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Oct 9 - Oct 10
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Oct 10 - Oct 11
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

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Our top choices for San Gusme hotels

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
A stone archway leading to a window with a view of tall trees and a distant landscape.
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.

1. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
$152 nightly
$176 total
Oct 25 - Oct 26
Total with taxes and fees
Castello di Tornano Wine Resort
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.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

2. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
United States
Leslie
$89 nightly
$107 total
Oct 25 - Oct 26
Total with taxes and fees
La Certosa di Pontignano - Place of Charme
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.
A hotel room with a bed, a nightstand, a lamp, and a view of a landscape through a window.

3. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
$109 nightly
$125 total
Oct 23 - Oct 24
Total with taxes and fees
Villa Curina Resort
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 stone building with a window and a light fixture.
A pool surrounded by lush greenery and vineyards, with a stone building in the background.

4. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
$65 nightly
$76 total
Oct 18 - Oct 19
Total with taxes and fees
Agriturismo San Sano
A terrace with multiple sun loungers and a scenic view of green fields and hills.
A spacious living area with a wooden coffee table, a large potted plant, and a sofa.
A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.
A spa room with a reception desk, a massage chair, and a window with blinds.

5. Precise House Montaperti Siena

Precise House Montaperti Siena
Asciano
Canada
Dieter
$84 nightly
$99 total
Nov 8 - Nov 9
Total with taxes and fees
Precise House Montaperti Siena
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.

6. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
$87 nightly
$105 total
Oct 18 - Oct 19
Total with taxes and fees
Ultimo Mulino Wellness Country 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 building with arched windows, a courtyard with a pond, and a metal fence.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

7. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United Kingdom
Stuart
$60 nightly
$73 total
Oct 12 - Oct 13
Total with taxes and fees
Hotel Casafrassi
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.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.
An outdoor dining area with long tables set for a meal, surrounded by greenery and trees.

8. Il Verreno

Il Verreno
Ambra
Canada
Minna
$220 nightly
$247 total
Oct 13 - Oct 14
Total with taxes and fees
Il Verreno
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
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.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

9. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
$256 nightly
$290 total
Nov 9 - Nov 10
Total with taxes and fees
Dievole Wine Resort
A modern building with a sign reading "Palace Hotel."
A buffet setup with various food items including yogurt cups, fruits, and a bowl of grapes.
A modern building entrance with a glass door reflecting a parking lot and trees.
Room

10. Palace Hotel Due Ponti

Palace Hotel Due Ponti
Due Ponti
United States
Adam
$72 nightly
$82 total
Nov 1 - Nov 2
Total with taxes and fees
Palace Hotel Due Ponti
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.
A large indoor swimming pool with clear water, surrounded by modern architecture and a glass railing.
A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.
An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

11. The Club House

The Club House
Castelnuovo Berardenga
United States
Natalyn
$307 nightly
$349 total
Nov 8 - Nov 9
Total with taxes and fees
The Club House
A table set for dining with a scenic view of rolling hills and distant mountains.
A brick building with a large arched entrance, a metal gate, and a wooden door.
An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.
A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

12. Castello di Leonina Relais

Castello di Leonina Relais
Asciano
Canada
Meghan
$153 nightly
$175 total
Oct 19 - Oct 20
Total with taxes and fees
Castello di Leonina Relais
A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.
A hotel entrance with a sign reading "HOTEL EXPO".
A modern living room with a glass coffee table, white sofas, and decorative plants.
A dining table set with wine glasses, a candle, and cutlery, with a view of greenery outside.

13. Hotel Executive

Hotel Executive
Scacciapensieri
United Kingdom
Andras
$65 nightly
$75 total
Nov 1 - Nov 2
Total with taxes and fees
Hotel Executive
A large, historic building with a tiled roof and multiple windows, surrounded by lush gardens and a stone pathway.
A table set for breakfast with various dishes, drinks, and a newspaper.
A pool area with lounge chairs and umbrellas, a large building in the background, and a view of the countryside.
A spacious living room with a high ceiling, exposed wooden beams, and a large arched brick structure. There are multiple seating areas with floral-patterned sofas and armchairs. A fireplace and bookshelves are visible in the background.

14. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
United States
Cristina
$455 nightly
$512 total
Oct 29 - Oct 30
Total with taxes and fees
Hotel Le Fontanelle
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 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.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

15. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
$194 nightly
$213 total
Oct 18 - Oct 19
Total with taxes and fees
Villa Sassolini Country Boutique Hotel
A table set for breakfast with a scenic view of hills and a cloudy sky.
An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.
A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.
An arched entrance with a brick pathway leading to a building, surrounded by lush greenery and purple flowering vines.

