𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Montegrossi (2026)

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Spa

Hot tub

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Farm

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Our top choices for Montegrossi hotels

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 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.

1. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

S$154

includes taxes & fees

23 Nov - 24 Nov

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 buffet area with various fruits and a bar with bottles.

2. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

S$147

includes taxes & fees

15 Nov - 16 Nov

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

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

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.

3. Hotel Valdarno

Montevarchi

Emmanuel

S$156

includes taxes & fees

28 Oct - 29 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 stone archway leading to a window with a view of tall trees and a distant landscape.

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

4. Castello di Tornano Wine Resort

Gaiole in Chianti

Karina

S$225

includes taxes & fees

26 Oct - 27 Oct

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

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

5. Dievole Wine Resort

Castelnuovo Berardenga

Magdalena

S$371

includes taxes & fees

16 Nov - 17 Nov

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 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.

6. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Rodolfo

S$134

includes taxes & fees

24 Nov - 25 Nov

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

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

7. Delta Hotel

Montevarchi

weixing

S$166

includes taxes & fees

1 Nov - 2 Nov

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.

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

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

8. Hotel Villa Campomaggio

Radda in Chianti

Dario

S$241

includes taxes & fees

27 Oct - 28 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.

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.

9. Relais Vignale & Spa

Radda in Chianti

Ali

S$287

includes taxes & fees

27 Oct - 28 Oct

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

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

10. Tenuta CorteDomina

Radda in Chianti

Edgar

S$307

includes taxes & fees

1 Nov - 2 Nov

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 restaurant with stone walls and a high ceiling, featuring tables set for dining.

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

Gaiole in Chianti

Michelle

S$478

includes taxes & fees

30 Oct - 31 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.

12. Chapter Chianti, a Member of Design Hotels

Cavriglia

Michael

S$387

includes taxes & fees

26 Oct - 27 Oct

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.

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.

13. Il Verreno

Ambra

Minna

S$286

includes taxes & fees

26 Oct - 27 Oct

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

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

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

A building with a beige facade, arched windows, and a small balcony.

14. Casale La Gora

Figline e Incisa Valdarno

Roberto

S$101

includes taxes & fees

8 Nov - 9 Nov

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.

15. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Sarah

S$164

includes taxes & fees

26 Oct - 27 Oct

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

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

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

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

16. Castello di Fonterutoli Wine Resort

Castellina in Chianti

Micaela

S$249

includes taxes & fees

15 Nov - 16 Nov

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 cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

17. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Paul

S$500

includes taxes & fees

28 Oct - 29 Oct

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.

An aerial view of a property with a swimming pool, tennis court, and vineyard.

18. Villa Curina Resort

Castelnuovo Berardenga

Deanna

S$199

includes taxes & fees

26 Oct - 27 Oct

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

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

A rustic stone building with a garden in front.

19. Belvedere di San Leonino

Castellina in Chianti

Kevork

S$159

includes taxes & fees

27 Oct - 28 Oct

A stone building with an arched entrance, a wooden door, and a small balcony with a railing.

A stone building with a large arched doorway, a bench, and a potted plant outside.

A stone-walled room with tables set for dining, a staircase, and a lamp.

A pool area with lounge chairs and umbrellas, surrounded by greenery and trees.

20. Albergo Il Colombaio

Castellina in Chianti

Christine

S$191

includes taxes & fees

7 Nov - 8 Nov

View all properties

Compare top hotels in Montegrossi

Palazzo Leopoldo Dimora Storica & Spa Radda in Chianti View	Hotel Palazzo San niccolò & Spa Radda in Chianti View	Hotel Valdarno Montevarchi View	Castello di Tornano Wine Resort Gaiole in Chianti View	Dievole Wine Resort Castelnuovo Berardenga View
9.2 Wonderful 304 reviews	9.2 Wonderful 198 reviews	8.8 Excellent 220 reviews	9.2 Wonderful 137 reviews	9.6 Exceptional 217 reviews
S$154 includes taxes & fees 23 Nov - 24 Nov	S$147 includes taxes & fees 15 Nov - 16 Nov	S$156 includes taxes & fees 28 Oct - 29 Oct	S$225 includes taxes & fees 26 Oct - 27 Oct	S$371 includes taxes & fees 16 Nov - 17 Nov

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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

S$79

21 Nov - 22 Nov

includes taxes & fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

S$111

4 Nov - 5 Nov

includes taxes & fees

7.8/10 Good! (453 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

S$114

2 Nov - 3 Nov

includes taxes & fees

8.8/10 Excellent! (114 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

S$128

4 Nov - 5 Nov

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 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 S$79

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. Palazzo Leopoldo Dimora Storica & Spa

2. Hotel Palazzo San niccolò & Spa

3. Hotel Valdarno

4. Castello di Tornano Wine Resort

5. Dievole Wine Resort

6. La Certosa di Pontignano - Place of Charme

7. Delta Hotel

8. Hotel Villa Campomaggio

9. Relais Vignale & Spa

10. Tenuta CorteDomina

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

12. Chapter Chianti, a Member of Design Hotels

13. Il Verreno

14. Casale La Gora

15. Hotel Colle Etrusco Salivolpi

16. Castello di Fonterutoli Wine Resort

17. Pieve Aldina - Relais & Châteaux

18. Villa Curina Resort

19. Belvedere di San Leonino

20. Albergo Il Colombaio

Compare top hotels in Montegrossi

Palazzo Leopoldo Dimora Storica & Spa

Hotel Palazzo San niccolò & Spa

Hotel Valdarno

Castello di Tornano Wine Resort

Dievole Wine Resort

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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