Tuscan countryside retreat blends vineyard charm with golf links, offering a taste of la dolce vita by the pool or during wine tastings
Rosewood Castiglion del Bosco highlights
Rosewood Castiglion del Bosco in Tuscany blends historic luxury with modern amenities. Enjoy an on-site winery, golf course, spa treatments, Italian cuisine at two restaurants, fitness classes, and a rooftop terrace, all near Montalcino.
Rosewood Castiglion del Bosco in Tuscany blends historic luxury with modern amenities. Enjoy an on-site winery, golf course, spa treatments, Italian cuisine at two restaurants, fitness classes, and a rooftop terrace, all near Montalcino.
Wine tasting, poolside relaxation, and artistic exploration converge at this adults-only retreat nestled in rolling hills
What guests liked
Breakfast was described as delicious, fresh, and fantastic with a variety of options.
The pool was perfect and offered stunning views, especially the infinity pool and jacuzzi.
Villa Le Prata - Residenza del Vescovo highlights
Villa Le Prata offers an adults-only escape for wine enthusiasts and art lovers. Enjoy a complimentary breakfast buffet and a manager's reception. The property features an on-site winery, spa tub, seasonal outdoor pool, and art gallery set in picturesque gardens.
Villa Le Prata offers an adults-only escape for wine enthusiasts and art lovers. Enjoy a complimentary breakfast buffet and a manager's reception. The property features an on-site winery, spa tub, seasonal outdoor pool, and art gallery set in picturesque gardens.
A historic district hideaway where barbecue grills beckon and landmarks linger just beyond the doorstep, offering a blend of relaxation and exploration
What guests liked
Breakfast was a lovely and picturesque experience every morning.
B&B Porta Castellana highlights
Tucked in the historical heart, this B&B offers continental breakfast, free Wi-Fi, and garden charm. Guests can enjoy dry cleaning, unwind at the bar, or explore nearby attractions, all while soaking in the quaint, timeless yet contemporary vibe.
Tucked in the historical heart, this B&B offers continental breakfast, free Wi-Fi, and garden charm. Guests can enjoy dry cleaning, unwind at the bar, or explore nearby attractions, all while soaking in the quaint, timeless yet contemporary vibe.
Tuscany's countryside beckons with on-site winery delights and poolside relaxation, inviting guests to savor la dolce vita in picturesque surroundings
What guests liked
The spa was a beautiful and relaxing treat with wonderful facilities and a great addition to the stay.
The pool was great, relaxing, and offered a picturesque view.
The dining experience was exceptional, with stunning views, perfect hosts, and dishes executed to perfection.
Capanna Suites highlights
A tranquil retreat near Tuscany's rolling hills offers an attached winery and fine-dining restaurant. Guests enjoy a continental breakfast before exploring on rental bikes or lounging by the seasonal pool. The overall condition consistently impresses visitors.
A tranquil retreat near Tuscany's rolling hills offers an attached winery and fine-dining restaurant. Guests enjoy a continental breakfast before exploring on rental bikes or lounging by the seasonal pool. The overall condition consistently impresses visitors.
Rural retreat offers a tranquil escape with nature as the backdrop, where attentive staff ensure a smooth, stress-free experience
What guests liked
Homemade breakfasts and baked goods were a highlight, made with love and care by the hosts.
Dimora delle Muse highlights
Dimora delle Muse provides a peaceful countryside getaway. Guests can start their day with a complimentary full breakfast, stay connected with in-room WiFi, and rely on round-the-clock front desk support for any needs that arise during their stay.
Dimora delle Muse provides a peaceful countryside getaway. Guests can start their day with a complimentary full breakfast, stay connected with in-room WiFi, and rely on round-the-clock front desk support for any needs that arise during their stay.
Urban retreat blends art and luxury, offering designer shopping, local health club access, and a stylish escape from city bustle
Idolina Guest House highlights
In the city's core, this guest house marries artistry with comfort. Guests browse on-site designer stores, enjoy complimentary Wi-Fi and breakfast, and can rent bikes to explore nearby sights. The property also offers salon services for those seeking extra pampering.
