
Castiglion del Bosco, A Rosewood Hotel is a luxury hotel in the Tuscan countryside located 12 km from Montalcino. It features comfortable rooms, an outdoor swimming pool with panoramic views, and free Wi-Fi. Parking is free. The spacious rooms come with air conditioning and parquet floors. They include a bathroom with bath and shower, a seating area, and satellite TV. All the rooms offer views of the Tuscan hills. This 5-star hotel provides a generous American breakfast in the morning. The restaurant offers traditional food and wines from Tuscany. Guests can pamper themselves in the hotel’s relaxing facilities including a fitness centre, a sauna, and a Turkish bath. The property also offers wine tasting tours in its own cellar and winery. With the green surroundings of Val D’Orcia, this hotel is an ideal place for outdoor activities like cycling, hiking, and fishing. Castiglion del Bosco, A Rosewood Hotel is 40 km from Siena, and a 2-hour drive from Florence.
Exceptional
56 reviews

Villa Le Prata - Residenza del Vescovo is housed in an 18th-century restored villa in the peaceful Tuscan countryside, a 5-minute drive from Montalcino. It offers a lush garden, free private parking, and free WiFi in public areas. Overlooking the private park or the vineyards, the air-conditioned rooms at Villa Le Prata all come with antique furnishings. They include a private bathroom fitted with a shower, a flat-screen TV and a minibar. The property is in an area ideal for hiking, cycling, and wine/food-tasting tours. You can also visit the Sant'Antimo Abbey, located 13 km away.
Exceptional
109 reviews

Surrounded by olive groves and vineyards, Podere Brizio offers accommodation in the Tuscan countryside, a 10-minute drive from Montalcino. The property offers a free spa, pool, and tennis court. All air-conditioned rooms come with free WiFi, a satellite TV and a minibar. The private bathroom comes with a shower. Every morning, guests are served breakfast, which includes homemade cakes and seasonal local products. Set on a working farm, the property produces Brunello wine and olive oil. The on-site restaurant is open on reservation. Free parking is available on-site. Sant'Angelo Scalo Railway Station is 5 km away.
Exceptional
668 reviews

Featuring an outdoor pool and a terrace, Le Ragnaie offers elegant country-style accommodation in the Tuscan countryside. Just 3 km from Montalcino, the property produces red wine and olive oil. With views of the Orcia Valley and free Wi-Fi, the air-conditioned apartments include a seating area with sofa, satellite TV, a dining area, and a fully equipped kitchenette with oven. The private bathroom comes with a shower, hairdryer and free toiletries. A sweet and savoury breakfast buffet is served daily. Le Ragnaie is a 20-minute drive from San Quirico d’Orcia, while Siena and Chianciano Terme are 40 km away.
Exceptional
656 reviews

<h2>Elegant Accommodations</h2> Capanna Suites in Montalcino offers farm stay accommodations with private bathrooms, mountain views, and modern amenities. Each room includes air-conditioning, a work desk, and free WiFi. <h2>Exceptional Facilities</h2> Guests enjoy an infinity swimming pool, spa and wellness centre, and a lush garden. The terrace provides outdoor relaxation, while the restaurant serves Italian and local cuisines in a romantic ambience. <h2>Prime Location</h2> Located 35 km from Piazza del Campo and Mount Amiata, the property is near attractions such as Parco dei Mulini and the National Picture Gallery Siena. Free on-site private parking and cycling activities enhance the stay. <h2>Guest Satisfaction</h2> Highly rated for its restaurant, scenic location, and attentive staff, Capanna Suites ensures a memorable experience for all visitors.
Exceptional
523 reviews

Immersed in the peaceful greenery of Val d'Orcia Valley, the elegant Borgo Canalicchio features 2 outdoor pools, free Wi-Fi and a large garden. All self-catering apartments offer air conditioning and a flat-screen TV, 2 km from historic Montalcino. Wrought-iron beds and wood-beamed ceilings characterise apartments at Borgo Canalicchio Di Sopra Relais. Each has a fully equipped kitchen and comfortable lounge area. This family-run estate produces and sells its own Brunello wine. Nearby Montalcino hosts a range of restaurants, shops and bars.
Exceptional
269 reviews

Surrounded by vineyards, Argiano Dimore Wine Relais is a working farmstay in Val D’Orcia, a 10-minute drive from Montalcino and 25 km from San Quirico D'orcia. It features a restaurant, a bar, a seasonal outdoor pool and free Wi-Fi. The air conditioned rooms come with a wooden beamed ceiling and offer garden views and a private bathroom with a hairdryer and complimentary toiletries. À la carte breakfast is available daily. Guests of Argiano Dimore Wine Relais have access to a garden with barbecue facilities. An array of activities can be enjoyed on site or in the surroundings, including horse riding, cycling and hiking. Argiano Dimore Wine Relais offers free parking.
Exceptional
99 reviews

