Hotels in Chianti Region

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.

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.

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.

Escape to this rustic wine country retreat near the Museum of Sacred Art. Complimentary perks include daily buffet breakfast, WiFi, and parking. Enjoy the tranquil garden and terrace just 11 minutes from Certaldo Station.

Nestled in charming Greve in Chianti, this countryside B&B offers a seasonal outdoor pool and complimentary perks including breakfast, WiFi, and parking. Located near Montefioralle Winery and Wine Museum, guests consistently praise the attentive staff.

Experience authentic Tuscan charm at this farm stay featuring its own winery and restaurant. Take a refreshing dip in the seasonal pool, stroll through lush gardens, or enjoy local wines on the terrace. Free WiFi and parking make exploring nearby Meleto Castle effortless.

Savor the tranquil charm of this Greve in Chianti guesthouse with seasonal outdoor pool and onsite restaurant. Located near Sezzate Castle, this rural gem offers free breakfast and WiFi while providing easy access to Florence's attractions.

Unwind at this charming farm stay near Passignano Abbey, featuring free breakfast and parking. Dive into the seasonal outdoor pool, play tennis, or relax with a massage and sauna after exploring the picturesque Val di Pesa region.

Sip estate wines at this charming farm stay in Greve in Chianti with free breakfast and outdoor pool. Explore Verrazzano Castle nearby or unwind on the scenic rooftop terrace after dining at the on-site restaurant.

This rustic villa in Loro Ciuffenna offers a seasonal outdoor pool with dedicated children's area and poolside bar. Unwind with massages at the spa after exploring nearby La Salceta Winery, then return for complimentary breakfast, parking and WiFi.

Escape to Radda in Chianti, where this spa hotel offers rejuvenating hot stone treatments and facials near Castello di Radda Winery. Enjoy 2 restaurants, a poolside bar, and fitness center after exploring Volpaia.

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 Tuscan retreat offering a rooftop terrace with panoramic countryside vistas. Unwind at the seasonal outdoor pool, enjoy massages, or sip wine at the bar. Near Monastary of Sorelle Clarisse and Antinori nel Chianti Classico.

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.

Unwind at this countryside retreat featuring a spa with reflexology treatments and a scenic poolside bar. Local cuisine at Ristorante Cortefreda complements your stay near Abbey of Passignano and Casa Sola Winery. Free breakfast and parking included.

Set in Greve in Chianti, this castle offers daily housekeeping and free breakfast from 8:00 to 10:00 AM. Nearby attractions include Ruffino - Tenuta di Poggio Casciano and Sezzate Castle, with Florence Airport just 56 minutes away.