In the city's core, this guest house marries artistry with comfort. Guests browse on-site designer stores, enjoy complimentary Wi-Fi and breakfast, and can rent bikes to explore nearby sights. The property also offers salon services for those seeking extra pampering.
Urban oasis serves up tranquility and a hearty breakfast spread, all within easy reach of nature's playground
Albergo Giardino highlights
This centrally located hotel offers calm in the city's core. Guests can enjoy a complimentary breakfast buffet before exploring. A serene garden provides a green respite, while in-room WiFi keeps them connected. Nature lovers will appreciate the nearby reserve.
This centrally located hotel offers calm in the city's core. Guests can enjoy a complimentary breakfast buffet before exploring. A serene garden provides a green respite, while in-room WiFi keeps them connected. Nature lovers will appreciate the nearby reserve.
This Italian B&B blends history and comfort, serving up local flavors for breakfast and offering a cozy spot to map out your day's adventures
What guests liked
Breakfast was a great addition with friendly staff and a variety of tasty options.
B&B Le Scalette di Piazza highlights
Tucked in Piazza's center, Le Scalette di Piazza offers a quaint escape. Guests enjoy a hearty breakfast, dive into a book from the library, or surf the web with in-room WiFi. It's like staying at a friend's place, if your friend lived in a slice of Italian charm.
Tucked in Piazza's center, Le Scalette di Piazza offers a quaint escape. Guests enjoy a hearty breakfast, dive into a book from the library, or surf the web with in-room WiFi. It's like staying at a friend's place, if your friend lived in a slice of Italian charm.
Tuscany's essence unfolds through wine tastings, yoga classes, and ecotours, offering a perfect blend of relaxation and adventure
Castello Banfi - Il Borgo highlights
Castello Banfi - Il Borgo, near Abbazia di Sant'Antimo, captures the spirit of Tuscany. Guests can unwind with rooftop views, savor Italian cuisine at two restaurants, or explore the region through ecotours and horseback riding. Wine tastings round out the experience.
Castello Banfi - Il Borgo, near Abbazia di Sant'Antimo, captures the spirit of Tuscany. Guests can unwind with rooftop views, savor Italian cuisine at two restaurants, or explore the region through ecotours and horseback riding. Wine tastings round out the experience.
Discover Tuscan tranquility with a refreshing dip in the pool or stroll through lush gardens. Experience warm hospitality and convenient amenities.
Le Ragnaie highlights
Immerse yourself in the rustic charm of Le Ragnaie, a farm stay nestled near Fortress of Montalcino. Enjoy a delicious breakfast buffet, relax by the seasonal outdoor pool or unwind in the garden with free WiFi. The property also features express check-in and multilingual staff for your convenience.
Immerse yourself in the rustic charm of Le Ragnaie, a farm stay nestled near Fortress of Montalcino. Enjoy a delicious breakfast buffet, relax by the seasonal outdoor pool or unwind in the garden with free WiFi. The property also features express check-in and multilingual staff for your convenience.
Medieval charm meets vineyard vistas at this countryside retreat, where wine tastings and leisurely breakfasts melt stress away
Antico Casale L'Impostino highlights
Set amidst the rolling hills near Abbey of San Lorenzo al Lanzo, Antico Casale L'Impostino offers a serene escape. Savor local cuisine at La locanda, unwind with a book from the library or relax by the fireplace in the lobby. With an attached winery and garden nearby Terme Petriolo and Castello Banfi, this farm stay provides plenty to explore.
Set amidst the rolling hills near Abbey of San Lorenzo al Lanzo, Antico Casale L'Impostino offers a serene escape. Savor local cuisine at La locanda, unwind with a book from the library or relax by the fireplace in the lobby. With an attached winery and garden nearby Terme Petriolo and Castello Banfi, this farm stay provides plenty to explore.
