A list by Anna Pinto & Ted Valentin. Updated March 2024.
We have created a list with the best castle hotels near Radda in Chianti, Italy. We have also included hotels in historic properties, old "castello"-s, historic villas, country estates, wineries, french "relais" (mansions), hamlets, resorts, palaces, old manor houses, monasteries and old palaces. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
Beach front location. Unique. Set on a hill overlooking the Massellone Valley, the historic and elegant Castello Di Meleto is 2 km from Gaiole in Chianti. It offers rooms and apartments with Tuscan-style furnishings. The Meleto Castle features large green areas with 2 swimming pools, barbecue facilities and bowling green. Castello Di Meleto is 30 minutes’ drive from Siena and Rapolano Terme. The accommodation features exposed wood beams, terracotta floors and wooden furniture. The basic rooms include a private bathroom. The apartments also have a kitchenette. Free Wi-Fi is provided at the reception, and free private parking is available too. Arezzo is 55 km away.Show full description
A beautiful 13th-century castle between Siena and Florence has AMAZING facilities, including two infinity pools, an aromatic garden, and a wine shop. In addition, the on-site restaurant serves delicious food options.
Beach front location. Charming. Comfortable beds. Surrounded by olive groves and vineyards in the heart of the Chianti region, Castello di Volpaia offers rustic rooms and a apartment with a kitchen and free Wi-Fi. Located in the medieval hamlet Volpaia, it features an outdoor pool. Guests can enjoy wine tastings, take cooking classes. The Volpaia provides free private parking, and is well placed for walking in the Tuscan countryside. Siena is 35 km away, and Florence can be reached by car in 1 hour.Show full description
An absolutely gorgeous hotel within an old refurbished castle with several good restaurants practically on your doorstep. It also has a cozy pool area with stunning views and exceptional rooms with great attention to detail.
Outstanding SPA facilities. Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century. It offers 2 swimming pools, one of which is heated, a restaurant and spacious rooms with Sky TV. Rooms at the Castello Di Spaltenna have traditional Tuscan décor and panoramic views over the valley or the courtyard. Il Pievano restaurant is situated in the castle’s historic hall and offers a large wine list including many wines from the local Chianti region. They all include free Wi-Fi. The outdoor pool has a waterfall and a sun terrace for guests to sunbathe. In the winter months, there is the indoor pool with countryside views. Candlelit dinners are served out on the courtyard. A sauna, Turkish bath and gym, tennis court and billiard room are also available. Staff can advise on the many hiking and mountain biking trails in the area.Show full description
A historical heritage monastery in the Chianti region with luxuriously designed rooms and a great pool area with panoramic views of the valley below. There is also a Michelin-star restaurant with excellent local cuisine.
Cosy. Popular among couples. Castello La Leccia is a restored mediaeval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi. The property is set on a hill, and offers a terrace with views of the Tuscan countryside. Castellina in Chianti is 2 km away. Castello La Leccia is at the end of an unpaved road off the SP51 road. Accommodation at La Leccia comes with a unique design and handmade furniture. Some rooms boast original stuccoes and four-poster beds. The restaurant serves traditional dishes of Tuscany, along with great local wines. The breakfast buffet features both sweet and savoury items, including homemade cakes, Tuscan bread, fresh fruit, cheese and cold cuts. The property organises tastings of its own wine and olive oil. Parking is free.Show full description
This farm stay is popular among couples travelling to Radda in Chianti.
Historic. Great restaurant. Castello Di Tornano Wine Relais is located on a hillside in the Chianti Classico wine region. It offers free WiFi, free parking, and rooms and apartments with satellite TV and bathroom. The restaurant at the Castello Di Tornano Wine Relais serves Tuscan specialities and classic Italian cooking. The Castello Di Tornano Wine Relais is 18 km from Siena. Rooms are air conditioned and include a minibar. The apartments offer a fully fitted kitchen. The swimming pool is set in gardens and surrounded by trees. There is a tennis court, and guests can also enjoy massage treatments under previous request.Show full description
Unique. Great value. A historic castle dating back to the 14th century, the Castello Di Gabbiano is set amongst 100 hectares of olive groves and vineyards. The rooms come in a Tuscan Renaissance style. Breakfast at the Castello includes Tuscan specialities, and is served in one of the drawing rooms or out in the garden. Florence is 22 km away. The property is a working farm, with trekking paths amongst the vineyards. The large garden is complete with outdoor swimming pool. The rooms are charming and elegant, and feature rustic terracotta floors and wooden furniture. Air conditioning is available in the summer. From April until November, lunch and dinner are available from Tuesday evening to Sunday evening at the restaurant 70 metres away. Wine tastings are organised daily.Show full description
Castello Di Gabbiano is a unique hotel in Mercatale Val Di Pesa. It is a castle with a winery and a restaurant on-site, surrounded by vineyards and olive groves. The rooms are in the castle and farmhouse, giving a historic and charming feel.
