The Best Hotels Closest to Castiglion del Bosco Winery in Montalcino - 2026 Updated Prices

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Our top choices for Castiglion del Bosco Winery hotels

An aerial view of a historic town with stone buildings, a prominent church, and a castle-like structure with a sign reading "Castello di Monteverde."

An outdoor patio with terracotta-tiled flooring, metal tables and chairs, potted plants, and a view of the sea.

A room with a wooden bench, potted plants, framed artwork, and a view of the outside.

A stone building with a brick archway and a tall cypress tree in front.

1. Hotel Vecchia Oliviera

6.7 km from Castiglion del Bosco Winery

Roy

4.427.719 ₫

5.107.019 ₫ total

includes taxes & fees

19 Oct - 20 Oct

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

A stone building with a garden and a gazebo.

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.

2. Villa Le Prata - Residenza del Vescovo

6.1 km from Castiglion del Bosco Winery

Jeffery

16.103.233 ₫

18.009.289 ₫ total

includes taxes & fees

9 Oct - 10 Oct

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 room with a large window, a door, and a view of a landscape.

3. Capanna Suites

6.8 km from Castiglion del Bosco Winery

Michael

10.036.597 ₫

11.336.049 ₫ total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

A stone building with multiple windows, a balcony, and a scenic view of rolling hills and mountains.

4. Corte Francigena - Apartments

12.7 km from Castiglion del Bosco Winery

Ivan

3.895.614 ₫

4.521.762 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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 narrow hallway with a wooden ceiling, a wicker chair, a small table with a vase of flowers, and a window with shutters.

5. B&B Le Scalette di Piazza

6.5 km from Castiglion del Bosco Winery

François

3.435.830 ₫

3.897.765 ₫ total

includes taxes & fees

8 Oct - 9 Oct

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

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

6. Casa Franci Montalcino

6.5 km from Castiglion del Bosco Winery

Peter

5.468.257 ₫

6.310.816 ₫ total

includes taxes & fees

6 Oct - 7 Oct

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.

7. Idolina Guest House

6.4 km from Castiglion del Bosco Winery

Bradley

2.809.198 ₫

3.326.705 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

A wicker dining table set with breakfast items, a vase of flowers, and a scenic view.

8. Mercure Petriolo Siena Terme Spa Hotel

9.7 km from Castiglion del Bosco Winery

Mike

2.218.000 ₫

2.439.800 ₫ total

includes taxes & fees

28 Sept - 29 Sept

An outdoor patio with wicker furniture, potted plants, and a brick building in the background.

A historic building with a sign reading "LOANDA" and a stone staircase leading to the entrance.

A view through a window of a building with a bell tower, stone walls, and terracotta roof tiles.

A narrow street with stone buildings, a wrought iron staircase, and a wooden door.

9. Locanda nel Cassero

14.6 km from Castiglion del Bosco Winery

Edoardo

2.473.406 ₫

2.720.746 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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

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

An outdoor patio with stone walls, green cushioned seating, a table with chairs, and a decorative umbrella.

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

10. Le Ragnaie

7.4 km from Castiglion del Bosco Winery

Christina

3.380.760 ₫

4.014.569 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A stone building with multiple windows and a sloped roof, illuminated by exterior lights.

A room with a wooden dresser, a table with a floral tablecloth, a chair, a mirror, a painting, and a window with curtains.

A cozy living room with leather sofas, a dining table with fruit, and a view of a garden through an open archway.

A stone building with a gravel driveway and a small tree in the foreground.

11. Agriturismo La casella

7 km from Castiglion del Bosco Winery

Bodil

4.137.578 ₫

4.787.923 ₫ total

includes taxes & fees

7 Oct - 8 Oct

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

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

A woman in a green swimsuit standing in a pool with a stone wall and a glass ceiling.

A breakfast buffet with pastries, bread, and condiments.

