A list by Anna Pinto & Ted Valentin. Updated March 2024.
We have created a list with the best castle hotels near Montalcino, Italy. We have also included hotels in french "relais" (mansions), historic properties, old "castello"-s, wineries, resorts, country estates, monasteries, historic villas, palaces and beautiful country residences. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
Very stylish. Cosy rooms. Popular among couples. Villa Le Prata - Wine Resort - Adults Only- Enoturismo 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.Show full description
Villa Le Prata is a hotel located in a calm and beautiful area near Montalcino. The rooms are furnished in a true Tuscan style and the hotel has a lot of attention to detail. The highlight is the sunset wine.
Beach front location. Romantic. Superb interior design. 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. Guests of Argiano Dimore Wine Relais have access to a garden with barbecue facilities. Argiano Dimore Wine Relais offers free parking. 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. An array of activities can be enjoyed on site or in the surroundings, including horse riding, cycling and hiking.Show full description
Argiano Dimore Wine Relais is a historic farmstay in the beautiful Val D'Orcia region. It is surrounded by vineyards and offers panoramic views of the countryside. The property combines the charm of a working farm with the comfort of a relais.
Good breakfast. 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. This family-run estate produces and sells its own Brunello wine. Each has a fully equipped kitchen and comfortable lounge area. Nearby Montalcino hosts a range of restaurants, shops and bars.Show full description
Charming. Set on Mount Amiata in the south of Tuscany, Castello Di Potentino is a working organic farm that produces award-winning wines and olive oil. Its grounds include a private chapel and beautiful garden. Staff can arrange wine tastings and other tours around the castle and in the surrounding area. Castello Di Potentino is 5 minutes' drive from the small town of Seggiano. The rooms all have different designs, some with wooden beams and others with frescoes on the ceiling. Each one has antique furniture and plenty of old world charm. A sweet breakfast of bread, jams, fruit and yoghurts is served in the breakfast room each morning. Parking is free and the Abbey of Sant'Antimo is 20 minutes' drive away. The nearest bus stop is 1 km away for buses to Grosseto, 1 hour away.Show full description
Castello Di Potentino is a charming and historic castle located in Seggiano. The castle offers breathtaking views of the surrounding valley and is situated in the Monte Amiata Natural Park.
Charming. Great restaurant. Popular among couples. Set just inside San Quirico d'Orcia's historic town walls, Palazzo del Capitano is a charming 15th-century building. It features a wellness centre and 1000-m² garden with vegetable patches and fountains. Breakfast is served at Trattoria Toscana Al Vecchio Forno, a few steps from Palazzo del Capitano Relais & Wellness. This property is surrounded by olive groves and Mediterranean gardens where you will find plenty of sun loungers. The wellness centre includes a hot tub, a Turkish bath or a massage. It is available upon reservation and comes at extra charge. The rooms are decorated in a rustic style, with wooden-beamed ceilings, antique furniture and terracotta floors. They all have satellite TV and free Wi-Fi. There is also the relaxing living room which was once the stables and the Vecchio Forno restaurant. This Michelin-recommended restaurant serves Tuscan food and wine indoors by the fireplace or outside in the beautiful garden, under the olive trees. Set in the Val d'Orcia area of Tuscany, the hotel is 25 minutes' drive from Montepulciano, famous for its wine.Show full description
This luxurious hotel in San Quirico d'Orcia is housed in a 15th-century mansion, providing a unique historical experience in a charming medieval village. The hotel has an olive garden, a hot tub, and a spa for a relaxing stay.
