𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Montegrossi from RM284 (2026) - Fully Refundable Options

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Our top choices for Montegrossi hotels

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 room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.

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

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

Gaiole in Chianti

Rama

RM1,363

RM1,546 total

includes taxes & fees

30 Oct - 31 Oct

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.

A villa with a swimming pool, outdoor seating, and a garden.

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

2. Relais Vignale & Spa

Radda in Chianti

Ali

RM665

RM874 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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.

3. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

RM1,208

RM1,366 total

includes taxes & fees

28 Oct - 29 Oct

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

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.

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

4. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM621

RM711 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

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

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

5. Hotel Valdarno

Montevarchi

Emmanuel

RM470

RM517 total

includes taxes & fees

8 Oct - 9 Oct

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a window and a light fixture.

A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

6. Agriturismo San Sano

Gaiole in Chianti

Glen

RM301

RM350 total

includes taxes & fees

18 Oct - 19 Oct

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

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

7. Delta Hotel

Montevarchi

weixing

RM530

RM583 total

includes taxes & fees

14 Oct - 15 Oct

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.

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

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

8. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

RM584

RM679 total

includes taxes & fees

29 Oct - 30 Oct

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

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

9. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

RM1,111

RM1,250 total

includes taxes & fees

29 Oct - 30 Oct

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

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

10. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM756

RM859 total

includes taxes & fees

25 Oct - 26 Oct

A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.

A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.

An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.

11. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

RM922

RM1,014 total

includes taxes & fees

1 Oct - 2 Oct

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

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.

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

12. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM761

RM865 total

includes taxes & fees

18 Oct - 19 Oct

A buffet with various food items and utensils.

A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.

A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.

A covered outdoor seating area with wicker furniture and a potted plant.

13. Hotel Il Viandante

Terranuova Bracciolini

Michelle

RM348

RM475 total

includes taxes & fees

18 Oct - 19 Oct

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

An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

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.

14. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Samantha

RM348

RM420 total

includes taxes & fees

25 Oct - 26 Oct

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 white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

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

15. Tenuta CorteDomina

Radda in Chianti

Dustin

RM1,064

RM1,189 total

includes taxes & fees

11 Oct - 12 Oct

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

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.

A modern reception area with a stone counter, a sign for SPA VILLA CASAGRANDE, and a staircase leading to a glass door.

16. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM526

RM588 total

includes taxes & fees

18 Oct - 19 Oct

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

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

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

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

17. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Paul

RM1,489

RM1,675 total

includes taxes & fees

22 Oct - 23 Oct

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 restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

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.

18. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

RM400

RM477 total

includes taxes & fees

19 Oct - 20 Oct

A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.

A restaurant with tables set for dining, large umbrellas, and a view of the landscape.

A cozy living room with a wooden ceiling, a television, a sofa, and a view of greenery outside.

A room with a large window offering a view of a vineyard and distant hills.

19. Palagina la Dimora

Figline e Incisa Valdarno

Rayvant

RM414

RM465 total

includes taxes & fees

1 Oct - 2 Oct

A historic stone building with multiple windows and a courtyard.

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

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.

20. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

RM2,954

RM3,296 total

includes taxes & fees

25 Oct - 26 Oct

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Top Montegrossi Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"good to stay"

Fattoria di Vegi

10/10 Excellent

"We had a lovely night stay at this villa in September. It is a 900 year-old hunting lodge that has been converted to spacious rooms many with balconies. The views are incredible, the rooms have been renovated with character fixtures, but includes excellent air-conditioning. The view from the pool was out of a storybook. Staff was attentive and very nice to deal with. The grounds have endless opportunities for photos at every turn. Try to explore the grounds a little - including the painters studio with is exquisite. It has only been open four months so there are a few bugs but overall, the stay was excellent. The one area they need to improve however is the food. The selections are pretty limited and the quality was not to the standard of the property. My recommendation is have the breakfast on site and lunch by the pool, but try the surrounding towns for dinner. Castellini in Chianti is a small town 15 minutes away with great choices. One Belvedere and their sister property Locanda are both within 2 kms and have high end dining. Overall I highly recommend this villa for a unique Tuscan experience."

Hotel Minerva

10/10 Excellent

"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

Four Points by Sheraton Siena

10/10 Excellent

"Excellent property. It was well maintained, and the staff was friendly. I would definitely stay here again."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."

Hotel Chiusarelli

10/10 Excellent

"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."

More cheap stays in Montegrossi

Cannon d'Oro

Via Montanini 28 Siena SI

RM237

RM284 total

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

RM506

RM580 total

1 Oct - 2 Oct

includes taxes & fees

7.8/10 Good! (442 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

RM597

RM680 total

19 Oct - 20 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

RM298

RM713 total

20 Oct - 21 Oct

includes taxes & fees

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

RM631

RM717 total

24 Oct - 25 Oct

includes taxes & fees

10/10 Exceptional! (50 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

Where is the best place to 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 traveller data. Two other options for your visit to the area are Hotel Athena and Hotel Executive. See all available top hotels, or vacation rentals in Montegrossi.

What are some of the best holiday rentals that Montegrossi has to offer?

Borgo Argiano: This holiday home rental outside of Montegrossi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday 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 reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours 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 on-site pool. View all hotels with pools in Montegrossi.

How is it to stay in Montegrossi?

Visitors to Montegrossi will definitely find plenty to explore and enjoy. In Montegrossi, there are 4 hotels and other accommodation options 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. Take a look at what more there is 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 temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Montegrossi is 946 mm.

Montegrossi hotels from RM284

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. Castello di Spaltenna- Small Luxury Hotels of the World

2. Relais Vignale & Spa

3. Dievole Wine Resort

4. Hotel Palazzo San niccolò & Spa

5. Hotel Valdarno

6. Agriturismo San Sano

7. Delta Hotel

8. Castello di Tornano Wine Resort

9. Chapter Chianti, a Member of Design Hotels

10. Palazzo Leopoldo Dimora Storica & Spa

11. Villa Sassolini Country Boutique Hotel

12. Hotel Villa Campomaggio

13. Hotel Il Viandante

14. Ultimo Mulino Wellness Country Hotel

15. Tenuta CorteDomina

16. Villa Casagrande Resort & SPA

17. Pieve Aldina - Relais & Châteaux

18. La Certosa di Pontignano

19. Palagina la Dimora

20. Borgo San Felice Resort

Top Montegrossi Hotel Reviews

La Certosa di Pontignano

Fattoria di Vegi

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Four Points by Sheraton Siena

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

Hotel Athena

Villa Ermellina Siena, a Tribute Portfolio Hotel

More cheap stays in Montegrossi

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Castello di Bossi

Torre del Fuggisole

Porta Pispini Residence

Frequently asked questions

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