12. L'Orto delle Terme

17.4 km from Castiglion del Bosco Winery

Stimson

3.347.110 ₫

3.800.173 ₫ total

includes taxes & fees

26 Oct - 27 Oct

A poolside area with two glasses of water, candles, and a stone pathway.

A buffet with various baked goods and pastries.

A courtyard with a stone pathway, potted plants, and a building with multiple windows and a tiled roof.

A bedroom with a bed, a nightstand, a lamp, a painting, and a view through a window.

13. Casanova - Panoramic Rooms and Suites

15.8 km from Castiglion del Bosco Winery

Jarkko

4.731.733 ₫

5.323.199 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A pool with a stone wall, a view of the countryside, and a building with a tiled roof.

A hotel with a classic facade, multiple windows with shutters, and a sign indicating it is the "Hotel dei Capitani."

A terrace with outdoor seating, a view of the landscape, and a building with large windows.

A buffet setup with various food items, a coffee station, and a counter with beverages.

14. Hotel Dei Capitani

6.4 km from Castiglion del Bosco Winery

Leonel

3.581.061 ₫

4.175.754 ₫ total

includes taxes & fees

21 Oct - 22 Oct

An aerial view of a historic stone building complex with a swimming pool, surrounded by lush greenery and vineyards.

A dining table with a view of a green field through an arched window, a vase with flowers, and a tray with food and drinks.

A bedroom with a large bed, wooden furniture, a window with a view, and a rustic ceiling.

A swimming pool with a clear view of the surrounding forest and hills.

15. Bosco della Spina

10.9 km from Castiglion del Bosco Winery

Lizl

2.233.935 ₫

2.693.916 ₫ total

includes taxes & fees

15 Oct - 16 Oct

An outdoor dining setup with various dishes on rustic wooden tables, set against a scenic backdrop of rolling hills and a sunset.

A rustic villa with traditional architecture, surrounded by olive groves and a mountainous backdrop.

A rustic stone building with a tower, surrounded by lush greenery and a vegetable garden.

A large outdoor swimming pool with multiple sections, surrounded by lounge chairs and a modern building with a unique roof structure.

16. Podere Spedalone

18.8 km from Castiglion del Bosco Winery

Ardeshir

4.057.140 ₫

4.581.147 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A room with a grand piano, a fireplace, and a stone wall.

Two people sitting on chairs in an outdoor area with stone walls and a brick floor. There are potted plants and a sign with the number 30 visible.

A room with a piano, a window, and a brick wall.

A cozy room with a fireplace, a table set with dishes, and various decorative items.

17. Locanda del Loggiato

17.4 km from Castiglion del Bosco Winery

Chucri

3.951.884 ₫

4.465.277 ₫ total

includes taxes & fees

15 Oct - 16 Oct

A pool with a tree in the center, surrounded by a deck and a view of hills in the background.

A bar area with green walls, wooden stools, and a bar counter.

18. La Posta Hotel & Thermal Spa

17.4 km from Castiglion del Bosco Winery

Anna

11.662.113 ₫

12.976.320 ₫ total

includes taxes & fees

21 Oct - 22 Oct

A stone building with a gravel path leading to it, surrounded by greenery and white chairs.

A stone building with a wooden table and chairs in a courtyard.

A rustic room with a stone wall, a wooden reception desk, and a table with chairs.

A rustic interior with a fireplace, wooden furniture, and a large window offering a view.

19. Agriturismo Il Cocco

9.2 km from Castiglion del Bosco Winery

Rodrigo

2.976.152 ₫

3.392.060 ₫ total

includes taxes & fees

1 Oct - 2 Oct

A courtyard with outdoor seating, a covered area, and a building with brick walls and green shutters.

A historic building with a sign reading "Borgo Antico" and a "Ristorante" sign below.

A living room with a white sofa, a coffee table, and a painting of a historical scene. There is a lamp, a small table with a plant, and a sign indicating room numbers.

A bedroom with a bed, a sofa, a desk, and a TV. There are windows with curtains and a view of greenery outside.

