The Best Hotels Closest to Castiglion del Bosco Winery in Montalcino for 2026

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Our top choices for Castiglion del Bosco Winery hotels

An infinity pool with lounge chairs and umbrellas, surrounded by a forested hillside.

An open archway leading to a kitchen with a wooden ceiling, a hanging lantern, and a tiled backsplash.

An aerial view of a villa with a swimming pool, terraced gardens, and a stone pathway.

An outdoor dining area with tables and chairs, large windows, and a view of the surrounding landscape.

1. Castiglion del Bosco, A Rosewood Hotel

0.5 km from Castiglion del Bosco Winery

Mohammed

₩1,650,836

₩1,830,847 total

includes taxes & fees

Nov 3 - Nov 4

A table with a glass of white wine, a metal pitcher, and a wooden board with various cheeses and cured meats.

A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

A kitchen with a buffet setup, including a variety of food items and glassware.

A poolside area with lounge chairs, a table with wine glasses and a bottle, and a view of a mountainous landscape.

2. SI Montalcino Hotel

6.8 km from Castiglion del Bosco Winery

Farasley

₩126,154

₩173,095 total

includes taxes & fees

Nov 1 - Nov 2

A spacious indoor area with a brick archway leading to a kitchen, wooden tables and chairs, and large windows offering a view of the outdoors.

A historic building with a sign reading "HOTEL MORE DI CUNA". It features a brick facade, multiple windows, and an arched entrance.

An outdoor patio with brick flooring and metal furniture, surrounded by a brick building and greenery.

A bedroom with a large bed, wooden ceiling beams, an arched brick ceiling, and a TV on the wall.

3. Hotel More Di Cuna

18.3 km from Castiglion del Bosco Winery

Somayyeh

₩79,682

₩95,147 total

includes taxes & fees

Nov 3 - Nov 4

A bedroom with a bed, a chair, a table, and a stone wall.

An underground wine cellar with wooden tables, wine bottles, and a piano.

A piano with sheet music, an easel with a drawing, and a wine bottle in a stone-walled room.

An outdoor patio with stone walls, a pergola, and a table set for dining.

4. Dimora delle Muse

10.2 km from Castiglion del Bosco Winery

Bradley N.

₩233,937

₩269,270 total

includes taxes & fees

Nov 9 - Nov 10

A rectangular pool with a metal ladder, surrounded by wooden lounge chairs and a stone deck.

A row of sun loungers with umbrellas, set against a stone wall and a gravel path, overlooking a hilly landscape.

A view through a window with a natural landscape, including hills and a river.

A stone wall with a metal railing and a view of a hilly landscape.

5. Corte Francigena - Apartments

12.7 km from Castiglion del Bosco Winery

Ivan

₩161,482

₩189,570 total

includes taxes & fees

Nov 8 - Nov 9

A pool with a modern water feature and a stone structure.

An indoor swimming pool with clear glass walls, a tiled floor, and a stone wall with a mosaic pattern.

A large, multi-story building with a swimming pool, surrounded by lush greenery.

A buffet table with various desserts and a long dining area with tables and chairs.

6. Mercure Petriolo Siena Terme Spa Hotel

9.7 km from Castiglion del Bosco Winery

Penny

₩111,928

₩123,121 total

includes taxes & fees

Nov 3 - Nov 4

A rectangular swimming pool with a clear blue water, surrounded by a well-maintained lawn and several lounge chairs.

A historic building with a stone facade, surrounded by a well-maintained garden with yellow flowers and tall trees.

A covered outdoor seating area with stone pillars, a table, and chairs.

A spacious living room with a fireplace, multiple seating options, and large windows with curtains.

7. Antico Casale L'Impostino

10.9 km from Castiglion del Bosco Winery

Maria

₩173,996

₩191,397 total

includes taxes & fees

Oct 28 - Oct 29

A stone building with a pathway leading to a door, surrounded by trees and illuminated by warm lights.

A breakfast buffet with pastries, bread, and condiments.

A couple in a hot tub with water jets, surrounded by a wooden wall and a blurred background.

