Hotels in Montegrossi from P3,954 for 2026 - Fully Refundable Options

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Our top choices for Montegrossi hotels

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

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

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

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

1. Relais Vignale & Spa

Radda in Chianti

Ali

P10,984

P14,269 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.

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

Gaiole in Chianti

Michelle

P20,984

P23,795 total

includes taxes & fees

Oct 30 - Oct 31

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

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.

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

3. Hotel Valdarno

Montevarchi

Emmanuel

P7,577

P8,335 total

includes taxes & fees

Nov 1 - Nov 2

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

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.

4. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

P17,312

P19,613 total

includes taxes & fees

Nov 16 - Nov 17

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.

5. Hotel Villa Campomaggio

Radda in Chianti

Dario

P10,492

P11,969 total

includes taxes & fees

Oct 26 - Oct 27

A spa area with stone walls, a white massage chair, and a potted plant.

A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

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

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

6. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

P6,600

P7,687 total

includes taxes & fees

Nov 23 - Nov 24

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 poolside area with lounge chairs and umbrellas.

A modern living room with a white sofa, armchairs, and a coffee table.

7. Chapter Chianti, a Member of Design Hotels

Cavriglia

Michael

P17,098

P19,236 total

includes taxes & fees

Oct 27 - Oct 28

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

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

A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

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

8. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

P5,886

P6,902 total

includes taxes & fees

Nov 17 - Nov 18

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

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

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

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

9. Castello di Tornano Wine Resort

Gaiole in Chianti

Karina

P9,669

P11,205 total

includes taxes & fees

Oct 26 - Oct 27

A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.

A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

A restaurant with stone pillars, wooden beams, and white tablecloths. Tables are arranged for dining.

A table set for breakfast with various dishes, drinks, and a newspaper.

10. Hotel Le Fontanelle

Castelnuovo Berardenga

Cristina

P41,036

P45,852 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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.

11. Tenuta CorteDomina

Radda in Chianti

Edgar

P13,622

P15,270 total

includes taxes & fees

Nov 1 - Nov 2

A stone building with a tiled roof, a staircase leading to an entrance, and a garden area with a table and chairs.

A person relaxing in a clear pool surrounded by natural scenery.

A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

A stone building with arched windows, a grassy courtyard, and outdoor seating.

12. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Paul

P22,105

P24,885 total

includes taxes & fees

Nov 1 - Nov 2

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.

13. Delta Hotel

Montevarchi

weixing

P8,161

P8,977 total

includes taxes & fees

Oct 26 - Oct 27

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

A large building with multiple rooms, surrounded by a field of lavender.

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

14. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

P23,352

P26,399 total

includes taxes & fees

Nov 3 - Nov 4

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

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

15. Il Verreno

Ambra

Minna

P12,699

P14,254 total

includes taxes & fees

Oct 27 - Oct 28

A historic stone building with multiple windows and a courtyard.

A stone building with outdoor seating and a garden with roses.

A room with a large window overlooking a landscape with trees and hills. There are two upholstered sofas with a patterned rug in the center.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

16. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

P52,137

P58,063 total

includes taxes & fees

Oct 26 - Oct 27

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

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.

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.

17. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

P6,033

P7,206 total

includes taxes & fees

Nov 16 - Nov 17

A villa with a swimming pool, outdoor seating, and a tennis court.

A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.

A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.

A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

18. Villa Curina Resort

Castelnuovo Berardenga

Deanna

P9,304

P10,519 total

includes taxes & fees

Oct 27 - Oct 28

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

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

19. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

P6,839

P7,666 total

includes taxes & fees

Nov 8 - Nov 9

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

20. The Club House

Castelnuovo Berardenga

Natalyn

P22,709

P25,693 total

includes taxes & fees

Nov 7 - Nov 8

View all properties

Compare top hotels in Montegrossi

Relais Vignale & Spa Radda in Chianti View	Castello di Spaltenna- Small Luxury Hotels of the World Gaiole in Chianti View	Hotel Valdarno Montevarchi View	Dievole Wine Resort Castelnuovo Berardenga View	Hotel Villa Campomaggio Radda in Chianti View
9.2 Wonderful 321 reviews	9.6 Exceptional 295 reviews	8.8 Excellent 220 reviews	9.6 Exceptional 217 reviews	9.4 Exceptional 194 reviews
P10,984 P14,269 total includes taxes & fees Oct 27 - Oct 28	P20,984 P23,795 total includes taxes & fees Oct 30 - Oct 31	P7,577 P8,335 total includes taxes & fees Nov 1 - Nov 2	P17,312 P19,613 total includes taxes & fees Nov 16 - Nov 17	P10,492 P11,969 total includes taxes & fees Oct 26 - Oct 27

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Top Montegrossi Hotel Reviews

Hotel Chiusarelli

10/10 Excellent

"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"

NH Siena

10/10 Excellent

"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good

"Excellent location. Very nice service."

Hotel Minerva

10/10 Excellent

"The check-in staff were very friendly, helpful, and spoke English. The €20 parking in their garage was very nice and convenient, especially when it rained. Nice view from the room."

Il Chiostro del Carmine

8/10 Good

"Breakfast"

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

La Certosa di Pontignano

10/10 Excellent

"Great location amazing place"

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."

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."

More cheap stays in Montegrossi

Cannon d'Oro

Via Montanini 28 Siena SI

P3,400

P3,954 total

Nov 21 - Nov 22

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

P4,826

P5,523 total

Nov 4 - Nov 5

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

P4,984

P5,696 total

Nov 2 - Nov 3

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

P5,592

P6,365 total

Nov 4 - Nov 5

includes taxes & fees

10/10 Exceptional! (52 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI

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.

Montegrossi Hotels

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. Relais Vignale & Spa

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

3. Hotel Valdarno

4. Dievole Wine Resort

5. Hotel Villa Campomaggio

6. Palazzo Leopoldo Dimora Storica & Spa

7. Chapter Chianti, a Member of Design Hotels

8. Hotel Palazzo San niccolò & Spa

9. Castello di Tornano Wine Resort

10. Hotel Le Fontanelle

11. Tenuta CorteDomina

12. Pieve Aldina - Relais & Châteaux

13. Delta Hotel

14. Borgo Scopeto Wine & Country Relais

15. Il Verreno

16. Borgo San Felice Resort

17. La Certosa di Pontignano - Place of Charme

18. Villa Curina Resort

19. Villa Casagrande Resort & SPA

20. The Club House

Compare top hotels in Montegrossi

Relais Vignale & Spa

Castello di Spaltenna- Small Luxury Hotels of the World

Hotel Valdarno

Dievole Wine Resort

Hotel Villa Campomaggio

Top Montegrossi Hotel Reviews

Hotel Chiusarelli

NH Siena

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Minerva

Il Chiostro del Carmine

Hotel Italia

La Certosa di Pontignano

Piccolo Hotel Etruria

Castello di Spaltenna- Small Luxury Hotels of the World

More cheap stays in Montegrossi

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Villa Norcenni Aparthotel

Frequently asked questions

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