Hotels in Chianti Region

Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an onsite winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.

Immerse yourself in the Tuscan countryside at this luxurious retreat near San Felice Winery and Castle of Brolio. Enjoy pampering at the spa, dine at Poggio Rosso restaurant, and unwind by the pool with complimentary breakfast.

Immerse yourself in vineyard views at this farm stay with a restaurant and bar. Free perks include breakfast, WiFi, and parking. Explore nearby Castello di Volognano, just a short drive from Rignano sull'Arno-Reggello Station.

Immerse yourself in Chianti's rolling landscapes from this luxurious retreat with an outdoor pool and poolside bar. Just minutes from Castellina Fortress, enjoy 2 restaurants and free breakfast after exploring nearby archaeological treasures.

Nestled in Gaiole in Chianti, this luxury hotel features 2 restaurants and a full-service spa. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby Castello di Meleto Cantina after a refreshing swim.

Retreat to this luxurious hotel adjacent to a golf course in Barberino Tavarnelle, offering free breakfast, WiFi, and parking. Enjoy international cuisine at La Torre restaurant, indulge in Ayurvedic treatments at the spa, or unwind at the sauna near Castello di Barberino.

Escape to this Italian haven featuring indoor swimming and pampering treatments at the on-site spa. Savor Italian cuisine at Ristorante La Colonna after exploring nearby Chianti Sculpture Park. Free breakfast, Wi-Fi and parking enhance your countryside stay.

Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.

Escape to this charming farm stay in Castellina in Chianti with an outdoor pool and attached winery. After a massage, explore the garden or sip drinks at the bar. Nearby Casa Vinicola Luigi Cecchi and free WiFi enhance your Italian getaway.

Discover the luxurious charm of this Tuscan retreat with an on-site winery and 2 restaurants. Enjoy pampering spa treatments after a dip in the outdoor pool or workout at the 24-hour fitness center. Near Il Borro Wines with free WiFi and parking.

Immerse yourself in Tuscan splendor at this luxurious Radda in Chianti estate with its own winery, restaurant, and rejuvenating spa treatments. After enjoying complimentary breakfast, explore nearby Castello di Radda Winery or lounge by the seasonal outdoor pool.

Escape to this luxurious resort in San Casciano in Val di Pesa offering Italian cuisine at da Tiberio restaurant. Unwind in the outdoor pool, hot tub, or indulge in deep-tissue massages at the spa, all while exploring nearby museums.

Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.

Immerse yourself in Italian charm at this countryside hotel featuring a seasonal outdoor pool with dedicated children's area. Enjoy Italian cuisine at LA BIANCA RESTAURANT before unwinding at the poolside bar. Near Le Caldane Thermal Baths with free breakfast and parking.

Escape to this charming hotel in Castellina in Chianti featuring a winery and restaurant. Unwind at the spa with hot stone massages or lounge by the outdoor pool with cocktails from the poolside bar. Near Lilliano Estate Winery with free breakfast and parking.

Set in Poggibonsi near San Lucchese Convent, this family-friendly hotel offers a seasonal outdoor pool, tennis courts, and poolside bar. Just 6 minutes from the train station, it's perfectly positioned for exploring picturesque towns across Tuscany.

Escape to this charming wine resort in Gaiole in Chianti with a rooftop terrace overlooking the countryside. Near Meleto Castle, this retreat offers tennis courts, an outdoor pool, and on-site winery. Enjoy free breakfast and parking.