Mountain views set the stage for outdoor thrills and local flavors at this farm stay, where relaxation and adventure blend seamlessly
Mastrojanni Relais highlights
Mastrojanni Relais offers rustic charm amid mountain scenery. Guests enjoy a breakfast buffet before wine tasting at the on-site winery. The terrace invites lounging, while nearby cycling and riding trails beckon the adventurous. An outdoor pool awaits upon return.
Mastrojanni Relais offers rustic charm amid mountain scenery. Guests enjoy a breakfast buffet before wine tasting at the on-site winery. The terrace invites lounging, while nearby cycling and riding trails beckon the adventurous. An outdoor pool awaits upon return.
Rural retreat offers a slice of tranquility with outdoor pool and garden, where relaxation meets the possibility of nearby adventures
What guests liked
Breakfast was a highlight with a great assortment and a fabulous panoramic view.
Hotel Dei Capitani highlights
Hotel Dei Capitani sits in a quiet countryside setting. Guests start their day with continental breakfast before lounging by the pool or exploring the area. The sun-drenched terrace provides a perfect spot for unwinding, while free WiFi keeps everyone connected.
Hotel Dei Capitani sits in a quiet countryside setting. Guests start their day with continental breakfast before lounging by the pool or exploring the area. The sun-drenched terrace provides a perfect spot for unwinding, while free WiFi keeps everyone connected.
Wine flows from the on-site winery, al fresco dining delights, and four sun-drenched pools beckon at this Tuscan farm stay
What guests liked
The property features a beautiful large swimming pool and private pool options for guests.
Fattoria Casabianca highlights
Fattoria Casabianca offers Italian countryside bliss near Val di Merse. Enjoy local cuisine at Ristorante Casabianca, mingle at the daily manager's reception, or lounge by the pools. Activities include game viewing, horseback riding, and volleyball, with attentive staff.
Fattoria Casabianca offers Italian countryside bliss near Val di Merse. Enjoy local cuisine at Ristorante Casabianca, mingle at the daily manager's reception, or lounge by the pools. Activities include game viewing, horseback riding, and volleyball, with attentive staff.
Rural retreat serves up tranquility with on-site dining and a terrace that frames the countryside like a living postcard
Locanda nel Cassero highlights
This countryside inn offers more than a place to crash. Its restaurant dishes out comfort, and the terrace serves up serenity with pastoral views. Guests enjoy Wi-Fi and continental breakfast, all while soaking in the quiet that makes this spot feel like a deep breath.
This countryside inn offers more than a place to crash. Its restaurant dishes out comfort, and the terrace serves up serenity with pastoral views. Guests enjoy Wi-Fi and continental breakfast, all while soaking in the quiet that makes this spot feel like a deep breath.
Tuscany's scenic backdrop sets the stage for rooftop relaxation and rejuvenating spa treatments, a sensory retreat in the heart of Italy
Mercure Petriolo Siena Terme Spa Hotel highlights
This Tuscan hotel balances countryside tranquility with modern amenities. Guests can unwind in the garden, sip drinks poolside, or indulge in spa treatments. For those mixing business with pleasure, there's 24/7 internet access and a round-the-clock business center.
This Tuscan hotel balances countryside tranquility with modern amenities. Guests can unwind in the garden, sip drinks poolside, or indulge in spa treatments. For those mixing business with pleasure, there's 24/7 internet access and a round-the-clock business center.
Rustic country house invites guests to unwind by the fireplace, soak in rooftop views, and reconnect with nature's tranquil rhythms
Fattoria Pieve a Salti highlights
Fattoria Pieve a Salti offers a family-friendly retreat near Monte Oliveto Maggiore Abbey. Start your day with breakfast, then enjoy cycling or horseback riding. The property features an indoor pool, library, and spa, while Podere Caprili serves Italian cuisine.
Fattoria Pieve a Salti offers a family-friendly retreat near Monte Oliveto Maggiore Abbey. Start your day with breakfast, then enjoy cycling or horseback riding. The property features an indoor pool, library, and spa, while Podere Caprili serves Italian cuisine.
