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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Castiglion del Bosco Winery hotels

A stone-walled room with a large arched doorway, a sofa, a table with a vase, and a view of the landscape.

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

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

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

1. Castiglion del Bosco, A Rosewood Hotel

0.5 km from Castiglion del Bosco Winery

Mohammed

฿57,685

฿63,832 total

includes taxes & fees

10 Oct - 11 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 bedroom with a bed, a desk, a chair, a window with a view, and a wall clock.

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

2. B&B Le Scalette di Piazza

6.5 km from Castiglion del Bosco Winery

François

฿4,020

฿4,573 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

3. Hotel More Di Cuna

18.3 km from Castiglion del Bosco Winery

Somayyeh

฿2,008

฿2,398 total

includes taxes & fees

3 Nov - 4 Nov

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

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

An underground wine cellar with brick walls, wooden tables, and chairs.

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

4. Dimora delle Muse

10.2 km from Castiglion del Bosco Winery

Bradley N.

฿5,932

฿6,828 total

includes taxes & fees

2 Nov - 3 Nov

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

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

5. Corte Francigena - Apartments

12.7 km from Castiglion del Bosco Winery

Ivan

฿4,201

฿4,924 total

includes taxes & fees

2 Nov - 3 Nov

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

A stone building with a curved driveway and a view of the countryside.

6. Podere Montale Winery

19.1 km from Castiglion del Bosco Winery

Hala

฿5,535

฿6,088 total

includes taxes & fees

19 Oct - 20 Oct

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

A table set with a bottle of wine, glasses, and a plate of food, overlooking a mountainous landscape.

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

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.

7. Bosco della Spina

10.9 km from Castiglion del Bosco Winery

Lizl

฿2,720

฿3,294 total

includes taxes & fees

27 Oct - 28 Oct

A stone building with a terrace overlooking a mountainous landscape.

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

A dining area with wooden beams, a fireplace, and multiple tables and chairs.

8. Podere Montale Il Borgo

18.3 km from Castiglion del Bosco Winery

Annie

฿4,981

฿5,480 total

includes taxes & fees

8 Oct - 9 Oct

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 rustic stone building with a tiled roof, a covered patio with outdoor seating, and well-maintained gardens.

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

9. Antico Casale L'Impostino

10.9 km from Castiglion del Bosco Winery

Maria

฿4,406

฿4,847 total

includes taxes & fees

19 Oct - 20 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 bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.

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

10. Casa Franci Montalcino

6.5 km from Castiglion del Bosco Winery

Peter

฿6,648

฿7,690 total

includes taxes & fees

14 Oct - 15 Oct

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 aerial view of a two-story stone building with a swimming pool in the foreground.

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

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

11. Hotel Vecchia Oliviera

6.7 km from Castiglion del Bosco Winery

Roy

฿5,226

฿6,050 total

includes taxes & fees

19 Oct - 20 Oct

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 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.

12. Mercure Petriolo Siena Terme Spa Hotel

9.7 km from Castiglion del Bosco Winery

Mike

฿2,834

฿3,118 total

includes taxes & fees

8 Oct - 9 Oct

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

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

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

A bedroom with a large bed, a red sofa, a wooden wardrobe, and a view through a glass door.

13. Il Burellino Wine & Resort

5.6 km from Castiglion del Bosco Winery

Timothy

฿6,193

฿7,190 total

includes taxes & fees

5 Nov - 6 Nov

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.

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

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

14. Le Ragnaie

7.4 km from Castiglion del Bosco Winery

Trevor

฿3,623

฿4,363 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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.

15. Podere Brizio

6.5 km from Castiglion del Bosco Winery

Aseem

฿6,750

฿7,728 total

includes taxes & fees

31 Oct - 1 Nov

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

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

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.

16. SI Montalcino Hotel

6.8 km from Castiglion del Bosco Winery

Farasley

฿3,199

฿4,389 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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.

17. Castello Banfi - Il Borgo - Relais et Chateaux

11.2 km from Castiglion del Bosco Winery

Jason

฿37,500

฿41,629 total

includes taxes & fees

1 Nov - 2 Nov

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

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

18. Villa Le Prata - Residenza del Vescovo

6.1 km from Castiglion del Bosco Winery

Karen

฿14,716

฿16,566 total

includes taxes & fees

5 Nov - 6 Nov

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

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

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

A breakfast buffet with pastries, bread, and condiments.

19. L'Orto delle Terme

17.4 km from Castiglion del Bosco Winery

Stimson

฿4,283

฿4,863 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

20. Hotel Dei Capitani

6.4 km from Castiglion del Bosco Winery

Phillip

฿4,397

฿5,139 total

includes taxes & fees

21 Oct - 22 Oct

View all properties

Top Castiglion del Bosco Winery Hotel Reviews

Albergo Giardino

8/10 Good

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

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Nice and quiet excellent hospitality"

Le Ragnaie

10/10 Excellent

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

Hotel Dei Capitani

10/10 Excellent

"The property had a great location and a friendly staff and a room with Incredible views and parking was right next door"

Palazzo Saloni

10/10 Excellent

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

B&B Le Scalette di Piazza

10/10 Excellent

"The hospitality was amazing and the room was clean and very inviting!"

Il Burellino Wine & Resort

10/10 Excellent

"Our stay in Tuscany was one of our favorite parts of our entire Italy trip, and this farmhouse was a big part of what made it so special. The property is absolutely stunning. We actually extended our stay and stayed in two different rooms, and both were gorgeous, beautifully decorated, comfortable, and spotless. The host was incredibly kind and helpful, and gave us great recommendations for restaurants and things to do nearby. The location is perfect, less than five minutes from the charming town of Montalcino, with so many wineries just a short drive away. We did a wine tour and tasting less than 10 minutes from the property. Breakfast was included and delicious, with so much variety. The grounds are beautiful as well, with gorgeous plants, a lovely pool, and even a vineyard on the property. We absolutely loved our stay and would come back in a heartbeat!"

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!"

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Altesino

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

See properties

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.

See properties

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.

See properties

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.

See properties

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.

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 Casa Franci Montalcino and Agriturismo Il Casalino.

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, 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.

Search Hotels Near Castiglion del Bosco Winery, Montalcino

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Castiglion del Bosco Winery hotels

1. Castiglion del Bosco, A Rosewood Hotel

2. B&B Le Scalette di Piazza

3. Hotel More Di Cuna

4. Dimora delle Muse

5. Corte Francigena - Apartments

6. Podere Montale Winery

7. Bosco della Spina

8. Podere Montale Il Borgo

9. Antico Casale L'Impostino

10. Casa Franci Montalcino

11. Hotel Vecchia Oliviera

12. Mercure Petriolo Siena Terme Spa Hotel

13. Il Burellino Wine & Resort

14. Le Ragnaie

15. Podere Brizio

16. SI Montalcino Hotel

17. Castello Banfi - Il Borgo - Relais et Chateaux

18. Villa Le Prata - Residenza del Vescovo

19. L'Orto delle Terme

20. Hotel Dei Capitani

Top Castiglion del Bosco Winery Hotel Reviews

Albergo Giardino

Castiglion del Bosco, A Rosewood Hotel

Le Ragnaie

Hotel Dei Capitani

Palazzo Saloni

B&B Le Scalette di Piazza

Il Burellino Wine & Resort

Villa Le Prata - Residenza del Vescovo

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