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Oct 4 - Oct 5
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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 modern living room with a white sofa, armchairs, and a coffee table.
A compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.
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 Kingdom
Samay
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 indoor dining area with tables set for two, large windows, and potted plants.
A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

2. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
CA $303
CA $333 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.
A historic stone building with a large arched window and a small balcony.
A stone archway leading to a window with a view of tall trees and a distant landscape.

3. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
CA $202
CA $235 total
includes taxes & fees
Oct 26 - Oct 27
Castello di Tornano Wine Resort
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
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.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.

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 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

Hotel Valdarno
Montevarchi
United States
Emmanuel
CA $162
CA $178 total
includes taxes & fees
Oct 8 - Oct 9
Hotel Valdarno
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building in the background.
A stone building with multiple windows and a well-lit entrance.
A sunroom with wooden flooring, tables with green tablecloths, and hanging plants.
A stone building with a clear view of a lush green landscape, including trees and a distant mountain range.

6. Le Lappe

Le Lappe
Cavriglia
Canada
William
CA $607
CA $671 total
includes taxes & fees
Nov 4 - Nov 5
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 hotel room with a bed, a TV, a desk, and a mirror.
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
CA $162
CA $178 total
includes taxes & fees
Oct 16 - Oct 17
Delta Hotel
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
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.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

8. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
CA $96
CA $112 total
includes taxes & fees
Oct 18 - Oct 19
Agriturismo San Sano
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.
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.

9. 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 indoor courtyard with stone flooring, arched columns, and tables set up for dining.
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.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.

10. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
CA $159
CA $178 total
includes taxes & fees
Nov 3 - Nov 4
Villa Casagrande Resort & SPA
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 restaurant with a table set for two, overlooking a scenic landscape.

11. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
CA $230
CA $302 total
includes taxes & fees
Oct 29 - Oct 30
Relais Vignale & 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.
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.

12. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
CA $126
CA $151 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano
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 table set with wine glasses and a candle, viewed through a window with string lights.

13. 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 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 courtyard with outdoor seating, stone walls, and a staircase.
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 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 narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

15. 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 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.

16. 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 balcony with a table set for two, two wine glasses, and a bottle of wine.
A stone building with a sloped roof, multiple windows, and a staircase leading to an upper level.
A breakfast table with a bowl of fruit, a pitcher of orange juice, and a cup of coffee.
A rectangular swimming pool with a stone deck and a wooden deck border, surrounded by grass and trees.

17. Le Cetinelle B&B

Le Cetinelle B&B
Greve in Chianti
United States
Sebastian
CA $177
CA $201 total
includes taxes & fees
Oct 5 - Oct 6
Le Cetinelle B&B
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 rustic interior with a brick archway, wooden beams, a bar area, and potted plants.
A clear blue pool with lounge chairs and a stone building in the background.

18. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
CA $144
CA $163 total
includes taxes & fees
Oct 26 - Oct 27
Hotel Colle Etrusco Salivolpi
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.

19. 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 stone deck, surrounded by trees and a castle-like building in the background.
A stone building with a garden, tall trees, and a clear blue sky.
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 restaurant with stone walls and a high ceiling, featuring tables set for dining.

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
Canada
Sonja
CA $472
CA $536 total
includes taxes & fees
Oct 30 - Oct 31
Castello di Spaltenna- Small Luxury Hotels of the World
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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

Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"This hotel was PERFECT for our honeymoon trip to Siena. It was peaceful and quiet, but still close enough to get to the city centre and the train station easily. The pool was a perfect oasis after hot days. The staff were so friendly and helpful. The terrace was a gorgeous place for a night cap at the end of the night. We would definitely stay here again."
Victoria 6-night trip
Posted 2 days ago
Villa Scacciapensieri Boutique Hotel
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 2 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 3 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 3 days ago
Hotel Borgo San Luigi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
Scott 4-night trip
Posted 3 days ago
Borgo Scopeto Wine & Country Relais
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 4 days ago
Fattoria di Vegi
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 5 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 6 days ago
Hotel Minerva

More cheap stays in Montegonzi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
CA $77
CA $90 total
Nov 4 - Nov 5
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 $116
CA $132 total
Nov 4 - Nov 5
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 $133
CA $151 total
Nov 4 - Nov 5
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 $90 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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