Immersed in the Tuscan countryside between Siena and Florence, this 4-star hotel offers high-quality service on 20 acres of rich parkland, just outside of Monteriggioni. You can enjoy a peaceful and relaxing setting at Borgo San Luigi. This 17th-century palace is just 2 km from the motorways and set on an unpaved road. You can participate in a variety of sports on this rich, resort-like, country estate. Rest in the shade of the thick gardens, enjoy a swim in the Olympic-sized pool, or savour breakfast outdoors poolside during the summer. There is a tennis court and a football field. Go quad biking or horseback riding and explore the surrounding rural area. Borgo San Luigi has friendly, professional staff who can organise tours, excursions or team-building events, an ideal way to relax between meetings. Enjoy high-quality rooms with period furniture and Tuscan-style furnishings. Featuring vineyard or mountain views, rooms include rustic fire places, historic frescoes and Tuscan four-poster beds. Nearly all rooms offer a garden or a balcony. Savour typical Tuscan cooking at La Limonaia, the chic on-site restaurant at Borgo San Luigi. La Limonaia is suitable for a variety of events, including large receptions, ceremonies, banquets and business dinners. Borgo San Luigi is the perfect location to enjoy a unique holiday, where you can participate in a cooking school or English-language school.Show full description
Borgo San Luigi is a historic hotel in Monteriggioni, with elegant rooms and beautiful gardens. It provides a luxurious experience in a charming, 17th-century setting. The hotel's rich history and serene atmosphere set it apart from other accommodations in the area, making it a unique and memorable place to stay.
Luxurious. Great value. Surrounded by Tuscan olive groves and vineyards, Borgo Scopeto Wine & Country Relais offers 2 swimming pools and a bike rental service. Rooms have a contemporary design with free Wi-Fi and flat-screen TVs. The hotel's gastronomic restaurant serves Tuscan specialities and wines produced on the estate and in the surrounding area. From this restored 13th-century hamlet, you can explore the Chianti region or take a wine tasting tour. You can also enjoy wine and olive oil tasting. Rooms and suites at the Borgo Scopeto are spacious and decorated in calming colours. They are equipped with satellite TV and a minibar. The historic city of Siena is a 20-minute drive away. The Relais Borgo Scopeto also has a wellness centre with an indoor pool, Turkish bath and a hot tub, all available at an extra charge. 2 tennis courts are available free of charge.Show full description
Charming. Cosy rooms. Popular among couples. Borgo Vescine is located in the heart of Tuscany, right in the Chianti Classico area. The Relais has an extension of 100 acres and is 20 km from Siena and 42 km from Florence. Today, Borgo Vescine stands as a luxurious Relais, meticulously preserving the original charm of a medieval village and is surrounded by vineyards and olive trees. Guests have the opportunity to partake in a variety of authentic experiences, including exclusive wine tastings, hands-on cooking classes, exhilarating truffle hunts, scenic Vespa tours, and delightful al fresco dinners. Dinners are hosted among the olive trees or in the central square with the purpose of recreating the ancient time at the Borgo. This enchanting retreat offers: a wine room dated 1061 a.C., a heated outdoor swimming pool with stunning panoramic vistas, two distinctive bars and restaurants and a complimentary parking. Enjoy refined dishes on the open-air Terrace restaurant overlooking the Tuscan hills or experience nature firsthand at the Eco-Nature Bistrot. You will have the opportunity to sip drinks and cocktails in both the Borgo Vescine’s bars. The 28 rooms are all luxurious and decorated in classic tuscan dècor, some accommodations include a private balcony with views of the rolling hills, the forests, or the Borgo itself. Additionally, they are equipped with flat-screen TVs, free WiFi, and cozy bathrooms. Surrounded by lush gardens and verdant vegetation, Borgo Vescine also boasts its own vegetable garden, saffron fields, and lavender cultivation, adding to the allure of this idyllic retreat.Show full description
Il Borgo di Vescine is a charming hotel situated in a medieval village in the beautiful Chianti hills. The hotel provides unique accommodation in restored cottages, creating a cozy and stylish atmosphere.