16. Palazzo di Valli

Palazzo di Valli
Siena
United States
Payton
$115 nightly
$130 total
Nov 3 - Nov 4
Total with taxes and fees
Palazzo di Valli
A large building with multiple rooms, surrounded by a field of lavender.
A historic estate with a central courtyard, surrounded by lush gardens and vineyards.
An arched brick corridor leading to a dining area with tables set for a meal.
An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

17. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Scott
$360 nightly
$408 total
Nov 5 - Nov 6
Total with taxes and fees
Borgo Scopeto Wine & Country Relais
A pathway lined with trees and a large pot in the center.
A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.
A stone pathway leading to a wooden deck with a railing, surrounded by lush greenery and tall trees.
A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

18. Villa Montarioso

Villa Montarioso
Montarioso
Canada
Michael
$76 nightly
$89 total
Nov 6 - Nov 7
Total with taxes and fees
Villa Montarioso
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 stone building with ivy-covered walls, a stone pathway, and a garden with flowers.
A rustic stone building with a garden in front.
A poolside area with lounge chairs and a view of the night sky.

19. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Michelle Reene
$110 nightly
$128 total
Oct 15 - Oct 16
Total with taxes and fees
Belvedere di San Leonino
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 compact living space with a wooden ceiling, a white sofa, a small table, a potted plant, and a cabinet with circular designs.

20. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United States
Andon
$269 nightly
$302 total
Oct 13 - Oct 14
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels
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Top San Gusme Hotel Reviews

Il Chiostro del Carmine

Il Chiostro del Carmine

10/10 Excellent
"This is a wonderful historic property with large bedrooms, large and comfortable but firm beds and spacious common areas. The staff goes out of its way to be accommodating. I would definitely stay again when I am in Siena"
Thomas J. 1-night trip
Posted 19 hours ago
Il Chiostro del Carmine
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 2 days ago
Fattoria di Vegi
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"Beautiful Borgo with views over Sienna and wonderful Tuscan countryside. In peak summer there is a family pool and adults only pool. The family pool was quiet and nice area to relax. About 20-30 mins to Siena we explored lots of lovely hill top places for dinner each night. Pool side dining was ok, club sandwiches that type of thing not extensive choice but adequate. Stunning views, good location to explore surrounding area. Would definitely recommend. I stayed with my family two boys age 9 and 13 and they loved it. Accommodation was very comfortable and spacious."
Louise 4-night trip
Posted 2 days ago
Borgo Scopeto Wine & Country Relais
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Beautiful hotel and very helpful staff. Excellent location in the heart of Siena. Disappointed with our hotel room. Not up to our expectations."
JOHN 3-night trip
Posted 3 days ago
Grand Hotel Continental Siena – Starhotels Collezione
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 5 days ago
Four Points by Sheraton Siena
Borgo Vescine

Borgo Vescine

10/10 Excellent
"The staff was amazing and incredibly kind."
Natalie 2-night trip
Posted 7 days ago
Borgo Vescine
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 7 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 12 days ago
Hu Norcenni Girasole Village
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 1 month ago
Hotel Italia

More cheap stays in San Gusme

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
$48 nightly
$56 total
Nov 9 - Nov 10
Total with taxes and fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
$70 nightly
$80 total
Nov 9 - Nov 10
Total with taxes and fees
7.8/10 Good! (451 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
$77 nightly
$88 total
Nov 4 - Nov 5
Total with taxes and fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
$85 nightly
$96 total
Nov 9 - Nov 10
Total with taxes and fees
8.8/10 Excellent! (111 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia

Hotels in San Gusme with star-rating

Frequently asked questions

What is the best area to stay in San Gusme?
For a truly authentic and peaceful Tuscan experience, the best area to stay in San Gusme is directly within the historic village itself.This charming hilltop village is a pedestrian-friendly area, characterized by its narrow cobblestone streets, stone buildings, and a central piazza where locals gather. It's small enough to explore entirely on foot, with the main church and a few local eateries as central points. The village offers panoramic views of the surrounding vineyards and olive groves.Couples looking for a romantic and quiet escape will find San Gusme ideal. The village provides a tranquil setting for enjoying slow evenings, savoring local cuisine, and taking leisurely strolls. Its intimate size ensures a relaxed pace, superb for unwinding.For travelers who appreciate luxury and privacy, the countryside immediately surrounding San Gusme offers exquisite villa rentals and boutique accommodations.
When is the best time to go to San Gusme?
The best time to visit San Gusmè is during the shoulder seasons of late spring (May to early June) and early autumn (September to October).During these periods, the weather is pleasantly mild, making it ideal for exploring the Tuscan countryside, vineyards, and charming hill towns. You'll find fewer crowds compared to the peak summer months, allowing for a more relaxed experience at local wineries and restaurants. The landscape is particularly beautiful in spring with blooming wildflowers or in autumn with the grape harvest and changing leaf colors.For travelers looking to experience local cultural events, late September often features harvest festivals in the surrounding Chianti Classico region.
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 San Gusme.
How much is the nightly rate at a San Gusme hotel?
Prices for hotels in San Gusme often vary, but you can find a great deal from $56 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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