Cool, Unusual and Unique
Hotels in Castellina in Chianti

Farm Stay. Cosy. Popular among couples. Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena. All rooms at Capovento feature classic-style décor and antique Tuscan furniture. They all have free WiFi and a flat-screen TV with satellite and cable channel. Some rooms have a balcony. Capovento's restaurant and wine bar uses its own olive oil and serves traditional Tuscan specialities, along with famous wines from the Chianti area. Guests can rent bikes in the village and ride around the countryside, or just relax in the large garden with sun loungers. The Villa is a 10-minute drive from the town of Castellina in Chianti and 20 minutes by car from the Siena-Florence motorway. Show full description

Farm Stay. Elegant. 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. Accommodation at La Leccia comes with a unique design and handmade furniture. Castellina in Chianti is 2 km away. 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. Castello La Leccia is at the end of an unpaved road off the SP51 road. Parking is free. Show full description

Boutique hotel. Highly elegant. Great bar. 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

Country House. Creative. Superb interior design. Boasting air-conditioned accommodation with a patio, StageROOM03 - Chianti is situated in Castellina in Chianti. This country house features a pool with a view, a garden, barbecue facilities, free WiFi and free private parking. The property is allergy-free and is set 14 km from Piazza del Campo. The country house with a terrace and garden views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. A private entrance leads guests into the country house, where they can enjoy some wine or champagne and fruits. The country house offers bed linen, towels and housekeeping service. For guests with children, the country house features kids pool. Guests at StageROOM03 - Chianti can enjoy tennis on-site, or go cycling or hiking in the surroundings. Piazza Matteotti is 30 km from the accommodation. The nearest airport is Florence Airport, 59 km from StageROOM03 - Chianti. Show full description

Country House. Hip. Set next to the 13th-century Castle of Grignano, this charming stone farmhouse is 7 km outside Castellina in Chianti. Surrounded by nature, it features a large garden with tables and chairs. Rooms have a classic design with wrought iron beds, wood furniture and a private bathroom. La FIABA is set in the Chianti wine district, in an area famous for its Gallo Nero wine. Tours of an organic winery are available on request. Free parking is also provided. La FIABA B&B is set in the Chianti hills. It is halfway between Siena and Florence, 30 and 40 minutes' drive away respectively. Show full description

Apartment. Great views. Featuring pool with a view and views of pool, MEA CASA Toscana is an apartment situated in a historic building in Castellina in Chianti, 13 km from Piazza Matteotti. There is a private entrance at the apartment for the convenience of those who stay. At the apartment complex, all units include bed linen and towels. With an outdoor fireplace and a picnic area, this apartment complex offers ample opportunities to chill out. There is a sun terrace and guests can make use of free WiFi and free private parking. Units are equipped with a fully equipped kitchen with a dining area, and a private bathroom with a hair dryer and shower. A fridge, a stovetop and kitchenware are also featured, as well as a kettle. Guests can take advantage of the warm weather with the property's barbecue facilities. Piazza del Campo is 28 km from the apartment, while Piazzale Michelangelo is 40 km away. The nearest airport is Florence, 47 km from MEA CASA Toscana, and the property offers a paid airport shuttle service. Show full description

Boutique hotel. Beautiful. Popular among women. Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area. Set in a historic country house from the 1400s, this property offers rooms decorated in a typical Tuscan style. The beautiful panoramic views include the vineyards, olive groves, the Elsa Valley, San Gimignano and Siena. The Belvedere features private gardens with free parking and a spacious outdoor swimming pool. Each room comes with terracotta flooring, high oak-beamed ceilings, antique furniture and wrought-iron beds. Il Cortile restaurant serves buffet breakfast, and Tuscan cuisine for dinner. In the evening, aperitif and drinks are served in the bar with lounge. Guests can enjoy free wine tasting at a nearby shop. Florence is 45 km from Hotel Belvedere Di San Leonino, while Siena is a 20-minute drive away. Show full description

Historic. Great value. 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. 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. The nearest train station is Castellina Scalo, 6 km away. Show full description

Farm Stay. Great interior design. Set amidst the hills of the Chianti region, Casina Di Cornia is a restored farmhouse, located 9 km from Castellina in Chianti. It offers self-catering accommodation with rustic-style furnishings and free Wi-Fi. Featuring a terrace with views over the Tuscan hills, the apartment comes with a seating area and a fully equipped kitchen with a refrigerator and an electric kettle. The private bathroom includes a shower and hairdryer. The farm produces wine and olive oil. Guests can taste the farm's organic products or visit the on-site pottery lab. The garden, complete with BBQ facilities, is ideal for relaxing. An array of activities can be enjoyed in the surroundings, including hiking and cycling. From Casina Di Cornia, guests can visit Siena, with its medieval monuments, a 30-minute drive away. The Florence Peretola Airport is 50 km from the property. Show full description

Bed and Breakfast. Charming. Great location. The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities. It offers free parking and free Wi-Fi. The Residenzia is in the small town of Castellina in Chianti, 15 km from Siena. The outdoor pool offers views of the Tuscan countryside. Rooms are furnished in a traditional country style. All have air conditioning, satellite TV, fridge, and private bathrooms with hairdryer. The area is known for its excellent food and wine. A homemade breakfast is prepared daily using fresh, local ingredients. The nearest airport is in Florence, an airport pick up service is available on request. The hotel Del Sogno is located off the main road between Florence and Siena. Show full description