Beach front location. Charming. Superb interior design. Situated in Mugnana, 9.3 km from Piazza Matteotti, Castello di Mugnana features accommodation with a seasonal outdoor swimming pool, free private parking, a garden and a terrace. Featuring a bar, the property is located within 21 km of Piazzale Michelangelo. Castello di Mugnana offers some rooms that have a balcony, and every room is fitted with a coffee machine. Ponte Vecchio is 21 km from Castello di Mugnana, while Uffizi Gallery is 21 km from the property. This pet-friendly hotel also has free WiFi. At the hotel, the rooms have a desk, a flat-screen TV, a private bathroom, bed linen, towels and a patio with a garden view. All rooms will provide guests with a fridge. Guests at the accommodation will be able to enjoy activities in and around Mugnana, like cycling. The nearest airport is Florence Airport, 29 km from the hotel.Show full description
If you’re looking for a romantic and tranquil vacation, it might be the best option to stay! This 1000-year-old castle is beautifully renovated and has excellent facilities, like an outdoor pool, old-money charmed rooms, and an al-fresco breakfast is a perfect addition.
Romantic. Great views. Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio. WiFi is free throughout, and there is also a terrace. Rustic-style apartments at the Querceto all come with a kitchenette, dining area and satellite flat-screen TV. The private bathroom includes a hairdryer and shower. Wine tasting sessions can be organised on site, as well as traditional cooking classes. Guests can enjoy typical Tuscan wine and snacks at the property's wine bar. The property provides free private parking, and is surrounded by olive groves and vineyards. Greve in Chianti is a 20-minute drive away.Show full description
This is likely one of the most PEACEFUL farm stays in Radda in Chianti. It also has outstanding views.
Close to beach front. Luxurious. Stunning pool facilities. La Valletta Boutique Wine Estate has air-conditioned guest accommodation in Panzano, 10 km from Piazza Matteotti, 36 km from Pitti Palace and 37 km from Piazzale Michelangelo. This bed and breakfast features a pool with a view, a garden and free private parking. Guests at La Valletta Boutique Wine Estate will be able to enjoy activities in and around Panzano, like cycling. The nearest airport is Florence Airport, 43 km from La Valletta Boutique Wine Estate. The property offers services including meeting and banquet facilities and walking tours. At the bed and breakfast, some units have a private entrance, dining area, fireplace and dishwasher. The units come with a coffee machine, a TV, a safety deposit box and free WiFi, while some rooms come with a terrace and some have garden views. The units feature a private bathroom, free toiletries and bed linen. Buffet and continental breakfast options with warm dishes, local specialities and fresh pastries are available every morning at the bed and breakfast. There is a coffee shop and lounge. The bed and breakfast has a picnic area where you can spend a day out in the open. Ponte Vecchio is 37 km from the accommodation, while Uffizi Gallery is 37 km away.Show full description
Based on my research this is the most luxurious and relaxing bed and breakfast in Radda in Chianti. It also has a great beach front location and lovely pool facilities.
Lovely property. Superb breakfast. Popular among couples. Located in Radda in Chianti, Fattoria Poggerino is housed in an 18th-century building with swimming pool. It features free WiFi access and free private parking. At Fattoria Poggerino it is possible to take guided tours by the owner of the winery of the vineyards, cellar and to taste our Chianti Classico wines. It is also possible to organize lunches. You will find a kettle in the room. Rooms include a private bathroom with a bidet and shower, with a hair dryer provided. Siena is 22 km from Fattoria Poggerino, while Arezzo is 39 km away. The nearest airport is Florence Airport, 37 km from the property.Show full description
Elegant. Tennis court. Popular among couples. Set amongst the timeless landscape of Chianti, Villa Le Barone is an historic manor house property of the famous Della Robbia family since the 16th century. Thoroughly renovated, the hotel is now an inviting and intimate establishment yet maintaining the character of a private house. The swimming pool, tennis court and terraces are set amongst enchanting rose gardens, with views on the surrounding countryside, featuring olive groves and Chianti Classico vineyards. The hotel boasts a romantic atmosphere in all its common areas and a unique character in each of the individually decorated rooms. The restaurant is set in the old winery and it serves typical Tuscan food made with fresh, local and natural products.Show full description
Good breakfast. Boasting views of the Chianti countryside and a private winery, Castellinuzza is set in a 19th-century villa, just a 15-minute drive from Greve in Chianti. Free WiFi is available and guests can enjoy wine tastings on site. The nearest airport is Florence Airport, 46 km from the Castellinuzza farm stay. With Tuscan-style décor, each room is air conditioned and has a flat-screen TV. Some units feature views of the garden or city. The private bathrooms are equipped with slippers and a bath or shower. There is a shared lounge at the property.Show full description
Highly elegant. Comfortable beds. Hotel Le Fontanelle enjoys panoramic views from its exceptional location in the Chianti Hills, 20 minutes drive from Siena. Relax and enjoy wellness and sports facilities in this peaceful location. Hotel Le Fontanelle's pretty main building dates back to the 13th century, part of an old country estate. All rooms have beamed ceilings and terracotta floors. They overlook the surrounding vineyards, woods, and valley. Modern facilities such as LCD satellite television and internet access are also provided. Enjoy a refreshing swim and stunning views in Hotel Le Fontanelle's outdoor pool or borrow one of the hotel's bikes free of charge, and go exploring the countryside. Guests can visit Tuscany from Hotel Le Fontanelle as the resort is located in the Chianti Region which is famous for sightseeing. Indoors you can work out in the gym, go for a swim in the indoor pool with hydromassage area or really pamper yourself and go to the wellness area. Relax in the sauna or the Turkish bath, or request one of a range of beauty treatments or massages. Hotel Le Fontanelle's La Colonna restaurant has a panoramic terrace and serves traditional Italian cuisine with a creative twist. Florence is 80 km from Hotel Le Fontanelle, while Siena is 20 km from the property. The nearest airport is Florence, 90 km from the hotel, and the property offers an airport shuttle service on request with extra charge.Show full description
In my judgement this could be one of the most ELEGANT luxury hotels in Radda in Chianti.
