The Best Hotels Closest to Castiglion del Bosco Winery in Montalcino for 2026

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Our top choices for Castiglion del Bosco Winery hotels

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

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

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

A hotel room with a bed, a sofa, a table with a vase of flowers, a TV, and a window with a view.

1. SI Montalcino Hotel

6.8 km from Castiglion del Bosco Winery

Sam

₩130,017

₩178,395 total

includes taxes & fees

Oct 23 - Oct 24

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.

2. Corte Francigena - Apartments

12.7 km from Castiglion del Bosco Winery

Ivan

₩182,345

₩212,885 total

includes taxes & fees

Nov 1 - Nov 2

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.

3. Podere Montale Il Borgo

18.3 km from Castiglion del Bosco Winery

Annie

₩202,346

₩222,579 total

includes taxes & fees

Oct 7 - Oct 8

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

A bedroom with a large window overlooking a castle, a bed, and a mirror on the wall.

4. Casa Franci Montalcino

6.5 km from Castiglion del Bosco Winery

Peter

₩280,096

₩323,457 total

includes taxes & fees

Oct 14 - Oct 15

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

5. Mercure Petriolo Siena Terme Spa Hotel

9.7 km from Castiglion del Bosco Winery

Mike

₩115,135

₩126,648 total

includes taxes & fees

Oct 4 - Oct 5

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 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.

6. Bosco della Spina

10.9 km from Castiglion del Bosco Winery

Lizl

₩110,325

₩133,639 total

includes taxes & fees

Oct 27 - Oct 28

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

A breakfast buffet with pastries, bread, and condiments.

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

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

7. L'Orto delle Terme

17.4 km from Castiglion del Bosco Winery

Stimson

₩173,747

₩197,266 total

includes taxes & fees

Oct 15 - Oct 16

A spa area with a stone wall, wooden beams, a large window with a view, and a hot tub.

A pool surrounded by manicured gardens and vineyards, with a clear view of rolling hills in the background.

A picnic setup with a basket, blanket, pillows, and food items on a grassy area with a hilly landscape in the background.

A stone house with a covered patio, a stone pathway, and well-maintained landscaping.

8. Mastrojanni Relais - Small Luxury Hotels of the World

13 km from Castiglion del Bosco Winery

Laura

₩637,724

₩716,847 total

includes taxes & fees

Oct 8 - Oct 9

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.

9. Podere Montale Winery

19.1 km from Castiglion del Bosco Winery

Hala

₩225,250

₩247,775 total

includes taxes & fees

Oct 20 - Oct 21

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 bright, modern bathroom with a large mirror, a towel rack, and a sink.

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

10. B&B Porta Castellana

6.6 km from Castiglion del Bosco Winery

Diane

₩274,436

₩314,165 total

includes taxes & fees

Oct 12 - Oct 13

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 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.

11. Hotel Vecchia Oliviera

6.7 km from Castiglion del Bosco Winery

Roy

₩230,280

₩265,610 total

includes taxes & fees

Oct 19 - Oct 20

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

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.

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

12. Idolina Guest House

6.4 km from Castiglion del Bosco Winery

Bradley

₩138,174

₩164,296 total

includes taxes & fees

Oct 27 - Oct 28

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

A buffet with various food items and condiments.

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.

13. B&B Le Scalette di Piazza

6.5 km from Castiglion del Bosco Winery

François

₩178,693

₩202,717 total

includes taxes & fees

Oct 13 - Oct 14

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

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

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.

14. Villa Le Prata - Residenza del Vescovo

6.1 km from Castiglion del Bosco Winery

Karen

₩703,144

₩788,839 total

includes taxes & fees

Nov 1 - Nov 2

A villa with a swimming pool, terraced garden, and a view of distant mountains.

A stone building with a tiled roof, surrounded by a grassy area and flowering plants.

A fire pit with burning logs, surrounded by stone blocks and a metal grill.

A stone building with a gravel pathway leading to the entrance.

15. Agriturismo Il Macchione

19.7 km from Castiglion del Bosco Winery

Nathan

₩264,318

₩296,902 total

includes taxes & fees

Oct 27 - Oct 28

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

16. Le Ragnaie

7.4 km from Castiglion del Bosco Winery

Trevor

₩163,321

₩195,034 total

includes taxes & fees

Oct 28 - Oct 29

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

17. Locanda nel Cassero

14.6 km from Castiglion del Bosco Winery

Edoardo

₩128,393

₩141,232 total

includes taxes & fees

Oct 2 - Oct 3

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

A buffet with various baked goods and pastries.

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

₩229,591

₩258,702 total

includes taxes & fees

Oct 30 - Oct 31

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

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

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

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

19. Fattoria Casabianca

6.2 km from Castiglion del Bosco Winery

Franklyn

₩78,280

₩90,713 total

includes taxes & fees

Oct 12 - Oct 13

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.

20. La Posta Hotel & Thermal Spa

17.4 km from Castiglion del Bosco Winery

Anna

₩617,585

₩687,020 total

includes taxes & fees

Oct 25 - Oct 26

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Top Castiglion del Bosco Winery Hotel Reviews

SI Montalcino Hotel

10/10 Excellent

"Great staff in a convenient location with adequate parking. Convenient location with warm and caring staff and healthy breakfast!"

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."

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!"

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."

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.

Where can I learn more about changing or cancelling my trip in the area near Castiglion del Bosco Winery?

To find more details about rescheduling or cancelling your stay near Castiglion del Bosco Winery, head over to our customer service page.

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.

Find hotels near Castiglion del Bosco Winery, Montalcino from ₩90,713

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Our top choices for Castiglion del Bosco Winery hotels

1. SI Montalcino Hotel

2. Corte Francigena - Apartments

3. Podere Montale Il Borgo

4. Casa Franci Montalcino

5. Mercure Petriolo Siena Terme Spa Hotel

6. Bosco della Spina

7. L'Orto delle Terme

8. Mastrojanni Relais - Small Luxury Hotels of the World

9. Podere Montale Winery

10. B&B Porta Castellana

11. Hotel Vecchia Oliviera

12. Idolina Guest House

13. B&B Le Scalette di Piazza

14. Villa Le Prata - Residenza del Vescovo

15. Agriturismo Il Macchione

16. Le Ragnaie

17. Locanda nel Cassero

18. Casanova - Panoramic Rooms and Suites

19. Fattoria Casabianca

20. La Posta Hotel & Thermal Spa

Top Castiglion del Bosco Winery Hotel Reviews

SI Montalcino Hotel

Castiglion del Bosco, A Rosewood Hotel

Palazzo Saloni

Le Ragnaie

Il Burellino Wine & Resort

Hotel Dei Capitani

Villa Le Prata - Residenza del Vescovo

Albergo Giardino

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