𝗧𝗢𝗣 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Montegrossi from RM283 (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.

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.

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

2. Relais Vignale & Spa

Radda in Chianti

Ali

RM663

RM872 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 room with a glass table, a vase with flowers, a bottle of wine, and a chair.

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

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

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

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

4. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

RM620

RM709 total

includes taxes & fees

26 Oct - 27 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 hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

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 wooden door, outdoor seating, and a pergola with vines.

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

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

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

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

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.

7. Delta Hotel

Montevarchi

weixing

RM530

RM583 total

includes taxes & fees

2 Oct - 3 Oct

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.

8. Castello di Tornano Wine Resort

Gaiole in Chianti

Lisa

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

A reception area with a wooden ceiling, a reception desk, and seating.

9. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

RM1,111

RM1,250 total

includes taxes & fees

6 Oct - 7 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 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.

10. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

RM753

RM856 total

includes taxes & fees

26 Oct - 27 Oct

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

An indoor dining area with tables set for two, large windows, and potted plants.

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

RM919

RM1,011 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

12. Hotel Villa Campomaggio

Radda in Chianti

Dario

RM776

RM882 total

includes taxes & fees

26 Oct - 27 Oct

A buffet with various food items and utensils.

A hotel entrance with a sign reading "HOTEL il Viandante".

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

13. Hotel Il Viandante

Terranuova Bracciolini

Michelle

RM347

RM474 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.

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

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

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

14. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Samantha

RM385

RM460 total

includes taxes & fees

22 Oct - 23 Oct

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

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.

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

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

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

16. Villa Casagrande Resort & SPA

Figline e Incisa Valdarno

Ana

RM524

RM586 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.

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

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

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.

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.

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

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 stone building with a large wooden door and arched entrance, flanked by potted plants.

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

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

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"

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."

Villa Pitiana

10/10 Excellent

"Beautiful property with priceless views. The on-site restaurant also offered a nice light lunch. The pool area could have been spruced up a bit with some better furniture, but the room was beautiful. Be careful when using the shower as well as it is easy for the water to spray onto the floor. Make sure you understand where the property is located before booking as it is quite a ways outside of Florence city center. I rented a car and drove through the Tuscan hills to arrive."

More cheap stays in Montegrossi

Cannon d'Oro

Via Montanini 28 Siena SI

RM237

RM283 total

28 Oct - 29 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

RM505

RM579 total

5 Oct - 6 Oct

includes taxes & fees

7.8/10 Good! (442 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

RM595

RM678 total

22 Oct - 23 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

RM629

RM715 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 RM283

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

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

Villa Pitiana

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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