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25 Oct - 26 Oct
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26 Oct - 27 Oct
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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 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.

1. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
AU$170
includes taxes & fees
1 Nov - 2 Nov
Hotel Valdarno
A spa area with stone walls, a white massage chair, and a potted plant.
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.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

2. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
AU$172
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
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 buffet area with various fruits and a bar with bottles.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

3. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
AU$163
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San niccolò & Spa
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
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.
A historic stone building with a large arched window and a small balcony.

4. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Karina
AU$250
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
An interior corridor with arches, columns, and a brick wall.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

5. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Rodolfo
AU$152
includes taxes & fees
24 Nov - 25 Nov
La Certosa di Pontignano - Place of Charme
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.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.

6. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
AU$319
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
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 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

Delta Hotel
Montevarchi
United States
weixing
AU$183
includes taxes & fees
1 Nov - 2 Nov
Delta Hotel
A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.
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.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

8. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Norway
Magdalena
AU$413
includes taxes & fees
16 Nov - 17 Nov
Dievole Wine Resort
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.
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.

9. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
AU$267
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa Campomaggio
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 table set with wine glasses and a candle, viewed through a window with string lights.
A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

10. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
AU$341
includes taxes & fees
1 Nov - 2 Nov
Tenuta CorteDomina
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
A restaurant with stone walls and a high ceiling, featuring tables set for dining.
A sunlit patio with a glass roof, stone walls, and outdoor seating.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Michelle
AU$532
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A modern living room with a white sofa, armchairs, and a coffee table.
A poolside area with lounge chairs and umbrellas.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

12. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
Canada
Michael
AU$430
includes taxes & fees
26 Oct - 27 Oct
Chapter Chianti, a Member of Design Hotels
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains 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.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

13. Il Verreno

Il Verreno
Ambra
Canada
Minna
AU$319
includes taxes & fees
26 Oct - 27 Oct
Il Verreno
A stone building with a tiled roof, green shutters, and a small staircase leading to a door.
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.
A narrow stone pathway leading to a rustic building with a wooden door and a window.

14. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
United States
Micaela
AU$274
includes taxes & fees
15 Nov - 16 Nov
Castello di Fonterutoli Wine Resort
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.
A clear blue pool with lounge chairs and a stone building in the background.
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.

15. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Sarah
AU$181
includes taxes & fees
26 Oct - 27 Oct
Hotel Colle Etrusco Salivolpi
A bedroom with a stone wall, a bed, a nightstand, a window, and a mirror.
A patio area with a gravel path, wooden chairs, and a table. There is a building with a stone wall and a door.
An outdoor dining area with tables and chairs, a stone wall, and a wooden ceiling.
A poolside area with lounge chairs and a swimming pool.

16. Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
United States
Roberto
AU$113
includes taxes & fees
8 Nov - 9 Nov
Casale La Gora
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 poolside area with lounge chairs and a view of the night sky.
A rustic stone building with a garden in front.

17. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
Canada
Kevork
AU$177
includes taxes & fees
27 Oct - 28 Oct
Belvedere di San Leonino
A villa with a swimming pool, outdoor seating, and a tennis court.
An aerial view of a property with a swimming pool, tennis court, and vineyard.
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.

18. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
United States
Deanna
AU$217
includes taxes & fees
26 Oct - 27 Oct
Villa Curina Resort
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 cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.
A stone building with arched windows, a grassy courtyard, and outdoor seating.

19. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
AU$556
includes taxes & fees
1 Nov - 2 Nov
Pieve Aldina - Relais & Châteaux
A clear swimming pool with a view of a lush green landscape and distant hills.
A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.
A garden with pink roses, a lawn, and a white umbrella.
A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

20. Villa Le Barone

Villa Le Barone
Greve in Chianti
Canada
Tereza
AU$398
includes taxes & fees
31 Oct - 1 Nov
Villa Le Barone
View all properties

Hotels recommended for families in Montegrossi

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

Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
AU$163
includes taxes & fees
15 Nov - 16 Nov
Hotel Palazzo San niccolò & Spa
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.

Hotel Valdarno

Hotel Valdarno
Montevarchi
AU$170
includes taxes & fees
1 Nov - 2 Nov
Hotel Valdarno
A pool surrounded by lush greenery and vineyards, with a stone building in the background.
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 stone building with a wooden door, outdoor seating, and a pergola with vines.

Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
AU$114
includes taxes & fees
2 Nov - 3 Nov
Agriturismo San Sano
A spa area with stone walls, a white massage chair, and a potted plant.
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.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
AU$172
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
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.
A historic stone building with a large arched window and a small balcony.

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
AU$250
includes taxes & fees
26 Oct - 27 Oct
Castello di Tornano Wine Resort
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.
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.

Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
AU$267
includes taxes & fees
27 Oct - 28 Oct
Hotel Villa Campomaggio
A hotel with a prominent "HOTEL" sign, a name sign below, and a well-lit entrance.
A buffet with various food items and utensils.
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.

Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
AU$176
includes taxes & fees
1 Nov - 2 Nov
Hotel Il Viandante
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.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.

Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
AU$319
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
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Top Montegrossi Hotel Reviews

Recent Reviews in Montegrossi

Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Perfect in location, cleanliness,staff, amenities.... Wonderful 👍"
William 2-night trip
Posted 13 hours ago
Hotel Chiusarelli
NH Siena

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"
Rakhshan 1-night trip
Posted 2 days ago
NH Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

8/10 Good
"Excellent location. Very nice service."
mauricio 1-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Minerva

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."
Greg 1-night trip
Posted 3 days ago
Hotel Minerva
Il Chiostro del Carmine

Il Chiostro del Carmine

8/10 Good
"Breakfast"
Joseph 1-night trip
Posted 4 days ago
Il Chiostro del Carmine
Hotel Italia

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."
Kurt 1-night trip
Posted 4 days ago
Hotel Italia
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Great location amazing place"
Rodolfo 1-night trip
Posted 5 days ago
La Certosa di Pontignano
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 9 days ago
Piccolo Hotel Etruria
Castello di Spaltenna- Small Luxury Hotels of the World

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."
Michelle 3-night trip
Posted 2 weeks ago
Castello di Spaltenna- Small Luxury Hotels of the World

More cheap accommodation in Montegrossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
AU$88
21 Nov - 22 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
AU$123
4 Nov - 5 Nov
includes taxes & fees
7.8/10 Good! (453 reviews)
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
AU$127
2 Nov - 3 Nov
includes taxes & fees
8.8/10 Excellent! (114 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
AU$142
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (52 reviews)
Torre del Fuggisole
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

Via Norcenni 7 Figline e Incisa Valdarno FI
Get ratesVilla Norcenni Aparthotel

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.

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