Top 10 Hotels in Quercegrossa (from $66) 2026 - Competitive Prices

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Our top choices for Quercegrossa hotels

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 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.

1. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

Leslie

$85 nightly

$102 total

Nov 2 - Nov 3

Total with taxes and fees

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

A building with arched windows, a courtyard with a pond, and a metal fence.

2. Hotel Casafrassi

Castellina in Chianti

Stuart

$60 nightly

$73 total

Oct 19 - Oct 20

Total with taxes and fees

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.

A poolside area with lounge chairs and a view of the night sky.

3. Belvedere di San Leonino

Castellina in Chianti

Kevork

$106 nightly

$124 total

Oct 28 - Oct 29

Total with taxes and fees

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

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

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.

4. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

$249 nightly

$282 total

Nov 14 - Nov 15

Total with taxes and fees

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A room with a large window offering a view of a landscaped garden with trees and a pathway.

A swimming pool surrounded by lush greenery and a stone pathway.

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

5. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

Benjamin

$158 nightly

$179 total

Oct 22 - Oct 23

Total with taxes and fees

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.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

6. Palazzo di Valli

Siena

Luanne

$102 nightly

$115 total

Nov 14 - Nov 15

Total with taxes and fees

A lobby with a marble floor, a chandelier, a reception desk, and large green plants.

A hotel with a sign reading "HOTEL RISTORANTE CHIUSARELLI," surrounded by greenery and a brick wall.

A modern hotel room with a large bed, a desk, and a chair. There is a painting on the wall and a lamp on the side table.

A balcony with two chairs and a table, overlooking a building with a tiled roof and shutters.

7. Hotel Chiusarelli

Siena City Centre

Scott

$93 nightly

$105 total

Nov 15 - Nov 16

Total with taxes and fees

A balcony with a table set for breakfast overlooking a historic cityscape with domed buildings and terraced houses.

A hotel room with a bed, a desk, a television, and a view of the city through large windows.

A room with blue chairs facing a window overlooking a cityscape with historic buildings.

A breakfast table with various food items and drinks, including a pitcher of juice, a glass of milk, and a plate of toast.

8. Hotel Minerva

Siena City Centre

Michael

$85 nightly

$97 total

Nov 16 - Nov 17

Total with taxes and fees

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A bathroom with a sink, mirror, and shower.

A hotel room with a bed, two bedside tables, a telephone, and wall-mounted light fixtures.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

9. Sangallo Park Hotel

Vico Alto

Marcio Tadeu

$88 nightly

$101 total

Nov 13 - Nov 14

Total with taxes and fees

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

A bar area with a white countertop, clear chairs, and shelves of liquor bottles.

10. Hotel Italia

Camollia

Shaji

$70 nightly

$80 total

Nov 16 - Nov 17

Total with taxes and fees

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

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.

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

11. Castello di Tornano Wine Resort

Gaiole in Chianti

Karina

$152 nightly

$176 total

Oct 25 - Oct 26

Total with taxes and fees

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A building with a modern architectural style, featuring a prominent entrance with a sign that reads "FOUR POINTS."

12. Four Points by Sheraton Siena

Scacciapensieri

Ralph

$135 nightly

$152 total

Nov 15 - Nov 16

Total with taxes and fees

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

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.

A hotel entrance with a sign reading "HOTEL EXPO".

13. Hotel Executive

Scacciapensieri

Andras

$65 nightly

$75 total

Nov 1 - Nov 2

Total with taxes and fees

A table with breakfast items and a wicker chair, overlooking a scenic landscape.

A hotel room with a bed, a desk, a chair, a window with curtains, a lamp, and a view of the landscape.

A dining area with checkered flooring, tables set with white tablecloths, and wicker chairs.

A bar area with a counter, bottles, and glasses.

14. Palazzo Ravizza

Siena Historical Center

Dreslaine

$118 nightly

$133 total

Nov 16 - Nov 17

Total with taxes and fees

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A dining area with a table set for two, featuring wine bottles and bread.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

15. Castello La Leccia

Castellina in Chianti

Eva

$200 nightly

$225 total

Nov 8 - Nov 9

Total with taxes and fees

A large building with multiple rooms, surrounded by a field of lavender.

A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

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.

16. Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

Scott

$364 nightly

$411 total

Nov 4 - Nov 5

Total with taxes and fees

An outdoor dining area with tables and chairs, surrounded by a brick wall and greenery.

A hotel lobby with a reception desk, a large mirror, a clock, and a wall-mounted telephone.

A breakfast bar with a rustic brick wall, a large cityscape painting, and a tiled floor.

A hotel named 'HOTEL ATHENA' with a sign indicating a 4-star rating.

17. Hotel Athena

Siena Historical Center

Jared

$119 nightly

$135 total

Nov 13 - Nov 14

Total with taxes and fees

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A brick building with three windows, a round blue window, and a sign on the wall.

A courtyard with brick buildings, a stone wall, and a view of the surrounding town.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

18. Borgo Grondaie

Siena

Simon

$69 nightly

$79 total

Nov 16 - Nov 17

Total with taxes and fees

An outdoor dining area with wicker furniture, a table set with croissants, a bowl of fruit, and a glass of orange juice.

A church interior with wooden pews, a wooden altar, and a large painting on the wall.

A church interior with pews arranged in rows, a red altar table, and a large religious painting on the wall.

A dining table with cups, plates, and a croissant, set against a window with curtains.

19. Il Chiostro del Carmine

Siena Historical Center

Tom

$74 nightly

$86 total

Nov 13 - Nov 14

Total with taxes and fees

A grand entrance with a staircase leading to a white building, surrounded by lush greenery and potted plants.

A lobby with a reception desk, a large painting, a potted plant, and a patterned floor.

