Hotels in Chianti Region

Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.

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.

Set in Greve in Chianti, this charming property offers regional cuisine at restaurant Vicchiomaggio plus complimentary WiFi and parking. Explore nearby Verrazzano Castle and Piazza Matteotti, then return to enjoy the terrace and garden views celebrated by guests.

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.

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.

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.

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.

Minutes from Montevarchi-Terranuova Station, this inviting hotel offers a cozy bar/lounge and on-site cafe. Explore nearby Il Cassero and Accademia Valdarnese del Poggio Library with ease thanks to free WiFi and parking.

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.

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.

Set in Figline e Incisa Valdarno, this villa offers both indoor and outdoor pools, plus a spa with massages and scrubs. Visit the on-site winery, dine at Terrae Casagrande, and walk just 12 minutes to Figline Valdarno Station.

Escape to this charming farm stay featuring a winery and restaurant near Franciscan Monastery of St. Francis. Cool off in the seasonal outdoor pool, enjoy drinks at the poolside bar, or unwind on the terrace while the helpful staff ensures a memorable countryside retreat.

Escape to this quiet Tuscan villa with an outdoor pool and bar. After a day of sightseeing nearby Florence attractions, enjoy hot stone massages and body treatments. Free breakfast, WiFi and parking complete your peaceful retreat.

This family-friendly Impruneta hotel offers regional cuisine at Villa Castiglione restaurant and convenient poolside refreshments. Just a 15-minute drive from Piazzale Michelangelo and Pitti Palace, with free breakfast, WiFi and parking for easy Tuscan adventures.

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.