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Check prices for these dates

Tonight
20 Oct - 21 Oct
Tomorrow
21 Oct - 22 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

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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 a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.
A patio with a round table and chairs, potted plants, and a view of the building's interior.

1. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
AED 390
AED 429 total
includes taxes & fees
22 Oct - 23 Oct
Hotel Valdarno
A spa area with a stone ceiling, a pool, and two sun loungers.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.
A buffet area with various fruits and a bar with bottles.

2. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
AED 340
AED 399 total
includes taxes & fees
16 Nov - 17 Nov
Hotel Palazzo San niccolò & Spa
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
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.
A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.

3. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
AED 420
AED 462 total
includes taxes & fees
22 Oct - 23 Oct
Delta Hotel
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A room with a view of a forest through a window, a table with a lamp, and a chair.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

4. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
AED 923
AED 1,048 total
includes taxes & fees
10 Nov - 11 Nov
Dievole Wine Resort
An outdoor dining area with a pool, potted plants, and umbrellas.
A restaurant with a table set for two, overlooking a scenic landscape.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A villa with a swimming pool, outdoor seating, and a garden.

5. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
AED 635
AED 825 total
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A historic stone building with a large arched window and a small balcony.
A stone archway leading to a window with a view of tall trees and a distant landscape.
A stone building with a tower, surrounded by people dining at tables with candles.

6. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Karina
AED 519
AED 604 total
includes taxes & fees
27 Oct - 28 Oct
Castello di Tornano Wine Resort
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
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.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
AED 1,213
AED 1,375 total
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
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 room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.
A narrow street with buildings on either side, a flag, and a bench.

8. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
AED 426
AED 493 total
includes taxes & fees
1 Nov - 2 Nov
Palazzo Leopoldo Dimora Storica & Spa
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.
A modern kitchen with a large window, wooden ceiling, and a view of a forested area.
A modern living room with a white sofa, armchairs, and a coffee table.

9. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
AED 988
AED 1,112 total
includes taxes & fees
22 Oct - 23 Oct
Chapter Chianti, a Member of Design Hotels
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.

10. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
AED 606
AED 692 total
includes taxes & fees
3 Nov - 4 Nov
Hotel Villa Campomaggio
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 bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.
A table set with wine glasses and a candle, viewed through a window with string lights.

11. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
AED 787
AED 883 total
includes taxes & fees
1 Nov - 2 Nov
Tenuta CorteDomina
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

12. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
AED 342
AED 410 total
includes taxes & fees
21 Oct - 22 Oct
Ultimo Mulino Wellness Country Hotel
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.
A stone building with a wooden bench outside.
A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

13. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
AED 334
AED 380 total
includes taxes & fees
23 Oct - 24 Oct
Hotel Colle Etrusco Salivolpi
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.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An interior corridor with arches, columns, and a brick wall.

14. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
AED 303
AED 367 total
includes taxes & fees
20 Nov - 21 Nov
La Certosa di Pontignano - Place of Charme
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A person relaxing in a clear pool surrounded by natural scenery.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

15. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
AED 1,278
AED 1,438 total
includes taxes & fees
28 Oct - 29 Oct
Pieve Aldina - Relais & Châteaux
A restaurant with a glass ceiling, wicker hanging decorations, and a tiled floor.
An aerial view of a villa surrounded by vineyards, with a swimming pool and outdoor seating area.
A rural property with terracotta-roofed buildings, a paved driveway, and lush greenery.
An indoor dining area with wooden tables and chairs, hanging baskets, and large windows offering a view of the outdoors.

16. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Natalie
AED 1,494
AED 1,677 total
includes taxes & fees
6 Nov - 7 Nov
Borgo Vescine
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 modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

17. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
AED 396
AED 444 total
includes taxes & fees
8 Nov - 9 Nov
Villa Casagrande Resort & SPA
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

18. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
AED 1,273
AED 1,442 total
includes taxes & fees
1 Nov - 2 Nov
The Club House
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
An outdoor dining area with long tables set for a meal, surrounded by greenery 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.

19. Il Verreno

Il Verreno
Ambra
Canada
Minna
AED 734
AED 824 total
includes taxes & fees
27 Oct - 28 Oct
Il Verreno
A narrow stone pathway leading to a rustic building with a wooden door and a window.
A cozy living room with a fireplace, wooden beams, and comfortable seating.
A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.
A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

20. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
India
Saion
AED 602
AED 679 total
includes taxes & fees
22 Oct - 23 Oct
Castello di Fonterutoli Wine Resort
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Top Montegrossi Hotel Reviews

La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great location amazing place"
Rodolfo 1-night trip
Posted 6 hours ago
La Certosa di Pontignano
Il Chiostro del Carmine

Il Chiostro del Carmine

8/10 Good
"We really enjoyed our stay at Il Chiostro del Carmine. The hotel is definitely a little older, but that was part of the charm for us. Staying inside a former monastery gave the property so much character and made it feel completely different from a typical hotel. The location was also excellent. It sits just outside the busiest part of Siena, but we were still within about a 10-minute walk of pretty much everything we wanted to see or do. The atmosphere was peaceful, the setting was unique, and it fit Siena perfectly. If you prefer hotels with history and character over ultra-modern ones, this is a great place to stay."
Austyn 5-night trip
Posted 7 hours ago
Il Chiostro del Carmine
Fattoria di Vegi

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!"
Breanna 3-night trip
Posted 2 days ago
Fattoria di Vegi
Piccolo Hotel Etruria

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."
Thomas 1-night trip
Posted 4 days ago
Piccolo Hotel Etruria
Hotel Chiusarelli

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."
Victor 4-night trip
Posted 5 days ago
Hotel Chiusarelli
Hotel Italia

Hotel Italia

10/10 Excellent
"Staff and hotel was great."
Suzanne 1-night trip
Posted 8 days ago
Hotel Italia
Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 2 weeks ago
Four Points by Sheraton Siena

More cheap stays in Montegrossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
AED 187
AED 219 total
20 Nov - 21 Nov
includes taxes & fees
7.8/10 Good! (259 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
AED 254
AED 292 total
20 Nov - 21 Nov
includes taxes & fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
AED 317
AED 361 total
20 Nov - 21 Nov
includes taxes & fees
8.8/10 Excellent! (114 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
AED 335
AED 381 total
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (52 reviews)
Torre del Fuggisole
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
AED 264
AED 632 total
3 Nov - 4 Nov
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

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.
Where can I learn more about changing or cancelling my trip to Montegrossi?
To find more details about rescheduling or cancelling your trip to Montegrossi, head over to our customer service page.
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.