Country House. Unique. Great value. Popular among women. Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit. The rooms are set in separate buildings located around the grounds. Each one features a private bathroom and elegant décor. You are invited for a guided tour of the wine cellar where you can buy wines from the shop. Breakfast at Castello di Fonterutoli Wine Resort is a buffet of pastries, hot dishes and cold cuts. The restaurant is open to the public and serves traditional Tuscan cuisine. Siena is a 20-minute drive away. Buses for Siena stop in Fonterutoli village centre, 200 metres away. Show full description

Farm Stay. Relaxing atmosphere. Gorgeous surroundings. 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

Boutique hotel. Lovely property. Great location. Popular among women. Hotel Colle Etrusco Salivolpi is a recently converted farmhouse in the heart of Tuscany, near Castellina in Chianti. It is surrounded by a private garden with swimming pool and free Wi-Fi. The Colle Etrusco Salivolpi features air-conditioned guest rooms in Tuscan style. Some rooms have exposed wooden beams and wrought-iron beds. Breakfast is homemade. The Hotel Colle Etrusco Salivolpi is a short walk from Castellina's centre. It is just 20 minutes' drive from Siena and 30 minutes from Florence. Free parking is provided on site. Show full description

Apartment. Great value. Offering a garden and garden view, Casa Vacanze Squarcialupi is set in Castellina in Chianti, 20 km from Piazza Matteotti and 21 km from Piazza del Campo. This apartment offers free private parking, a 24-hour front desk and free WiFi. At the apartment complex, the units are equipped with air conditioning, a seating area, a flat-screen TV with satellite channels, a kitchenette, a dining area and a private bathroom with a hair dryer, a bidet and free toiletries. At the apartment complex, each unit is equipped with bed linen and towels. Featuring family rooms, this property also provides guests with a terrace. A microwave, a fridge and stovetop are also featured, as well as a coffee machine and a kettle. Guests at the apartment will be able to enjoy activities in and around Castellina in Chianti, like hiking. Pitti Palace is 43 km from Casa Vacanze Squarcialupi, while Strozzi Palace is 44 km away. The nearest airport is Florence Airport, 50 km from the accommodation. Show full description

Guest House. Cool. Great value. Popular among women. Located in Castellina In Chianti, Locanda La Casina Di Lilliano offers free Wi-Fi, an outdoor pool and air-conditioned rooms with a flat-screen TV. Rooms at La Casina Di Lilliano have tiled floors, wood-beamed ceilings and original stone walls. Each includes a private bathroom with shower. A free parking is available on site. Poggibonsi is a 20-minute drive from this property. Siena is 25 km away. Show full description

Holiday Home. Situated in Castellina in Chianti, in a historic building, 15 km from Piazza del Campo, Salto di Gatto is a holiday home with a garden and barbecue facilities. This property offers access to a balcony, free private parking and free WiFi. Outdoor dining is also possible at the holiday home. The holiday home with a terrace and garden views has 2 bedrooms, a living room, a TV, an equipped kitchen with an oven and a microwave, and 1 bathroom with a walk-in shower. Towels and bed linen are available in the holiday home. For added privacy, the accommodation has a private entrance and is protected by full-day security. Guests can also relax in the shared lounge area. Piazza Matteotti is 28 km from Salto di Gatto. The nearest airport is Florence Airport, 58 km from the accommodation. Show full description

Farm Stay. Nice surroundings. Overlooking the Chianti hills, Agriturismo Casale Dello Sparviero is set in a former monastery. It features a panoramic garden and free Wi-Fi throughout. With garden views, apartments all come with terracotta floors and a living room with a sofa and a TV. This property is part of a farm producing wine. The kitchenette is equipped with a refrigerator. Guests can enjoy a variety of activities in the immediate surroundings, including wine tasting. Monteriggioni is a 10-minute drive from the Casale Dello Sparviero. Siena is 20 km away. Show full description

Country House. Historic property. Great location. Podere Palazzolo is a country farmhouse set outside Castellina in Chianti. It has large gardens with swimming pool overlooking the Chianti Valley. 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. The Palazzolo is 15 km from Siena and 40 km from Florence. San Gimignano is a 30-minutes drive away. Show full description

Boutique hotel. Great bar. 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. In the heart of the Chianti area, the property is a 30-minute drive from Siena and 45 minutes from Florence. 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. Riding stables are available nearby. Show full description

Farm Stay. Delightful property. Nice surroundings. Featuring an outdoor swimming pool and a garden with children’s playground, Molino di Bombi offers self-catering apartments with free Wi-Fi 6 km from Castellina in Chianti. The property produces olive oil and wines. Furnished with wood-beamed ceilings and terracotta floors, each apartment is equipped with a TV, fireplace and a kitchenette with oven, microwave and coffee machine. The private bathroom comes with a bath or shower and bidet. Monteriggioni is a 25-minute drive from Molino di Bombi, while Siena is 25 km away. Greve in Chianti is a 40-minute drive from the property. Show full description