A stone building with a view of a courtyard, a pool, and surrounding greenery.

8. L'Orto delle Terme

17.4 km from Castiglion del Bosco Winery

Tracey

₩168,907

₩191,771 total

includes taxes & fees

Nov 8 - Nov 9

A restaurant with tables and wicker chairs, large windows, and a view of buildings and greenery.

A balcony with a wrought iron railing overlooking a village with terracotta rooftops and greenery.

A multi-story building with a central entrance, large windows with shutters, and a paved courtyard.

A wine tasting room with a marble bar, wine bottles, glasses, wicker furniture, and a view of the sea through a large arched window.

9. Palazzo Saloni

6.7 km from Castiglion del Bosco Winery

Michael

₩348,572

₩398,430 total

includes taxes & fees

Nov 2 - Nov 3

A wooden door with a metal handle, a brick archway, a staircase, and a flower pot on the wall.

A spacious kitchen with wooden beams, a dining table with chairs, and a wooden cabinet.

A bedroom with a bed, a nightstand, a lamp, a curtain, and a wooden door with a sign.

A narrow hallway with wooden doors on either side, leading to a room with a tiled floor and a window with curtains.

10. Idolina Guest House

6.4 km from Castiglion del Bosco Winery

Jaiden

₩117,134

₩140,843 total

includes taxes & fees

Oct 29 - Oct 30

A stone building with a stone staircase, surrounded by lush greenery and a stone pathway.

A spacious living area with leather armchairs, a wooden cabinet with glass doors, and a red carpet.

A stone building with a swimming pool, white lounge chairs, and a white umbrella.

A bedroom with a large bed, wooden beams on the ceiling, a nightstand with a lamp, and framed pictures on the wall.

11. Le Ragnaie

7.4 km from Castiglion del Bosco Winery

Trevor

₩133,589

₩161,943 total

includes taxes & fees

Oct 28 - Oct 29

A stone wall with a view of rolling hills and mountains.

A courtyard with stone buildings, potted plants, and outdoor seating.

A stone building with a swimming pool, lounge chairs, and umbrellas.

An outdoor dining area with tables and chairs, a flower arrangement, and a view of the countryside.

12. Castello Banfi - Il Borgo - Relais et Chateaux

11.2 km from Castiglion del Bosco Winery

Jason

₩1,478,809

₩1,641,614 total

includes taxes & fees

Nov 3 - Nov 4

A person relaxing in a hot tub with a view of a vineyard and mountains in the background.

A picnic setup with blankets and cushions on a gravel surface, surrounded by cypress trees and a sunset in the background.

A dining area with a wooden table set for a meal, a fireplace, and a painting on the wall.

A pathway flanked by tall, narrow trees leading to a stone building with an arched entrance.

13. Villa Le Prata - Residenza del Vescovo

6.1 km from Castiglion del Bosco Winery

Karen

₩571,634

₩643,722 total

includes taxes & fees

Nov 5 - Nov 6

A stone building with a tiled roof, a paved pathway, and a well-maintained garden.

A room with a wooden ceiling, a dining table with chairs, a bed, and a window with curtains.

A dining area with white tables and chairs, a large mirror, and a wine bottle on one table.

A stone building with a pool, lounge chairs, and a garden with flowers.

14. Podere Brizio

6.5 km from Castiglion del Bosco Winery

Aseem

₩266,180

₩304,743 total

includes taxes & fees

Nov 6 - Nov 7

An outdoor dining area with white tables and chairs, a white canopy, and a view of a hillside with trees and a building in the background.

A bright, modern bathroom with a large mirror, a towel rack, and a sink.

A bedroom with a stone wall, a bed with white linens, two bedside lamps, a small table with a lamp, and a suitcase on a stand.

A spacious living room with a white sofa, wooden dining table, and chairs. There is a staircase with a view of the outdoors.

15. B&B Porta Castellana

6.6 km from Castiglion del Bosco Winery

Val

₩266,792

₩305,415 total

includes taxes & fees

Oct 27 - Oct 28

A stone building with a pool overlooking a mountainous landscape.

