Top 10 Hotels Near Castiglion del Bosco Winery in Montalcino for 2026

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Our top choices for Castiglion del Bosco Winery hotels

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

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

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.

1. Drogheria & Locanda Franci

6.5 km from Castiglion del Bosco Winery

Martin

RM843

RM974 total

includes taxes & fees

14 Sept - 15 Sept

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

A traditional stone building with a garden in front, surrounded by other stone buildings.

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.

2. B&B Porta Castellana

6.6 km from Castiglion del Bosco Winery

Diane

RM841

RM963 total

includes taxes & fees

25 Sept - 26 Sept

A poolside area with two lounge chairs and a woven ottoman.

A view through a window with a stone wall and gravel ground, overlooking a landscape with fields and distant hills.

A stone building with a tiled roof, surrounded by greenery and a stone wall.

A garden with red flowers, a pool area with lounge chairs, and a stone wall.

3. Il Burellino Wine & Resort

5.6 km from Castiglion del Bosco Winery

Stephanie

RM903

RM1,031 total

includes taxes & fees

8 Oct - 9 Oct

A vineyard with a table set up for a meal, surrounded by grapevines and hills in the background.

A stone building with multiple rooms, surrounded by a landscaped garden and a winding road.

A dining table set with wine glasses, cutlery, and a woven placemat. A fireplace is visible in the background.

A view through an arched window with stone walls, leading to a vineyard landscape.

4. Podere Montale Winery

19.1 km from Castiglion del Bosco Winery

Hala

RM766

RM842 total

includes taxes & fees

9 Sept - 10 Sept

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

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

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

5. Capanna Suites

6.8 km from Castiglion del Bosco Winery

Michael

RM1,889

RM2,125 total

includes taxes & fees

9 Oct - 10 Oct

A long wooden table set for a formal outdoor event, surrounded by wooden chairs, with a pergola overhead.

A rectangular swimming pool with a tiled deck, surrounded by lounge chairs and a metal railing.

A stone building with a terrace overlooking a mountainous landscape.

6. Podere Montale Il Borgo

18.3 km from Castiglion del Bosco Winery

Annie

RM689

RM758 total

includes taxes & fees

10 Sept - 11 Sept

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

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

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.

7. Le Ragnaie

7.4 km from Castiglion del Bosco Winery

Douglas

RM716

RM834 total

includes taxes & fees

24 Sept - 25 Sept

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

A spacious lobby with a tiled floor, a wooden reception desk, a staircase, and a large floral painting on the wall.

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

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

8. Hotel Dei Capitani

6.4 km from Castiglion del Bosco Winery

Frankie

RM647

RM749 total

includes taxes & fees

29 Sept - 30 Sept

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

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

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

A large stone castle with multiple towers, surrounded by vineyards and cypress trees.

9. Castello Banfi - Il Borgo - Relais et Chateaux

11.2 km from Castiglion del Bosco Winery

Jason

RM6,329

RM7,009 total

includes taxes & fees

2 Oct - 3 Oct

A room with a bed, a chair, a view through an open window, and a white dresser with bottles and glasses.

A hotel room with a bed, a nightstand with bottles, a chair, and a wardrobe.

A view from a window overlooking a rural landscape with fields and distant hills.

A courtyard with a stone wall, a small pond, and a waterfall. There are trees and plants around, and a building in the background.

10. Albergo Giardino

6.4 km from Castiglion del Bosco Winery

Norma

RM445

RM508 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

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

11. Mercure Petriolo Siena Terme Spa Hotel

9.7 km from Castiglion del Bosco Winery

Mike

RM371

RM408 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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

A courtyard with outdoor seating, a building with multiple windows, and a stone wall.

12. Palazzo Saloni

6.7 km from Castiglion del Bosco Winery

BRIAN

RM1,587

RM1,783 total

includes taxes & fees

10 Sept - 11 Sept

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

13. Corte Francigena - Apartments

12.7 km from Castiglion del Bosco Winery

Ryan

RM699

RM816 total

includes taxes & fees

5 Oct - 6 Oct

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

A rustic interior with stone walls, a wooden barrel, and a chalkboard menu.

14. Locanda nel Cassero

14.6 km from Castiglion del Bosco Winery

Edoardo

RM365

RM402 total

includes taxes & fees

20 Sept - 21 Sept

A stone building with an arched entrance, a staircase leading to a second level, and a sign indicating apartments 101-102.

A dining area with a round table set for a meal, surrounded by wooden cabinets stocked with wine bottles.

A paved pathway with yellow flowers and tall trees, a lamp post, and a clear blue sky.

A stone building with a swimming pool, surrounded by grass and trees.

15. Fattoria Casabianca

6.2 km from Castiglion del Bosco Winery

Franklyn

RM258

RM298 total

includes taxes & fees

5 Oct - 6 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.

16. Bosco della Spina

10.9 km from Castiglion del Bosco Winery

Lizl

RM454

RM538 total

includes taxes & fees

5 Oct - 6 Oct

A patio with a table and chairs, a bottle of wine, and a glass of red wine. The patio overlooks a scenic landscape with rolling hills and a distant building.