Tranquil gardens and soothing spa treatments set the stage for a serene getaway, complete with refreshing pools and scenic views
What guests liked
The spa offered beautiful and warm thermal pools, excellent service, and a relaxing experience.
The property's pools were a highlight, offering numerous options at different temperatures and a wonderful retreat after a day out.
La Posta Hotel & Thermal Spa highlights
Albergo Posta Marcucci offers an upscale rural retreat. Guests enjoy a complimentary breakfast buffet, outdoor pools, and a garden terrace. The on-site restaurant serves dinner, and spa treatments offer rejuvenation. Practical amenities include dry cleaning and luggage storage.
Albergo Posta Marcucci offers an upscale rural retreat. Guests enjoy a complimentary breakfast buffet, outdoor pools, and a garden terrace. The on-site restaurant serves dinner, and spa treatments offer rejuvenation. Practical amenities include dry cleaning and luggage storage.
Rural retreat offers a blend of nature and relaxation, inviting guests to unwind and reconnect over drinks in a tranquil setting
Hotel Ghibellino highlights
Hotel Ghibellino provides a countryside escape where rustic ambiance meets modern amenities. Guests can bask on the sunny terrace, meander through the garden, or gather at the bar for a laid-back social hour. It's a place where the pastoral and the present coexist comfortably.
Hotel Ghibellino provides a countryside escape where rustic ambiance meets modern amenities. Guests can bask on the sunny terrace, meander through the garden, or gather at the bar for a laid-back social hour. It's a place where the pastoral and the present coexist comfortably.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Other landmarks in Montalcino
Fortress of Montalcino
If you're planning a bit of sightseeing during your trip, head to Fortress of Montalcino— just one of the monuments in central Montalcino.
In fact, you’ll have plenty of options to choose from with 9,194 hotels, vacation rentals, and other accommodation options in the area.
How much does it cost to stay in a hotel near Castiglion del Bosco Winery?
Visit Hotels.com, enter your search criteria, and sort by price to find the lowest prices available. Pricing varies based on where you plan to go and when.
Search for the lowest price per night $106
What cheap hotels are close to Castiglion del Bosco Winery?
For a wallet-friendly hotel close to Castiglion del Bosco Winery, SI Montalcino Hotel is a good option and offers a free buffet breakfast, free extended parking, and free in-room WiFi.
Can I find hotels close to Castiglion del Bosco Winery that are fully refundable?
Yes, many hotels offer refundable room reservations if you cancel prior to the cancellation deadline. Find refundable rates using the “Fully refundable” filter when you search for hotels.
What are the best romantic hotels near Castiglion del Bosco Winery?
For a romantic stay, Rosewood Castiglion del Bosco offers an al fresco restaurant, 2 outdoor pools, and a poolside bar. It’s a short walk from Castiglion del Bosco Winery.
What are the best family hotels close to Castiglion del Bosco Winery?
The entire family will enjoy a stay at Rosewood Castiglion del Bosco which offers children’s meals, 2 outdoor pools, and an arcade/game room. Castiglion del Bosco Winery is 8 minutes away on foot.
Also consider Casali di Bibbiano as another great choice for your family’s trip.
What are the best luxury hotels near Castiglion del Bosco Winery?
Pamper yourself with a stay at Rosewood Castiglion del Bosco, which is a short walk from Castiglion del Bosco Winery. This hotel features 2 restaurants including Campo del Drago and has 2 outdoor pools.
What are the best hotels near Castiglion del Bosco Winery with free parking?
Travelers looking to drive and park with ease should consider a stay at Rosewood Castiglion del Bosco, which offers free valet parking. You’ll be a short walk from Castiglion del Bosco Winery.
What are the best things to see and do around my hotel near Castiglion del Bosco Winery?
Before or after your visit to Castiglion del Bosco Winery, you can check out nearby sights like Terme di Saturnia, Cascate del Mulino, and Siena Cathedral.
Other places in the area are Monte Amiata, Castello Banfi, and Arezzo Equestrian Centre.