Luxurious. Outstanding SPA facilities. Set on a hill overlooking Val d’Orcia, Castello di Velona Resort, Thermal SPA & Winery features a restaurant and a spa centre for an additional charge. The property is also reachable via helicopter and there is a helipad on site. The rooms located in the new wing of the castle include a patio and a spa bath in the bathroom. The Castello offers regional cuisine, accompanied by the property's own wines and olive oil. The Velona’s rooms offers views of Tuscan vineyards. Each one is air conditioned and features a log fire, a marble bathroom, and satellite TV channels. Both the Lounge Bar and the restaurant feature a terrace. Sant’Antimo Abbey is 2 km from the property, and Siena is a 30-minute drive away. Parking is free at the Velona.Show full description
Elegant. Cosy rooms. Set on a hilltop 10 km from Montalcino overlooking its own vineyards, Castello Banfi - Il Borgo offers elegant rooms. This hotel boasts an outdoor pool, gym and its own winery and cellar. Siena is a 1-hour drive away and Montepulciano is 50 km from the Castello Banfi hotel. 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.Show full description
Highly elegant. Rosewood Castiglion del Bosco 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. Rosewood Castiglion del Bosco is 40 km from Siena, and a 2-hour drive from Florence.Show full description
Great views. Offering an outdoor pool, garden, and free bike rentals, Agriturismo Palazzo Massaini is situated in the Tuscan countryside, 5 km from Pienza. The farm specialises in Chianti wine and olive oil production. Palazzo Massaini Agriturismo serves a sweet daily breakfast of homemade cakes, coffee, and other items. The apartments are located 500 metres from the ancient stone palace and share a spacious patio with outdoor furniture. They each include a TV, free toiletries, and a fully equipped kitchen with a dishwasher. On request, this can be savoury. Set over 300 hectares of maintained land, the property has numerous opportunities for long walks in the countryside. Montepulciano is 10 km away, while Siena can be reached in about an hour’s drive.Show full description
Historic. Great location. How many people can say they’ve stayed in a 15th-century convent? You can if you book Relais Chiostro di Pienza, a charming hotel set right in the heart of Pienza. Set just 100 metres from Pienza’s cathedral, this historic hotel has well-kept gardens and a panoramic terrace offering lovely views of the Tuscan countryside. Relais Chiostro di Pienza’s rooms feature views of the old town, the Val d’Orcia countryside or the old convent itself. La Terrazza del Chiostro, the Relais’s restaurant, serves Tuscan and Italian dishes out on the terrace. What could be better than a refreshing dip in Chiostro di Pienza’s outdoor pool after an afternoon exploring the old churches and monuments nearby? Sun loungers are available for free. All come with tea and coffee-making facilities, minibars and satellite TV and some feature original ceiling frescoes. Take in the panoramic views while enjoying your meal.Show full description
Friendly staff. Set in its garden surrounded by the Tuscan countryside, Agriturismo Il Cocco is a refurbished 15th century farmstay. It has rooms with views of Monte Amiata mountain. All rooms are spacious and decorated in a rustic style, boasting a bookshelf with lots of different books. Each has a desk and an en suite bathroom with free toiletries and shower. At the Cocco Agriturismo olive oil and wine are produced and can be bought on site, and wine-tasting sessions are available on request. Chianciano Terme spa town is 44 km from the property. Siena is a 1-hour drive away.Show full description
Delightful property. Great location. Set in a former post office from the 16th century, the 4-star Relais Osteria Dell'Orcia is located in the UNESCO-protected Val d'Orcia Nature Reserve, along the historic Via Francigena road. The property offers an outdoor swimming pool, elegant rooms with satellite TV, and free Wi-Fi. Air-conditioned rooms at the family-run Osteria Dell'Orcia are decorated in a traditional Tuscan style, with original wood-beamed ceilings, silk brocades, and cool tiled floors. With views of Pienza and Bagno Vignoni, all rooms include a private bathroom with hairdryer. Breakfast is a sweet and savoury buffet of freshly baked bread, croissants and homemade yoghurt. Featuring traditional stone walls, the à la carte restaurant is managed by the chef Eliana and offers Tuscan cuisine and an extensive wine list including Brunello and Nobile di Montepulciano wines.Show full description
Based on my research this is one of the most BEAUTIFUL small hotels in Montalcino.
Lovely property. Cosy rooms. Popular among couples. Mastrojanni Relais is situated in Castelnuovo dell’Abate, 39 km from Siena and 38 km from Saturnia. Free WiFi is featured throughout the property and free parking is available on site. Bagno Vignoni is 7 km from Mastrojanni Relais, while Chianciano Terme is 23 km away. The nearest airport is Perugia San Francesco d'Assisi Airport, 79 km from Mastrojanni Relais. All rooms come with a private bathroom fitted with a bidet and shower. For your comfort, you will find slippers, free toiletries and a hairdryer. A flat-screen TV is provided.Show full description
Great location. Set in 50 hectares of private land, Il Macchione is an 18th-century stone farmhouse. Just 1.5 km outside Pienza, it features a swimming pool that overlooks Val d'Orcia Natural Park. Apartments have a rustic style with wood-beamed ceilings and antique furniture. They all feature a comfortable living and dining area with a fully equipped kitchenette. You will also have air conditioning, satellite TV channels and free Wi-Fi. Outdoors, you will find the 70-m² terrace featuring a swimming pool with hydromassage area and plenty of sun loungers, chairs and tables. The grounds also include a children's playground, gazebos and lots of vineyards, olive trees and colourful flowers. Agriturismo Il Macchione serves a buffet breakfast each morning and a BBQ is available in the garden. Parking is free and the farmhouse is an hour's drive from historic Siena.Show full description
This country house has a great location in Pienza.