<h2>Historic Setting</h2> Podere Cunina in Buonconvento offers a farm stay experience within a historic building. The property features a swimming pool with a view, sun terrace, and lush garden. <h2>Comfortable Accommodations</h2> Guests enjoy private check-in and check-out services, air-conditioning, and family rooms. Additional amenities include a washing machine, private bathroom, and free WiFi. <h2>Outdoor Activities</h2> The farm stay provides yoga classes, hiking, and cycling opportunities. Outdoor seating areas and a solarium enhance the relaxing atmosphere. <h2>Local Attractions</h2> Located 32 km from Piazza del Campo and 23 km from Parco dei Mulini, Podere Cunina offers easy access to key sites. Free on-site private parking is available.
Exceptional
48 reviews

Set on a hilltop 10 km from Montalcino overlooking its own vineyards, Castello Banfi - Il Borgo - Relais et Chateaux offers elegant rooms. This hotel boasts an outdoor pool, gym and its own winery and cellar. The restaurant serves Tuscan cuisine and local wines. Guests will have discounts on wine at the Cantine Banfi wine cellar. Offering views of the Ombrone valley and the vineyards, each room comes with free Wi-Fi, a flat-screen TV with Sky channels, and a walk-in rainfall shower. Some rooms have a bath. Rooms are furnished with wood-beamed ceilings and Tuscan-style interiors. With stone arches and antique chandeliers, the restaurant provides local specialities at lunch and dinner. Breakfast is provided as a buffet. Siena is a 1-hour drive away and Montepulciano is 50 km from the Castello Banfi hotel.
Exceptional
162 reviews

<h2>Elegant Accommodation</h2> Agriturismo Pieve Sprenna in Buonconvento offers a farm stay with a swimming pool with a view, a lush garden, and a traditional restaurant. Guests enjoy free WiFi, a bar, and an outdoor play area. <h2>Comfortable Amenities</h2> The property features family rooms, a hot tub, and an electric vehicle charging station. Additional facilities include a coffee shop, outdoor seating, picnic area, and bicycle parking. Free on-site private parking is available. <h2>Dining Experience</h2> Breakfast includes continental, American, Italian, vegetarian, and gluten-free options with local specialities, warm dishes, fresh pastries, cheese, and fruits. The restaurant serves dinner with vegetarian and gluten-free menus. <h2>Local Attractions</h2> Piazza del Campo and the National Picture Gallery Siena are 26 km away. Other points of interest include the National Museum of Etruscan Archaeology at 27 km and Parco dei Mulini at 28 km.
Exceptional
92 reviews

<h2>Elegant Accommodation</h2> Casanova di Campriano in Lupompesi offers a holiday home with a swimming pool, sun terrace, and garden. Guests enjoy free WiFi, air-conditioning, and a fully equipped kitchen. <h2>Outdoor Amenities</h2> The property features an open-air bath, solarium, and outdoor seating area. Additional facilities include a washing machine, dishwasher, and free on-site private parking. <h2>Prime Location</h2> Located 18 km from Piazza del Campo and Palazzo Chigi-Saracini, the holiday home provides easy access to Siena attractions. Guests appreciate the scenic views and the friendly host.
Exceptional
191 reviews


Note: The prices for each boutique hotels in Castiglione Del Bosco do vary. This can be because of the number of people you are booking for, how far in advance you book and the season. The prices above are only meant as a rough estimate for comparison purposes. Click the buttons above (or click here) to get the latest prices.
As you search for a luxury or boutique stay in Castiglione del Bosco, Italy, you'll find that this enchanting region offers an array of attractions that perfectly complement your getaway.
Castiglione del Bosco Wine Estate: Discover the exquisite wines at this renowned estate, where vineyard tours and tastings provide a delightful insight into Tuscany’s remarkable viticulture.
Abbey of Sant'Antimo: Visit this stunning Romanesque abbey nestled in the beautiful countryside, known for its impressive architecture and tranquil surroundings that invite peaceful contemplation.
Brunello di Montalcino: Indulge in a wine tasting experience featuring the prestigious Brunello di Montalcino, a must-try for connoisseurs looking to savor the region's finest offerings.
Historic Town of Montalcino: Stroll through the charming streets of Montalcino, where you can explore medieval buildings, quaint shops, and authentic Italian eateries that reflect local culture.
Val d'Orcia Natural Park: Take a scenic drive or hike in Val d'Orcia, a UNESCO World Heritage site, showcasing rolling hills, stunning landscapes, and picturesque villages that enhance your travel experience.
Pienza: Experience the Renaissance magic of Pienza, a short drive away, where you can marvel at its architectural beauty and enjoy delicious pecorino cheese from local shops.
Civita di Bagnoregio: Embark on a day trip to Civita di Bagnoregio, often called the "dying town," perched atop a hill and accessible by a footbridge, offering breathtaking views and unique charm.
Siena: Revel in the rich history of Siena, just a short journey from your boutique hotel, where you can admire the stunning Piazza del Campo and the magnificent Gothic architecture that defines the city.
Transportation/Shuttle service is available at the following boutique hotels in Castiglione del Bosco:
A spa is available to guests at the following boutique hotels in Castiglione del Bosco:
Families traveling in Castiglione del Bosco enjoyed their stay at the following boutique hotels:
Some of the best boutique hotels in Castiglione del Bosco are: