurant with a table set for two, overlooking a scenic landscape.

6. Relais Vignale & Spa

Radda in Chianti

Ali

CA $244

CA $317 total

includes taxes & fees

Oct 27 - Oct 28

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.

A modern bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.

A hotel room with a bed, a TV, a desk, and a mirror.

7. Delta Hotel

Montevarchi

weixing

CA $161

CA $177 total

includes taxes & fees

Nov 1 - Nov 2

An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

An indoor swimming pool with clear glass walls, wooden beams, and large windows.

A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

A historic building with a stone facade, arched entrance, and a wooden balcony.

8. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

CA $152

CA $170 total

includes taxes & fees

Nov 15 - Nov 16

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

A room with a view of a forest through a window, a table with a lamp, and a chair.

9. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

CA $348

CA $395 total

includes taxes & fees

Nov 14 - Nov 15

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A clear blue pool with lounge chairs and a stone building in the background.

A stone building with a wooden bench outside.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

10. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

CA $126

CA $144 total

includes taxes & fees

Oct 21 - Oct 22

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

A table set with wine glasses and a candle, viewed through a window with string lights.

A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.

11. Tenuta CorteDomina

Radda in Chianti

Edgar

CA $302

CA $339 total

includes taxes & fees

Nov 3 - Nov 4

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

12. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Ariel

CA $132

CA $157 total

includes taxes & fees

Oct 22 - Oct 23

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

13. Hotel Villa Campomaggio

Radda in Chianti

Dario

CA $233

CA $266 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

A modern kitchen with a large window, wooden ceiling, and a view of a forested area.

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

14. Chapter Chianti, a Member of Design Hotels

Cavriglia

Michael

CA $380

CA $427 total

includes taxes & fees

Oct 25 - Oct 26

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A stone building with wooden shutters, a bench, and hanging purple flowers.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

15. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Saion

CA $230

CA $259 total

includes taxes & fees

Oct 22 - Oct 23

A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.

A poolside area with lounge chairs and a swimming pool.

A patio area with a gravel path, wooden chairs, and a table. There is a building with a stone wall and a door.

An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.

16. Casale La Gora

Figline e Incisa Valdarno

Roberto

CA $99

CA $112 total

includes taxes & fees

Nov 8 - Nov 9

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A poolside area with lounge chairs and a view of the night sky.

A rustic stone building with a garden in front.

A person relaxing in a hot tub with a view of a building and trees in the background.

17. Belvedere di San Leonino

Castellina in Chianti

Kevork

CA $152

CA $177 total

includes taxes & fees

Oct 27 - Oct 28

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

A stone building with a garden, tall trees, and a clear blue sky.

A sunlit patio with a glass roof, stone walls, and outdoor seating.

18. Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

Michelle

CA $468

CA $531 total

includes taxes & fees

Oct 30 - Oct 31

A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.

A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

An aerial view of a villa surrounded by lush greenery and rolling hills.

A poolside area with a swimming pool, lounge chairs, and a grassy lawn.

19. Il Verreno

Ambra

Minna

CA $282

CA $316 total

includes taxes & fees

Oct 27 - Oct 28

A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.

An outdoor patio area with tables and chairs, a reception desk, and potted plants.

20. Hotel Villa San Giorgio

Poggibonsi

Arik

CA $85

CA $93 total

includes taxes & fees

Nov 15 - Nov 16

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Top Montegrossi Hotel Reviews

Il Chiostro del Carmine

10/10 Excellent

"Great location and very helpful staff"

Fattoria di Vegi

10/10 Excellent

"We loved our stay here! It was the perfect place to slow down and take in the beauty of Tuscany. We enjoyed the cooking class and wine tasting we took with the other couples staying there. Highly recommend booking this as part of your stay! We also enjoyed the amenities they offered like the art room - we set up easels in the grass, drank wine, and drew each other’s portraits which ended up being pretty funny. The food at the restaurant was good although it felt like some of the dishes could’ve been simpler. Our favorite dishes was the pasta with mushrooms and the pizzas on pizza night. The majority of the staff was friendly too. Highly recommend this location if you’re looking for a beautifully designed, relaxing location with amenities/activities. We hope to be back!"