Beach front location. Historic. Great value. A jewel of the Tuscan countryside, luxurious Castello delle Serre sits majestically at the top of the charming medieval town of Serre di Rapolano, 40 minutes from Siena and Montepulciano. The hotel has incorporated modern comforts into this grandiose residence which offers oversized beds and spacious marble bathrooms, not to mention a spectacular swimming pool. Picturesque countryside views are the norm as you wander around the beautiful gardens of this exceptional property, perhaps sitting under ancient trees, or lounging in the vast park. The surrounding area offers you all that Tuscany is famous for. Just 4 km away you will find Rapolano Terme, a spa town famous for its healing waters and the Chianti and Montalcino vineyards and wine cellars are nearby, perfect for wine-tasting trips. Unspoilt old hill towns such as San Gimignano and cultural hotspots like Siena, where you can really soak up the art and history of the area are all just a short drive away too.Show full description
Nice style. Comfortable beds. Villa Armena is a 16th century renaissance house. Set in the Tuscan countryside, its Slow Food restaurant has an award-winning chef and a well-stocked wine cellar. Villa Armena Relais is 3 km from Buonconvento Railway Station for connections around Tuscany. It also has a seasonal outdoor swimming pool. Rooms at the villa are spacious and elegant, with individual styles and decorations. All come with air conditioning, LCD TVs and comfortable bathrobes and slippers. Siena is 34 km away.Show full description
Close to beach front. Relaxing atmosphere. Superb breakfast. Set at an altitude of 470 metres, Agriturismo Cerreto offers 360° views of the Val d'Orcia and Mount Amiata. This 15th-century farmhouse offers cosy accommodation with fireplaces, 4 km outside Pienza. Cerreto is a working farmhouse that produces its own olive oil, wine and jams. Breakfast is brought to your room in a basket each morning and includes homemade cakes, natural jams and other produce from the farm. Rooms and apartments have a classic design with tiled floors and arched ceilings. Each one has a private entrance and a kitchenette. Outdoors, you will find a swimming pool with natural spring water, a BBQ area and children's games such as table tennis and football. Bikes are available to rent and free parking is provided.Show full description
This is the most peaceful and relaxing farm stay in Montalcino. It also has a great beach front location, a highly rated breakfast and beautiful surroundings.
Luxurious. Friendly staff. Immersed in the green of southern Tuscany's Maremma hills, Castello di Vicarello is a former castle transformed into a luxurious Mediterranean retreat. This pet-friendly property features free WiFi, a spa and a swimming pool surrounded by lush gardens. All the elegant suites and rooms at the Castello di Vicarello feature the highest standard of furniture and objects gathered through years of travelling. The gourmet menus are based on local recipes, using the own Castle’s production and wines from the local vineyards. Each unit has an en-suite bathroom with a bathtub. A restaurant with outdoor seating is available at the property. Guests can enjoy summer dinners under the stars, whilst the winter season offers warm meals by the fireplace. Cooking lessons and wine tasting are available on request. A sweet and savoury breakfast is served daily. Roses, jasmine and countless native flowers mix themselves with ancient lemon and olive trees in the castle's garden. Less than one hour's drive from the hotel guests can also enjoy 2 golf course facilities. Hunting excursions are possible during the season. The village of Paganico is 11 km away, whilst Grosseto's town centre is 36 km away. The picturesque coastal town of Castiglione della Pescaia is 57 km from the property. Siena is less than 1 hour away by car.Show full description
I rate this as the most LUXURIOUS farm stay in Montalcino. It also has outstanding views.
Beach front location. Relaxing atmosphere. Stunning pool facilities. Tenuta Casabianca is a 13th-century rural estate with large grounds including 5 separate farmhouses set from 1 to 5 km from the reception, a swimming pool for adults and one for children, plus 2 tennis courts. Set among vineyards in the Tuscan countryside, the property is 15 minutes' drive from Casciano del Murlo and 35 km from Siena. Accommodation is spread out throughout the estate, in each of the farmhouses. Parking is free. Organic wine and olive oil are produced on site. Rooms and apartments are all different in size and design but all offer a TV, kettle and fridge. Most units have a patio or garden, and some have views of the countryside. Fattoria Casabianca has its own restaurant serving Tuscan cuisine and a wine-tasting room next to reception. Breakfast is buffet style, served daily from 08:30 to 10:30. There is a bar out by the semi-Olympic pool, which also features sun loungers and parasols. The tennis courts are in clay and artificial grass. Guests can enjoy horse riding lessons nearby. Free parking is provided and WiFi is free in all areas. Montalcino can be reached by car in 50 minutes.Show full description
This farm stay has lovely pool facilities and great tennis facilities!
Historic property. Great interior design. Convento San Bartolomeo is a restored 13th-century Franciscan monastery offering traditional rooms with wood-beam ceilings. Located in Piancastagnaio, it features original frescoes in its dining hall and free internet access. It also boosts a brand new heated external swimming pool which is open also during winter time. With terracotta floors and natural wood furniture, the rooms at the Convento San Bartolomeo preserve many original features of the monastery. Breakfast at the property is served in the Friar’s kitchen, overlooking the gardens. Guests can enjoy discounted rates at local wineries and restaurants, tennis courts, horse-riding and thermal baths centre. Chianciano Terme Station is 37 km from the San Bartolomeo Convento. The A1 Autostrada del Sole motorway is a one-hour drive away.Show full description
I rate this as one of the most HISTORIC small hotels in Montalcino.
We do our best to keep this list very up to date. It was last edited in March 2024. If you know of a castle hotel that should be on the list, let us know. Click here to contact us. Thanks!
Check out these other cool hotel lists for Montalcino: