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 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.

1. Casa Franci Montalcino

6.5 km from Castiglion del Bosco Winery

Peter

P12,946

P14,950 total

includes taxes & fees

Oct 14 - Oct 15

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

2. Corte Francigena - Apartments

12.7 km from Castiglion del Bosco Winery

Ivan

P9,569

P11,095 total

includes taxes & fees

Oct 11 - Oct 12

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

3. SI Montalcino Hotel

6.8 km from Castiglion del Bosco Winery

Sam

P5,998

P8,230 total

includes taxes & fees

Oct 23 - Oct 24

A stone building with a terrace overlooking a mountainous landscape.

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

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

4. Podere Montale Il Borgo

18.3 km from Castiglion del Bosco Winery

Annie

P9,353

P10,288 total

includes taxes & fees

Oct 5 - Oct 6

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

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.

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

5. Dimora delle Muse

10.2 km from Castiglion del Bosco Winery

Bradley N.

P12,162

P13,947 total

includes taxes & fees

Oct 21 - Oct 22

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.

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

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

Mike

P5,322

P5,854 total

includes taxes & fees

Oct 13 - Oct 14

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

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.

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

7. Le Ragnaie

7.4 km from Castiglion del Bosco Winery

Trevor

P7,534

P8,997 total

includes taxes & fees

Oct 28 - Oct 29

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.

8. Podere Brizio

6.5 km from Castiglion del Bosco Winery

Aseem

P12,655

P14,489 total

includes taxes & fees

Oct 31 - Nov 1

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

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

9. B&B Porta Castellana

6.6 km from Castiglion del Bosco Winery

Diane

P12,714

P14,555 total

includes taxes & fees

Oct 12 - Oct 13

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 stone building with a garden and a gazebo.

10. Villa Le Prata - Residenza del Vescovo

6.1 km from Castiglion del Bosco Winery

Karen

P38,636

P43,209 total

includes taxes & fees

Oct 6 - Oct 7

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."

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

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

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

11. Hotel Vecchia Oliviera

6.7 km from Castiglion del Bosco Winery

Roy

P10,623

P12,253 total

includes taxes & fees

Oct 30 - Oct 31

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

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

12. Idolina Guest House

6.4 km from Castiglion del Bosco Winery

Bradley

P6,546

P7,770 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

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

13. Castello Banfi - Il Borgo - Relais et Chateaux

11.2 km from Castiglion del Bosco Winery

Jason

P63,363

P70,410 total

includes taxes & fees

Oct 24 - Oct 25

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

14. Podere Montale Winery

19.1 km from Castiglion del Bosco Winery

Hala

P12,162

P13,378 total

includes taxes & fees

Oct 28 - Oct 29

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

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

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.

15. Bosco della Spina

10.9 km from Castiglion del Bosco Winery

Lizl

P5,099

P6,177 total

includes taxes & fees

Oct 27 - Oct 28

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

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

An outdoor dining area with round tables set for two, featuring metal chairs and a pergola overhead.

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

16. Fattoria Casabianca

6.2 km from Castiglion del Bosco Winery

Franklyn

P3,618

P4,193 total

includes taxes & fees

Oct 12 - Oct 13

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.

17. B&B Le Scalette di Piazza

6.5 km from Castiglion del Bosco Winery

François

P8,263

P9,374 total

includes taxes & fees

Oct 7 - Oct 8

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

A breakfast table with orange juice, pastries, and a view of rolling hills in the background.

A buffet with various baked goods and pastries.

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

18. Casanova - Panoramic Rooms and Suites

15.8 km from Castiglion del Bosco Winery

"The room snd entire property were spotless clean. Staff wete helpful and friendly. Our room and patio overlooked the d'Orcia valley, gorgeous any time, especially in the morning. The entire grounds, pool, loungers, plants were well maintained. This was our third time at Cassanova and we would come again. A short walk into San Quirico d'Orcia with several good restaurants and a COOP store for drinks and groceries."

Zoltan

P10,592

P11,934 total

includes taxes & fees

Oct 30 - Oct 31

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.

A table set for dining with a scenic view of hills in the background.

19. La Posta Hotel & Thermal Spa

17.4 km from Castiglion del Bosco Winery

Anna

P28,545

P31,754 total

includes taxes & fees

Oct 25 - Oct 26

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.

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.

20. Hotel More Di Cuna

18.3 km from Castiglion del Bosco Winery

Somayyeh

P5,319

P6,206 total

includes taxes & fees

Oct 14 - Oct 15

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Top Castiglion del Bosco Winery Hotel Reviews

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."

Le Ragnaie

10/10 Excellent

"This was a top-notch stay from beginning to end. We stayed 3 nights in the panoramic suite. Every night we watched the sunset. The suite was incredible!! We even made dinner one night. The staff were so helpful - even when my husband thought he lost his backpack! Juliana helped us find it! The owner was gracious and told us we could walk through the vineyards. It was the last day of harvest when we did. Great breakfast with lots of variety. Best stay! Can’t wait to come back!!! Grazie mille!"

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!"

Hotel Dei Capitani

10/10 Excellent

"Amazing view,nice room. Very accommodating staff. 5 star. Continental breakfast very tasty."

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!"

Palazzo Saloni

10/10 Excellent

"Excellent location to tour wine country montalcino."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Very warm and friendly service."

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 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.

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.

Hotels near Castiglion del Bosco Winery

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Treat yourself

Be picky

Check prices for these dates

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Our top choices for Castiglion del Bosco Winery hotels

1. Casa Franci Montalcino

2. Corte Francigena - Apartments

3. SI Montalcino Hotel

4. Podere Montale Il Borgo

5. Dimora delle Muse

6. Mercure Petriolo Siena Terme Spa Hotel

7. Le Ragnaie

8. Podere Brizio

9. B&B Porta Castellana

10. Villa Le Prata - Residenza del Vescovo

11. Hotel Vecchia Oliviera

12. Idolina Guest House

13. Castello Banfi - Il Borgo - Relais et Chateaux

14. Podere Montale Winery

15. Bosco della Spina

16. Fattoria Casabianca

17. B&B Le Scalette di Piazza

18. Casanova - Panoramic Rooms and Suites

19. La Posta Hotel & Thermal Spa

20. Hotel More Di Cuna

Top Castiglion del Bosco Winery Hotel Reviews

Podere Brizio

Le Ragnaie

Il Burellino Wine & Resort

Hotel Dei Capitani

Villa Le Prata - Residenza del Vescovo

Palazzo Saloni

Castiglion del Bosco, A Rosewood Hotel

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