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Oct 5 - Oct 6
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Oct 6 - Oct 7
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Oct 9 - Oct 11
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Oct 16 - Oct 18

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Our top choices for Montegonzi hotels

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.
A modern living room with a white sofa, armchairs, and a coffee table.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

1. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
CA $385
CA $433 total
includes taxes & fees
Oct 6 - Oct 7
Chapter Chianti, a Member of Design Hotels
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
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.
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.

2. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
CA $306
CA $336 total
includes taxes & fees
Oct 9 - Oct 10
Villa Sassolini Country Boutique Hotel
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.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A historic stone building with a large arched window and a small balcony.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
CA $218
CA $252 total
includes taxes & fees
Oct 25 - Oct 26
Castello di Tornano Wine Resort
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

4. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Ariel
CA $133
CA $160 total
includes taxes & fees
Oct 22 - Oct 23
Ultimo Mulino Wellness Country Hotel
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.

5. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
CA $162
CA $178 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Valdarno
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.
A pool surrounded by lush greenery and vineyards, with a stone building in the background.

6. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
CA $97
CA $113 total
includes taxes & fees
Nov 5 - Nov 6
Agriturismo San Sano
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A sunroom with wooden flooring, tables with green tablecloths, and hanging plants.
A pathway leading to a pool area with lounge chairs and umbrellas.
A stone building with a clear view of a lush green landscape, including trees and a distant mountain range.

7. Le Lappe

Le Lappe
Cavriglia
Canada
William
CA $613
CA $678 total
includes taxes & fees
Oct 7 - Oct 8
Le Lappe
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
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.
A hotel room with a bed, a TV, a desk, and a mirror.

8. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
CA $162
CA $178 total
includes taxes & fees
Oct 16 - Oct 17
Delta Hotel
An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A traditional villa with a tiled roof, surrounded by lush greenery and hills.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A building with arched windows, a courtyard with a pond, and a metal fence.

9. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
CA $86
CA $104 total
includes taxes & fees
Oct 6 - Oct 7
Hotel Casafrassi
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 woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
CA $167
CA $193 total
includes taxes & fees
Nov 2 - Nov 3
Palazzo Leopoldo Dimora Storica & Spa
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 restaurant with a table set for two, overlooking a scenic landscape.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

11. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
CA $232
CA $305 total
includes taxes & fees
Oct 8 - Oct 9
Relais Vignale & Spa
A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.
A table set with wine glasses and a candle, viewed through a window with string lights.
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.

12. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
CA $337
CA $377 total
includes taxes & fees
Nov 1 - Nov 2
Tenuta CorteDomina
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.
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.

13. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
CA $220
CA $251 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Villa Campomaggio
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.

14. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
CA $174
CA $201 total
includes taxes & fees
Nov 1 - Nov 2
Hotel Palazzo San niccolò & Spa
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.
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.

15. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
CA $138
CA $165 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano
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.

16. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
CA $360
CA $409 total
includes taxes & fees
Nov 4 - Nov 5
Dievole Wine Resort
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
An aerial view of a villa surrounded by lush greenery and rolling hills.
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.

17. Il Verreno

Il Verreno
Ambra
Canada
Minna
CA $315
CA $353 total
includes taxes & fees
Oct 13 - Oct 14
Il Verreno
A swimming pool with a patio area, surrounded by buildings with multiple stories and balconies.
A modern interior with seating, tables, and decorative lighting.
The exterior of Albergo del Chianti with large windows, a sign above the entrance, and two large terracotta pots with plants.
A buffet table with various pastries and desserts, including a large pie and several trays of muffins and croissants.

18. Albergo Del Chianti

Albergo Del Chianti
Greve in Chianti
United States
David
CA $164
CA $185 total
includes taxes & fees
Oct 9 - Oct 10
Albergo Del Chianti
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.

19. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
CA $147
CA $165 total
includes taxes & fees
Nov 5 - Nov 6
Villa Casagrande Resort & SPA
A spa room with a stone ceiling, a window with frosted glass, a bed with pillows, and a wall-mounted artwork.
A historic building with a courtyard, stone arches, and a tiled roof.
A garden with a gravel path leading to a white metal table and chairs, surrounded by red roses and a large terracotta pot.
A bedroom with a bed, bedside tables, a sofa, a window with curtains, and a wall with a painting.

20. Palazzo Squarcialupi

Palazzo Squarcialupi
Castellina in Chianti
United States
yvette
CA $287
CA $325 total
includes taxes & fees
Oct 21 - Oct 22
Palazzo Squarcialupi
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Stay near popular Montegonzi attractions

Le Miccine

You can enjoy a tasting or tour at Le Miccine during your travels to Montegonzi. Discover the beautiful countryside and wineries in this relaxing area.
See properties

Top Montegonzi Hotel Reviews

Four Points by Sheraton Siena

Four Points by Sheraton Siena

8/10 Good
"Property seem reasonable, staff helpful, rooms are little small and dated, bathrooms need renovation."
Rajendra 3-night trip
Posted 9 hours ago
Four Points by Sheraton Siena
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"The entire estate was perfectly curated, every aspect was completely flawless. Food and wine…. 10/10. Best place we’ve ever stayed."
Timothy 4-night trip
Posted 17 hours ago
Fattoria di Vegi
Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."
Sonja 3-night trip
Posted 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"Room clean large spacious staff friendly helpful good quiet location great views"
Tom 5-night trip
Posted 3 days ago
Il Chiostro del Carmine
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 4 days ago
Hotel Toscana Ambassador
Hotel Borgo San Luigi

Hotel Borgo San Luigi

8/10 Good
"Great breakfast and clean room. However, not a very kid friendly with no high chair available in the room and the few ones in the restaurant were broken or dirty. Good place for adulte."
Samuel 2-night trip
Posted 4 days ago
Hotel Borgo San Luigi
Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 5 days ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 6 days ago
La Certosa di Pontignano
Hotel Minerva

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."
Michael 1-night trip
Posted 7 days ago
Hotel Minerva

More cheap stays in Montegonzi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $74
CA $86 total
Nov 5 - Nov 6
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
CA $111
CA $127 total
Nov 5 - Nov 6
includes taxes & fees
7.8/10 Good! (446 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
CA $121
CA $138 total
Nov 4 - Nov 5
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
CA $130
CA $148 total
Nov 5 - Nov 6
includes taxes & fees
8.8/10 Excellent! (109 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
CA $103
CA $246 total
Oct 20 - Oct 21
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Frequently asked questions

When is the best time to go to Montegonzi?
The best time to go to Montegonzi is during the spring (April to June) or autumn (September to October) months for pleasant weather and fewer crowds.During these periods, the Tuscan countryside around Montegonzi is particularly beautiful. Spring brings blooming wildflowers and vibrant green hills, while autumn offers stunning colours as the vineyards prepare for harvest. The temperatures are comfortable for exploring the local villages, enjoying outdoor dining, and taking scenic drives through the Chianti hills.Couples looking for a romantic getaway will find these seasons ideal. You can enjoy long walks through olive groves, wine tastings at nearby vineyards, and leisurely meals on terraces with panoramic views without the peak summer heat or the larger crowds. It's a superb time for a relaxed and picturesque holiday.Families travelling with children will also appreciate the milder weather, making outdoor activities like cycling or exploring the historic castles more enjoyable.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montegonzi.
How much is the nightly rate at a Montegonzi hotel?
Prices for hotels in Montegonzi often vary, but you can find a great deal from CA $86 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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