Cosy rooms. Set in the picturesque town of Radda in Chianti, Palazzo San Niccolò is an elegant hotel offering free Wi-Fi, a large garden and interesting interiors with original frescoes and antique furniture. Rooms at San Niccolò are air conditioned and feature a satellite LCD TV and minibar. Your day at San Niccolò Palazzo begins with a large buffet breakfast featuring homemade pastries and a wide variety of food. Rates include use of Palazzo Leopoldo's indoor heated pool and of L'Ultimo Mulino's outdoor pool. All rooms have either a hydromassage shower or bath. Guests can relax out in the garden with tables and chairs and enjoy a drink from the bar. Staff can recommend the best local restaurants and provide useful tourist information. Set amongst green hills in the Tuscan countryside, the hotel is 40 minutes' drive from Siena.Show full description
This small hotel has a great location in Radda in Chianti.
Comfortable beds. COMO Castello Del Nero is set in the Chianti wine area, between Florence and Siena, and dates back to the 12th century. It features a COMO Shambhala retreat with outdoor pool and offers free parking. The uniquely designed rooms of Castello Del Nero come with original frescoes or beamed ceilings. Every part of the castle offers panoramic views across the Tuscan countryside, with vineyards and olive groves. All feature a plasma-screen TV, air conditioning, and a bathrobe and slippers. La Torre Restaurant, a Michelin-starred restaurant, is set in what was once the castle's stable. It has an à la carte menu accompanied by a selection of local wines. La Taverna Restaurant serves Tuscan specialities. Castello Del Nero offers a shuttle service to and from Florence and Sienna, which operates according to a schedule.Show full description
Delightful property. Great restaurant. Set in the Chianti region between Florence and Siena, Villa Rosa Di Boscorotondo offers local cuisine and panoramic views of the surrounding vineyards and Tuscan countryside. This historic villa features a sun terrace with swimming pool and rustic accommodation. Villa Rosa's spacious, en suite rooms are individually decorated, and equipped with Tuscan, hand-crafted furniture and wrought-iron beds. Some rooms feature a terrace. There is also an independent house with private pool, set in a restored hay barn 30 metres away. Friendly, welcoming staff can assist you with organising day trips to the surrounding areas and booking local wine tours. Cooking courses are available on site. A sweet breakfast is served daily. For dinner you can enjoy a typical Tuscan meal upon request. Free public parking is available in front of the property, which is located along the SP2bis road.Show full description
This is the most beautiful country house in Radda in Chianti.
Historic. Friendly staff. Relais Vignale is a charming historic 18th-century villa located in the heart of the Chianti Classico area, with panoramic views across the Tuscan countryside and Chianti vineyards. The outdoor swimming pool is set in a floral garden, and the restaurant features a terrace. The centre of Radda is 2 minutes' walk away. The building was renovated according to the original architecture, and offers the standards of a 4-star hotel. Rooms are elegant, each is individually designed, and comes with air conditioning, heating and satellite TV. All rooms feature a minibar, while suites have a balcony or a terrace overlooking the surrounding hills. Some rooms are in the annex building. The Vignale includes a collection of antique furniture, frescoed ceilings, and grand fireplaces. There is also a TV room, lounge bar, and library. WiFi is available and there is a free internet point in the lobby. Breakfast is buffet style. The restaurant is open to the public and specialises in grilled meat and traditional Tuscan dishes, accompanied by fine local wines. A wellness centre with Turkish bath, hot tub and a relaxation area is at guests’ disposal with an extra cost. Massage treatments can also be arranged at an extra cost. The property offers free parking and is 1 hour's drive from both Florence and Siena. Volterra and Arezzo are both 58 km from the property.Show full description
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!
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