We have created a list with the best castle hotels in Chianti, Italy. We have also included hotels in historic properties, historic villas, old "castello"-s, resorts, hamlets, french "relais" (mansions), country estates, palaces, wineries, family-run hotels, old manor houses, medieval castles, old palaces and monasteries. Hope you enjoy it. We think it might be the best of its kind around. Tip: Set your dates to see room prices!
A list by Anna Pinto & Ted Valentin. Updated February 2024.
Good breakfast. 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.
Historic. 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. Great location. 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
Delightful property. 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
Based on my research this is one of the most BEAUTIFUL luxury hotels in Chianti.
Luxurious. 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.
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
Charming. Cosy rooms. 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.
Luxurious. Great views. 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
Based on my research this is one of the most LUXURIOUS luxury hotels in Chianti.
Close to beach front. Historic. Stunning pool facilities. Relais Della Rovere is comprised of a restored villa, a 12th-century convent, and a farmhouse. It features a large park with swimming pool and sunbathing area with views across the town. The restaurant of Della Rovere Relais serves typical Tuscan cooking and fine national wines. Since 2021 the Relais is managed by Ross Hotels Group; rooms and common areas have been restored giving a new light to the ancient ambiences. Free Wi-Fi is available in all rooms. Rooms are all equipped with modern furniture, air conditioning and satellite TV. They feature parquet or terracotta floors, and private bathrooms with spa bath or a shower. Some have views of the historic centre of Colle Val D'Elsa. During the summer you can dine on the patio and enjoy the romantic, candlelit atmosphere.Show full description
Relais Della Rovere is a historic hotel in Colle Val D'Elsa. The hotel has a romantic and cozy atmosphere, with beautiful gardens and a pool. The rooms are spacious and well-maintained.
Castel Pietraio is located deep in the Tuscan countryside, just 10 minutes from the perfectly preserved walled village of Monteriggioni and less than half an hour from beautiful Siena. This medieval castle, once important for defending the area, now offers peaceful, relaxing accommodation in a stunning setting. Rooms inside 17th-century Castel Pietraio are furnished and decorated in keeping with their history, with exposed wooden beams and terracotta tiles as well as all modern comforts. In a tranquil but easily-accessible area, from Castel Pietraio you can be at San Gimignano in half an hour, as well as numerous other pretty historic towns. On site you will find a large open-air swimming pool with lovely views, a children’s playground and a barbecue area. If you prefer to stay closer to home, you can go horseriding, walking or cycling directly from the castle and just 500 metres away is a village with shops and restaurants.Show full description
Castel Pietraio is a charming castle located in a beautiful area near Monteriggioni and a 15 minutes drive from Siena. It has a nice swimming pool and is close to two good restaurants.
Cosy. 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
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
Highly elegant. Great restaurant. Popular among couples. A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti. Located on a hill, between Florence and Siena, it offers panoramic views of the countryside. The Locanda's extensive gardens feature an outdoor pool set in an olive grove. On site parking is free. The simple, individually decorated rooms come with air conditioning, and a flat-screen TV. The minibars are stocked with free mineral water, and the en suite bathrooms are complete with a hairdryer. The Tavola by Guido Haverkock restaurant offers a variation of traditional Tuscan cuisine, using organic local ingredients. A generous breakfast is served daily.Show full description
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. Unique. Superb breakfast. Villa Curina has a countryside location, close to the Chianti hilly area, and is set in a 16th-century hamlet. A garden surrounds the entire property, including its large outdoor pool and tennis court. Rooms at Villa Curina Resort are located in the 18th-century villa or in separate refurbished farmhouses. All are elegantly decorated with antique furnishings. Modern comforts include an LCD TV and free Wi-Fi. Il Convito di Curina restaurant serves traditional Tuscan dishes and gourmet recipes, accompanied by a wide range of fine, local wines and champagne. You can enjoy a candle-lit dinner on the panoramic terrace. Siena can be reached in 20 minutes by car.Show full description
This small hotel has a highly rated breakfast and amazing staff.
Charming. Comfortable beds. Just outside the Castle of Monteriggioni, Albergo Casalta is on Via Francigena in the historic village of Strove. This friendly family-run hotel is set in an ancient Lombard fortress with stone walls. The hotel's interiors have many original features such as wood-beamed ceilings. Guests can enjoy a drink by the fireplace in the lounge, or out in the courtyard in summer. Hotel Casalta is set in the countryside of the Val d’Elsa. Nearby you will find an outdoor pool, tennis courts, hiking or horse-riding facilities and golf clubs.Show full description
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.
Charming. Great location. The Tenuta Il Tresto is a typical Tuscany farmhouse located in the hearth of The Chianti area, adjacent to places full of art and history such as San Gimignano, Monteriggioni and Colle di Val d’Elsa, close to the Castle of Strozzavolpe and to the Castle of the Magione. The hospitality of the Farmhouse Tenuta Il Tresto offers a relaxing stay, in an atmosphere of quiet and intimacy, in old seventeenth century villa, recently restructured with a careful recovery of the old architectural style and equipped with all modern comforts.The old village of Il Tresto, risen around the seventeenth century main villa, overlooking the vineyards, the olive-groves and the gentle valleys which allows the view of a enchanting corner of the Val d’Elsa. . Show full description
This country house has a great location in Poggibonsi!
Beach front location. Relaxing atmosphere. Amazing pool. Boasting a shared lounge and views of garden, Castello di Cafaggio is a villa set in a historic building in Impruneta, 15 km from Pitti Palace. This villa has a private pool, a garden and free private parking. For guests with children, Castello di Cafaggio features outdoor play equipment. Strozzi Palace is 15 km from Castello di Cafaggio, while Santa Maria Novella is 15 km from the property. Featuring family rooms, this property also provides guests with a picnic area. All units are fitted with air conditioning, a flat-screen TV with cable channels, a fridge, a coffee machine, a bidet, a hair dryer and a wardrobe. Each unit is fitted with a kettle, a private bathroom and free WiFi, while some rooms are fitted with a terrace and some have pool views. At the villa complex, each unit is equipped with bed linen and towels. A selection of options including fresh pastries, fruits and juice is available for breakfast, and breakfast in the room is also available. Guests at the villa can make the most of yoga classes offered in-house. If you would like to discover the area, cycling, hiking and walking tours are possible in the surroundings and the accommodation can arrange a bicycle rental service. The nearest airport is Florence Airport, 21 km from the villa.Show full description
Castello di Cafaggio Borgo is a castle located in Impruneta, Italy, that offers visitors a unique and romantic experience. The castle is set up in a way that allows for privacy and quiet, while still providing incredible views of the surrounding scenery.
Beach front location. Stylish. Great breakfast. Immersed in a 20-hectare park with olive trees and vineyards, Terre di Baccio is nestled on a hill in the Chianti area. It is a country house of the 16th century, located less than 1 km from Greve in Chianti. The property offers a panoramic swimming pool. The property boasts a mix of antique Tuscan features and Guatemalan furnishings. Rooms and apartments come with wood-beamed ceiling and include a satellite TV, an electric kettle, and a private bathroom. Some units are air conditioned. A continental buffet breakfast is served to guests staying in the rooms and suites. The property produces oils and wines, which can be enjoyed in Terre di Baccio’s historic wine cellar. Walking and cycling trails along the hills of the Chianti region start right on the doorstep. Bicycles can be rented at the Terre di Baccio. A public bus with links to Florence, 31 km from the property, stops 300 metres away. San Casciano In Val di Pesa can be reached in 30 minutes by car.Show full description
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