A dining area with a table and chairs, a vase with flowers, and a view of the countryside through an arched window.

A terrace with stone walls, potted plants, and outdoor furniture overlooking a valley with a river and distant hills during sunset.

16. Castello di Velona Resort Thermal SPA & Winery

14.1 km from Castiglion del Bosco Winery

Melanie

₩753,357

₩843,616 total

includes taxes & fees

Nov 15 - Nov 16

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A cozy living room with a fireplace, comfortable seating, and a table set with various desserts.

A stone building with a gravel pathway leading to the entrance.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

17. Agriturismo Il Macchione

19.7 km from Castiglion del Bosco Winery

YOUNG BAE

₩203,156

₩229,442 total

includes taxes & fees

Nov 18 - Nov 19

A poolside area with lounge chairs, a table with drinks, and a view of hills.

An open door leading to a patio with a view of the countryside, a table with plants, and a television on a wooden cabinet.

A villa with a swimming pool, stone buildings, and a view of the surrounding countryside.

A four-poster bed with a bench, stone flooring, and a stone wall.

18. Capanna Suites

6.8 km from Castiglion del Bosco Winery

Randy

₩433,474

₩491,819 total

includes taxes & fees

Oct 26 - Oct 27

A hot tub with a view of a historic building and mountains.

A brick-walled bar with wooden shelves stocked with bottles, tables, and chairs.

A staircase with stone steps leading to a room with a large window, wooden beams on the ceiling, and a stone wall.

A wine cellar with wooden racks and tables, a sign reading "DROGHERIA," and a rustic ceiling.

19. Casa Franci Montalcino

6.5 km from Castiglion del Bosco Winery

Joseph

₩251,501

₩291,646 total

includes taxes & fees

Oct 21 - Oct 22

A dining table with a bottle of wine, two wine glasses, a candle, and a vase with flowers.

A historic town with terracotta-tiled buildings, stone arches, and a cobblestone street.

A buffet with various food items and condiments.

A bedroom with a bed, a desk, a chair, a window with a view, and a wall clock.

20. B&B Le Scalette di Piazza

6.5 km from Castiglion del Bosco Winery

François

₩158,729

₩180,578 total

includes taxes & fees

Nov 11 - Nov 12

View all properties

Top Castiglion del Bosco Winery Hotel Reviews

Fattoria Casabianca

8/10 Good

"Very quiet pastoral setting. Excellent wines, especially the viognier."

Il Burellino Wine & Resort

10/10 Excellent

"A gorgeous and well-maintained property. We enjoyed our stay in the apartment with the most comfortable bed we slept in while in Italy! Fabio has put attention into every detail. He is quiet and accomplished baker with an exquisite breakfast spread. The property is close to Montalcino, which is absolutely fantastic to walk."

Villa Le Prata - Residenza del Vescovo

10/10 Excellent

"The property is beautiful and the lodge was quite comfortable and inviting. Minnie and her staff were do helpful. Highly recommend Villa Le Prata."

Casa Franci Montalcino

8/10 Good

"Staff was very friendly and professional. Location excellent"

Albergo Giardino

8/10 Good

"Le déjeuner inclut est très apprécié. L’hébergement est très bien situé."

SI Montalcino Hotel

10/10 Excellent

"An excellent location for enjoying a peaceful atmosphere, surrounded by true nature and spectacular views. I would certainly stay at this Agriturismo again when I return to Tuscany."

Le Ragnaie

10/10 Excellent

"Beautiful and quiet property, clean rooms, pool with stunning views. Friendly staff and delicious breakfast."

Palazzo Saloni

10/10 Excellent

"Ilove everything about the place and the whole team, and the customer service is excellent."

Other attractions near Castiglion del Bosco Winery

Corte Pavone Winery

You can enjoy a tasting or tour at Corte Pavone Winery during your travels to Montalcino. Visit the area's spas, or simply enjoy its wineries.

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Capanna of Cencioni

10.0/10 (10 reviews)

You can enjoy a tasting or tour at Capanna of Cencioni during your travels to Montalcino. Discover the area's countryside and wineries.