Piccolo Hotel Etruria

10/10 Excellent

"This is a clean and charming hotel very centrally located in Siena. The morning and afternoon staff were very helpful. We will definitely stay at the Piccolo Hotel Etruria on our next visit. We will also recommend it to friends."

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

La Certosa di Pontignano

10/10 Excellent

"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"

Hotel Italia

10/10 Excellent

"Staff and hotel was great."

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Four Points by Sheraton Siena

8/10 Good

"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."

More cheap stays in Montegrossi

Cannon d'Oro

Via Montanini 28 Siena SI

CA $72

CA $84 total

Nov 20 - Nov 21

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

CA $96

CA $111 total

Nov 20 - Nov 21

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

CA $122

CA $139 total

Nov 20 - Nov 21

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

CA $129

CA $146 total

Nov 4 - Nov 5

includes taxes & fees

10/10 Exceptional! (51 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

CA $101

CA $243 total

Nov 3 - Nov 4

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

Where is the best place for a stay in Montegrossi?

Located 9.1 mi (14.6 km) from the heart of Montegrossi, La Certosa di Pontignano is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Hotel Athena and Hotel Executive. See all available top hotels, or vacation rentals in Montegrossi.

What's the top vacation rental in Montegrossi?

Borgo Argiano: This vacation home rental outside of Montegrossi is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library. See all vacation rentals in Montegrossi.

If I need to cancel my hotel reservation in Montegrossi, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Montegrossi.

What are some hotels with pools in Montegrossi?

Castello di Spaltenna- Small Luxury Hotels of the World: Offers an indoor pool, an outdoor pool, and 2 restaurants. Hotel Borgo di Cortefreda Relais and Four Points by Sheraton Siena are two additional hotels that feature an onsite pool. View all hotels with pools in Montegrossi.

What's it like to stay in Montegrossi?

Visitors to Montegrossi are sure to find plenty to explore and enjoy. In Montegrossi, there are 4 hotels and other accommodations to choose from. Find out more about Montegrossi.

What are the top places to visit in Montegrossi?

Places to visit in the wider area include Badia a Coltibuono, Meleto Castle, and Cantalici Winery. You'll also find Castello di Albola and Castello di Radda Winery in the area. Check out what more to see and do in Expedia's Montegrossi guide.

What's the seasonal weather like in Montegrossi?

The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montegrossi is 37 inches.

Explore a world of travel with Expedia

Book Hotels in Montegrossi on Expedia.it

Find hotels in Montegrossi from CA $84

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montegrossi

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montegrossi hotels

1. Hotel Valdarno

2. Hotel Palazzo San niccolò & Spa

3. Castello di Tornano Wine Resort

4. Palazzo Leopoldo Dimora Storica & Spa

5. La Certosa di Pontignano - Place of Charme

6. Relais Vignale & Spa

7. Delta Hotel

8. Villa Casagrande Resort & SPA

9. Dievole Wine Resort

10. Hotel Colle Etrusco Salivolpi

11. Tenuta CorteDomina

12. Ultimo Mulino Wellness Country Hotel

13. Hotel Villa Campomaggio

14. Chapter Chianti, a Member of Design Hotels

15. Castello di Fonterutoli Wine Resort

16. Casale La Gora

17. Belvedere di San Leonino

18. Castello di Spaltenna- Small Luxury Hotels of the World

19. Il Verreno

20. Hotel Villa San Giorgio

Top Montegrossi Hotel Reviews

Il Chiostro del Carmine

Fattoria di Vegi

Piccolo Hotel Etruria

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Italia

Castello di Spaltenna- Small Luxury Hotels of the World

Four Points by Sheraton Siena

More cheap stays in Montegrossi

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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