A rooftop terrace with outdoor seating, including a white sofa and wicker chairs, surrounded by potted plants and overlooking a cityscape.

A swimming pool with a wooden deck, lounge chairs, and umbrellas.

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Camollia

Sebastian

$153 nightly

$172 total

Nov 3 - Nov 4

Total with taxes and fees

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Top Quercegrossa Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"We had the most amazing stay in this beautiful hotel. Our room was so charming, and the entire hotel felt warm and welcoming in the most Italian way. Breakfast each morning included a beautiful spread of savory and sweet, and croissants that were better than Paris. The terrace sunsets looking over Siena welcomed us each evening after a long day of walking. Location was top notch. Our only “complaint” was that the bed was VERY firm. We will be back!!"

Salvadonica - Borgo del Chianti

10/10 Excellent

"Beautiful property, clean and spacious room, great service. We are so thankful for our stay at this property. We had a patio outside our room, and this was a highlight for me. The restaurant had a bar with local wines and snacks; we could then sit outside and relax in peace. We did one of the wine tastings with the hotel, which was fabulous. We ate at the restaurant; my teenage children each found something they enjoyed. It is located outside of Florence, so we did have a bit of a drive each day to see different sites, but the property made the stay very well worth it. Breakfast each day was also really wonderful,"

Hotel Chiusarelli

8/10 Good

"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

La Certosa di Pontignano

10/10 Excellent

"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"

Hotel Casolare Le Terre Rosse

10/10 Excellent

"Great Family run hotel with friendly staff. Perfectly located to explore Tuscany.. we visited Sienna, Certaldo, Volterra, Sam Gimignano and Livorno on the coast. There is a walkable (5mins) winery called Il Colombaio which I would highly recommended. The breakfast buffet was fabulous."

Hotel Italia

10/10 Excellent

"Staff and hotel was great."

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."

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!"

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."

More cheap stays in Quercegrossa

Cannon d'Oro

Via Montanini 28 Siena SI

$57 nightly

$66 total

Nov 11 - Nov 12

Total with taxes and fees

7.8/10 Good! (259 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

$63 nightly

$73 total

Nov 14 - Nov 15

Total with taxes and fees

7.8/10 Good! (453 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

$71 nightly

$82 total

Nov 4 - Nov 5

Total with taxes and fees

10/10 Exceptional! (50 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

$88 nightly

$100 total

Nov 16 - Nov 17

Total with taxes and fees

8.8/10 Excellent! (113 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

$152 nightly

$172 total

Nov 3 - Nov 4

Total with taxes and fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

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Frequently asked questions

What is the best area to stay in Quercegrossa?

The best area to stay in Quercegrossa is directly within the village center itself, or in one of the surrounding accommodations located amongst the vineyards and olive groves.For travelers seeking a convenient and charming base, staying directly in Quercegrossa village is ideal. It's a small, pleasant village with a few local eateries and a quiet pace, superb for those looking to experience a genuine Tuscan village. Its central location makes it an excellent base for exploring the surrounding Chianti Classico region and nearby cities like Siena.Couples looking for a romantic and luxurious retreat will find the countryside accommodations just outside Quercegrossa particularly appealing. Many of these properties are restored farmhouses or villas, offering spacious rooms, private pools, and stunning views of the Tuscan landscape.

When is the best time to go to Quercegrossa?

The best times to visit Quercegrossa are during the shoulder seasons of April to June and September to October, when the weather is pleasant and the region is less crowded.For couples seeking a romantic getaway, these months offer comfortable temperatures for exploring the rolling hills and vineyards of Tuscany. You'll find it ideal for scenic drives, wine tastings at local estates, and enjoying meals on outdoor terraces without the peak summer heat or crowds. The landscapes are particularly picturesque during these periods, with spring blooms or autumn colors.Families traveling with children will also appreciate these times. The milder weather makes outdoor activities more enjoyable, whether it's cycling through the countryside or visiting nearby Siena. Many agriturismos and villas offer amenities that cater to families, and the lower visitor numbers mean a more relaxed experience at popular attractions.While July and August are also popular, they bring higher temperatures and more tourists, which can lead to a less relaxed experience for some.

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 Quercegrossa.

How much is the nightly rate at a Quercegrossa hotel?

Prices for hotels in Quercegrossa often vary, but you can find a great deal from $66 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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Things to do in Castellina in Chianti

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Find hotels in Quercegrossa from $66

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Quercegrossa

Check prices for these dates

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Star rating

Guest rating

Our top choices for Quercegrossa hotels

1. La Certosa di Pontignano - Place of Charme

2. Hotel Casafrassi

3. Belvedere di San Leonino

4. Dievole Wine Resort

5. Villa Scacciapensieri Boutique Hotel

6. Palazzo di Valli

7. Hotel Chiusarelli

8. Hotel Minerva

9. Sangallo Park Hotel

10. Hotel Italia

11. Castello di Tornano Wine Resort

12. Four Points by Sheraton Siena

13. Hotel Executive

14. Palazzo Ravizza

15. Castello La Leccia

16. Borgo Scopeto Wine & Country Relais

17. Hotel Athena

18. Borgo Grondaie

19. Il Chiostro del Carmine

20. Villa Ermellina Siena, a Tribute Portfolio Hotel

Top Quercegrossa Hotel Reviews

Palazzo Ravizza

Salvadonica - Borgo del Chianti

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Casolare Le Terre Rosse

Hotel Italia

Castello di Spaltenna- Small Luxury Hotels of the World

Fattoria di Vegi

Borgo Scopeto Wine & Country Relais

More cheap stays in Quercegrossa

Cannon d'Oro

Piccolo Hotel Etruria

Torre del Fuggisole

Albergo Centrale

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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