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

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

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.

A villa with a swimming pool, surrounded by lush greenery and a view of distant hills.

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

0.3 mi from Castiglion del Bosco Winery

Abdel

£1,509

includes taxes & fees

18 Oct - 19 Oct

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 hotel room with a large bed, a bedside table, a lamp, a window with curtains, and a view of greenery outside.

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

2. SI Montalcino Hotel

4.3 mi from Castiglion del Bosco Winery

Sam

£93

includes taxes & fees

23 Oct - 24 Oct

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.

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.

3. Le Ragnaie

4.6 mi from Castiglion del Bosco Winery

Trevor

£87

includes taxes & fees

3 Nov - 4 Nov

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

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

4. Podere Brizio

4.1 mi from Castiglion del Bosco Winery

Aseem

£169

includes taxes & fees

31 Oct - 1 Nov

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

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

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

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

5. Corte Francigena - Apartments

7.9 mi from Castiglion del Bosco Winery

Ivan

£96

includes taxes & fees

2 Nov - 3 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.

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

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

6. Dimora delle Muse

6.3 mi from Castiglion del Bosco Winery

Bradley N.

£153

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

7. Antico Casale L'Impostino

6.8 mi from Castiglion del Bosco Winery

Maria

£109

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

8. B&B Le Scalette di Piazza

4 mi from Castiglion del Bosco Winery

François

£112

includes taxes & fees

7 Oct - 8 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.

9. Bosco della Spina

6.7 mi from Castiglion del Bosco Winery

Lizl

£74

includes taxes & fees

27 Oct - 28 Oct

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

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.

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

10. Casa Franci Montalcino

4.1 mi from Castiglion del Bosco Winery

Peter

£165

includes taxes & fees

6 Oct - 7 Oct

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

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

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

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

11. Il Burellino Wine & Resort

3.5 mi from Castiglion del Bosco Winery

Timothy

£174

includes taxes & fees

1 Nov - 2 Nov

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.

12. B&B Porta Castellana

4.1 mi from Castiglion del Bosco Winery

Diane

£174

includes taxes & fees

12 Oct - 13 Oct

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

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

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.

13. Mercure Petriolo Siena Terme Spa Hotel

6 mi from Castiglion del Bosco Winery

Mike

£70

includes taxes & fees

5 Oct - 6 Oct

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

14. L'Orto delle Terme

10.8 mi from Castiglion del Bosco Winery

Stimson

£109

includes taxes & fees

15 Oct - 16 Oct

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

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

A stone building with a garden and a gazebo.

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

15. Villa Le Prata - Residenza del Vescovo

3.8 mi from Castiglion del Bosco Winery

Karen

£372

includes taxes & fees

4 Nov - 5 Nov

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

A traditional kitchen with wooden cabinets, a dining table, and a window providing natural light.

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

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

16. Idolina Guest House

4 mi from Castiglion del Bosco Winery

Bradley

£81

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 a curved driveway and a view of the countryside.

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.

17. Podere Montale Winery

11.9 mi from Castiglion del Bosco Winery

Hala

£127

includes taxes & fees

19 Oct - 20 Oct

A garden with a gazebo, a table tennis table, and a playground.

A rustic entrance with a metal gate, brick walls, and a stone archway leading to a courtyard.

A covered patio with brick walls, arched openings, and outdoor seating.

A swimming pool at dusk with clear reflections, surrounded by trees and lounge chairs.

18. Il Canto del Sole

11.1 mi from Castiglion del Bosco Winery

Corinna

£118

includes taxes & fees

31 Oct - 1 Nov

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 stone building with a balcony and a view of the sea.

19. Podere Montale Il Borgo

11.4 mi from Castiglion del Bosco Winery

Annie

£123

includes taxes & fees

7 Oct - 8 Oct

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

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

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

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

20. Castello Banfi - Il Borgo - Relais et Chateaux

7 mi from Castiglion del Bosco Winery

Jason

£926

includes taxes & fees

1 Nov - 2 Nov

View all properties

Top Castiglion del Bosco Winery Hotel Reviews

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"

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Palazzo Saloni

10/10 Excellent

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

Podere Brizio

10/10 Excellent

"From the moment we arrived to the time we left was excellent, the staff, the room, Breakfast, and pool were all very good, we reserved a table with them in the evening of which was also a lovely experience, on the whole its a lovely and most relaxing place to be. we definitely will return."

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!"

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."

Brunello 3 - Apartment with swimming pool

10/10 Excellent

"It was a perfect getaway and the perfect space for our group. I would absolutely recommend trying to stay during the week because we actually had the grounds to ourself for most of it and it was very peaceful. Lots of great cities within driving distance for day trips but be prepared for country gravel roads. We really enjoyed our time here overall!"

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. SI Montalcino Hotel

3. Le Ragnaie

4. Podere Brizio

5. Corte Francigena - Apartments

6. Dimora delle Muse

7. Antico Casale L'Impostino

8. B&B Le Scalette di Piazza

9. Bosco della Spina

10. Casa Franci Montalcino

11. Il Burellino Wine & Resort

12. B&B Porta Castellana

13. Mercure Petriolo Siena Terme Spa Hotel

14. L'Orto delle Terme

15. Villa Le Prata - Residenza del Vescovo

16. Idolina Guest House

17. Podere Montale Winery

18. Il Canto del Sole

19. Podere Montale Il Borgo

20. Castello Banfi - Il Borgo - Relais et Chateaux

Top Castiglion del Bosco Winery Hotel Reviews

Hotel Dei Capitani

Castiglion del Bosco, A Rosewood Hotel

Palazzo Saloni

Podere Brizio

Il Burellino Wine & Resort

Villa Le Prata - Residenza del Vescovo

Albergo Giardino

Brunello 3 - Apartment with swimming pool

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