A stone building with a tiled roof, illuminated by ground lights.

A view through a brick archway of a green field with trees and a fence.

A room with a large ornate mirror, a lamp, and a vase with flowers.

17. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

13.1 km from Castiglion del Bosco Winery

Ilaria

RM304

RM353 total

includes taxes & fees

2 Oct - 3 Oct

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

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

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.

18. Hotel Borgo Antico

14.8 km from Castiglion del Bosco Winery

Charles

RM479

RM550 total

includes taxes & fees

9 Oct - 10 Oct

A stone building with a pool overlooking a mountainous landscape.

A stone pathway leading to a gate with tall cypress trees on either side, illuminated by soft lighting.

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

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

19. Castello di Velona Resort Thermal SPA & Winery

14.1 km from Castiglion del Bosco Winery

Song

RM3,097

RM3,454 total

includes taxes & fees

27 Sept - 28 Sept

A building with a paved driveway and a lawn.

A restaurant with round tables, white tablecloths, and wooden chairs. Large windows offer a view of a green landscape.

A bedroom with a bed, a bedside table with a tray of tea items, a picture on the wall, and a view of a green field through the window.

A window with an open book and a glass of red wine, overlooking a swimming pool and lush greenery.

20. Hotel Osteria Dell Orcia

17.9 km from Castiglion del Bosco Winery

Armsthon

RM1,289

RM1,446 total

includes taxes & fees

1 Oct - 2 Oct

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Top Castiglion del Bosco Winery Hotel Reviews

Podere Brizio

10/10 Excellent

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

B&B Le Scalette di Piazza

8/10 Good

"The place is well situated and clean The access is a little hard with big luggages (stairs and narrow entrance) It was a little to find the exact location as it is in a small alleyway"

Capanna Suites

10/10 Excellent

"Amazing place will hundreds percent"

PALAZZO DEL CARDINALE

10/10 Excellent

"Very nice place. Good king size bed and wonderful sheets. Breakfast was really fresh too, with delicious pastries. Awesome view in the valley, however we had an upgraded suite. AC was very welcome, it was 36C outside. I would recommend this one to all my friends. Also location was great, very central and a lot of restaurants close by."

Drogheria & Locanda Franci

10/10 Excellent

"The property was beautiful. Highlight of the 3 pieces we stayed! Montalcino is as picturesque as we had hoped. Would definitely stay and recommend to anybody again! Great job!"

SI Montalcino Hotel

10/10 Excellent

"Las Muchachas del Fron deck super Amable"

Le Ragnaie

10/10 Excellent

"Clean room and friendly staff"

Il Burellino Wine & Resort

10/10 Excellent

"We had the best stay ever here. We loved that there are only 3 rooms which creates a more intimate experience. The room and grounds were extremely well kept and clean, the pool area was just lovely and the breakfast each morning was absolutely delicious. I dream about this place every day since we left and we will definitely be back some day."

Hotel Dei Capitani

10/10 Excellent

"Great location, excellent staff and beautiful views. Breakfast is good selection and rooms are clean and comfortable, more spacious than most also."

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 152 hotels and other accommodations within a few miles for a convenient home base.

Where is the best place 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 traveller 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 5 miles include Drogheria & Locanda Franci and Casali di Bibbiano.

How many hotels are there near Castiglion del Bosco Winery?

Expedia has 152 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 Cantina di Montalcino and Castello Tricerchi Winery.

Hotels near Castiglion del Bosco Winery

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Treat yourself

Be picky

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Our top choices for Castiglion del Bosco Winery hotels

1. Drogheria & Locanda Franci

2. B&B Porta Castellana

3. Il Burellino Wine & Resort

4. Podere Montale Winery

5. Capanna Suites

6. Podere Montale Il Borgo

7. Le Ragnaie

8. Hotel Dei Capitani

9. Castello Banfi - Il Borgo - Relais et Chateaux

10. Albergo Giardino

11. Mercure Petriolo Siena Terme Spa Hotel

12. Palazzo Saloni

13. Corte Francigena - Apartments

14. Locanda nel Cassero

15. Fattoria Casabianca

16. Bosco della Spina

17. Cordella in Valdorcia Truffle & Olive Oil Resort - Podere Borgasso

18. Hotel Borgo Antico

19. Castello di Velona Resort Thermal SPA & Winery

20. Hotel Osteria Dell Orcia

Top Castiglion del Bosco Winery Hotel Reviews

Podere Brizio

B&B Le Scalette di Piazza

Capanna Suites

PALAZZO DEL CARDINALE

Drogheria & Locanda Franci

SI Montalcino Hotel

Le Ragnaie

Il Burellino Wine & Resort

Hotel Dei Capitani

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