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Cantina di Montalcino

You can enjoy a tasting or tour at Cantina di Montalcino during your travels to Montalcino. Discover the area's countryside and wineries.

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Castello Tricerchi Winery

You can enjoy a tasting or tour at Castello Tricerchi Winery during your travels to Montalcino. Visit the area's spas, or simply enjoy its wineries.

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Altesino

You can enjoy a tasting or tour at Altesino during your travels to Montalcino. Discover the area's countryside and wineries.

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Civic and Diocesan Museum of Sacred Art of Montalcino

9.4/10 (6 reviews)

You can spend time exploring the galleries in Civic and Diocesan Museum of Sacred Art of Montalcino during your travels in Montalcino. Discover the area's countryside and wineries.

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Piazza del Popolo

You can find out about the history of Montalcino when you stop by Piazza del Popolo. Discover the area's countryside and spas.

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Fortress of Montalcino

9.2/10 (54 reviews)

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

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Frequently asked questions

What's the area like around Castiglion del Bosco Winery?

Castiglion del Bosco Winery is located in Castiglione del Bosco. You'll find 161 hotels and other accommodations within a few miles for a convenient home base.

What's the best hotel to stay near Castiglion del Bosco Winery?

Castiglion del Bosco, A Rosewood Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers a winery and 2 outdoor pools. It's located just a short 0.3 mi (0.5 km) from Castiglion del Bosco Winery. Other good options within a few miles include Casa Franci Montalcino and Agriturismo Il Casalino.

How many hotels can I expect to find close to Castiglion del Bosco Winery?

Expedia has 161 hotels and other accommodations a few miles from Castiglion del Bosco Winery.

If I need to cancel the hotel reservation for my stay near Castiglion del Bosco Winery, will I receive a refund?

Yes! You'll find that most room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Enter your dates, click on "Search", then use the filter option "fully refundable" to get top deals close to Castiglion del Bosco Winery.

Where can I learn more about changing or cancelling my trip in the area near Castiglion del Bosco Winery?

To find more details about rescheduling or cancelling your stay near Castiglion del Bosco Winery, head over to our customer service page.

What can I see and do near Castiglion del Bosco Winery?

Sights like Fortress of Montalcino and Castello di Montepescini highlight some of the local culture. If you have some time to wander around the area, you might stop by Tenuta Greppo Franco Biondi Santi, Cantina di Montalcino, or Corte Pavone Winery. If you want to see more of the surrounding area, you can plan a visit to Civic and Diocesan Museum of Sacred Art of Montalcino and Capanna of Cencioni.

Find hotels near Castiglion del Bosco Winery, Montalcino from ₩95,147

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Our top choices for Castiglion del Bosco Winery hotels

1. Castiglion del Bosco, A Rosewood Hotel

2. SI Montalcino Hotel

3. Hotel More Di Cuna

4. Dimora delle Muse

5. Corte Francigena - Apartments

6. Mercure Petriolo Siena Terme Spa Hotel

7. Antico Casale L'Impostino

8. L'Orto delle Terme

9. Palazzo Saloni

10. Idolina Guest House

11. Le Ragnaie

12. Castello Banfi - Il Borgo - Relais et Chateaux

13. Villa Le Prata - Residenza del Vescovo

14. Podere Brizio

15. B&B Porta Castellana

16. Castello di Velona Resort Thermal SPA & Winery

17. Agriturismo Il Macchione

18. Capanna Suites

19. Casa Franci Montalcino

20. B&B Le Scalette di Piazza

Top Castiglion del Bosco Winery Hotel Reviews

Fattoria Casabianca

Il Burellino Wine & Resort

Villa Le Prata - Residenza del Vescovo

Casa Franci Montalcino

Albergo Giardino

SI Montalcino Hotel

Le Ragnaie

Palazzo Saloni

Other attractions near Castiglion del Bosco Winery

Corte Pavone Winery

Capanna of Cencioni

Cantina di Montalcino

Castello Tricerchi Winery

Altesino

Civic and Diocesan Museum of Sacred Art of Montalcino

Piazza del Popolo

Fortress of Montalcino

Frequently asked questions