20. Hotel Borgo Antico

14.8 km from Castiglion del Bosco Winery

Charles

2.744.740 ₫

3.167.121 ₫ total

includes taxes & fees

27 Sept - 28 Sept

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Top Castiglion del Bosco Winery Hotel Reviews

Villa Le Prata - Residenza del Vescovo

10/10 Excellent

"A lovely place to enjoy the wine and the region. Rooms are spacious and extremely clean. House has a magical feel to it. Staff were so kind and always on hand to help out. A wonderful visit!"

Drogheria & Locanda Franci

10/10 Excellent

"Hard to separate the charm of Montalcino from that of our hotel and staff but this hotel and staff would have stood out in any location. Our suite was elegant and spacious situated in the heart of Montalcino's many shops and cafés. The staff made us feel like family they were hosting, always gracious, never mercenary. It felt a bit like staying at a friends beautiful home with the butler and staff remaining to attend to our needs. The food was delicious, artfully and graciously presented. Our stay included a free small group private tasting and tour of the Tassi winery, founded by the hotel owner's grandfather (who was himself a sharecropper for the Brunello-founding Biondi Santi family). If we could only ever revisit one place in our Italian tour, I think we'd choose this one. Five stars all around."

Hotel Dei Capitani

10/10 Excellent

"Hotel Dei Capitani was a wonderful hotel with a fantastic view. It was so relaxing to open our doors to the balcony and see the sunrise and sunset colors over the lovely countryside. A great location and the staff were so helpful. We highly recommend this hotel."

Palazzo Saloni

10/10 Excellent

"Excellent location to tour wine country montalcino."

Albergo Giardino

8/10 Good

"Ubicado frente a la plaza, es un hotel muy sencillo, atendido cálidamente por su dueña. Ella está siempre dispuesta a ayudarte en lo que necesites. La habitación tiene aire acondicionado, pero es muy ruidoso. La cama es cómoda, grande y la ropa de blanco excelente. Pedí con anticipación desayuno apto celíacos y me preparó una bandeja con varios panes y muffins muy ricos sin gluten."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

Podere Brizio

10/10 Excellent

"Lovely setting. Great views and incredibly helpful staff. Really enjoyed our two days. Can’t wait to come back 👍"

Fattoria Casabianca

10/10 Excellent

"El lugar está muy bonito, el servicio es bueno, personal amable , el area de alberca está muy bien, 10/10"

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 browsing the exhibits at 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 when you take a trip to 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.

How many hotels are there near Castiglion del Bosco Winery?

Expedia has 161 hotels and other accommodation options 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! Most room reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you booked a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Add dates, click "Search", then use the "fully refundable" filter to view the best deals near Castiglion del Bosco Winery.

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, Corte Pavone Winery or Capanna of Cencioni. 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 Cantina di Montalcino.

Search Hotels Near Castiglion del Bosco Winery, Montalcino

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Our top choices for Castiglion del Bosco Winery hotels

1. Hotel Vecchia Oliviera

2. Villa Le Prata - Residenza del Vescovo

3. Capanna Suites

4. Corte Francigena - Apartments

5. B&B Le Scalette di Piazza

6. Casa Franci Montalcino

7. Idolina Guest House

8. Mercure Petriolo Siena Terme Spa Hotel

9. Locanda nel Cassero

10. Le Ragnaie

11. Agriturismo La casella

12. L'Orto delle Terme

13. Casanova - Panoramic Rooms and Suites

14. Hotel Dei Capitani

15. Bosco della Spina

16. Podere Spedalone

17. Locanda del Loggiato

18. La Posta Hotel & Thermal Spa

19. Agriturismo Il Cocco

20. Hotel Borgo Antico

Top Castiglion del Bosco Winery Hotel Reviews

Villa Le Prata - Residenza del Vescovo

Drogheria & Locanda Franci

Hotel Dei Capitani

Palazzo Saloni

Albergo Giardino

Castiglion del Bosco, A Rosewood Hotel

Podere Brizio

Fattoria Casabianca

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