A list by Anna Pinto & Ted Valentin. Updated February 2024.
We have created a list with the best castle hotels near Castellina in Chianti, Italy. We have also included hotels in historic properties, old "castello"-s, historic villas, palaces, hamlets, country estates, french "relais" (mansions), resorts, 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!
Cosy. Comfortable beds. 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
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.
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.
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.
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.
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.
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.
Historic. Tennis court. 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
Lovely property. Tennis court. 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
Historic. Comfortable beds. Residenza D'Epoca Palazzo Buonaccorsi is a historical palace dating back to the 13th century and located inside the city walls on the main street of San Gimignano, Via San Matteo, really full historical center and a few steps from the imposing medieval Towers and Cathedral. It offers free WiFi everywhere and features spacious rooms with authentic antique furnishings of the palace, fridge, hairdryer and liquid soaps. A bus stopping 50 metres from Palazzo Buonaccorsi takes guests to Siena and Florence or train station in Poggibonsi. The courtyard is a quiet area for everything.Show full description
This charming and cozy guesthouse in the heart of San Gimignano is a historic palace dating back to the 13th century, providing a unique medieval experience. With a limited number of rooms, it creates an intimate and personalized atmosphere.
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. Delightful property. Superb breakfast. 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
In my judgement this could be one of the most BEAUTIFUL AND LUXURIOUS bed and breakfasts in Castellina in Chianti. It also has a highly rated breakfast.
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
Based on my research this is one of the most ELEGANT boutique hotels in Castellina in Chianti.
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.
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 farm stay has outstanding views and beautiful surroundings!
Elegant. 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
Close to beach front. 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.
Historic. Great location. Podere Palazzolo is a country farmhouse set outside Castellina in Chianti. It has large gardens with swimming pool overlooking the Chianti Valley. The Palazzolo is 15 km from Siena and 40 km from Florence. Parking and Wi-Fi are free. The rooms are elegantly decorated, and feature terracotta floors, and exposed wooden beams on the ceilings. Each comes with an iPod/iPhone docking station, and most have views of the Tuscan countryside. Sessions in the wellness area with a 2-seater hot tub and sauna are bookable on site. The property is family-run and staff speak Italian, French, English, and German. The restaurant is open from 12:00 to 21:30 and serves traditional food and snacks, including bruschette. San Gimignano is a 30-minutes drive away.Show full description
Friendly staff. With a pool, Villa Casalecchi is a 19th-century property 2.5 km from Castellina in Chianti. It features free Wi-Fi and a sun terrace overlooking the vineyards and olive groves. All accommodation at the Casalecchi is en suite. The Villa offers rooms with antique furnishings and a rustic décor. Each has a TV, and some are air conditioned. Breakfast is buffet style, with a combination of sweet and savoury items. Surrounded by a large terraced Italian garden, Villa Casalecchi also features a chapel with frescoes. Staff can help arranging tours to nearby attractions. In the heart of the Chianti area, the property is a 30-minute drive from Siena and 45 minutes from Florence. Riding stables are available nearby.Show full description
Great restaurant. Popular among couples. Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa. The rooms of Palazzo Squarcialupi feature rustic terracotta floors, exposed wooden beams on the ceilings, and 18th-century furnishings. The nearest train station is Castellina Scalo, 6 km away. Rooms are complete with seating area. The bathrooms are in Carrara marble. Modern room facilities include air conditioning and a flat-screen TV. Free WiFi is available throughout. Breakfast is a sweet and savoury buffet, served in the breakfast room. During summer you can enjoy a drink on the terrace overlooking the pool and the Chianti Valley. The property is located in an area restricted to traffic. The bus to Siena stops 100 metres from the hotel.Show full description
We do our best to keep this list as up-to-date as possible. We last updated it in February 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 Castellina in Chianti: