Hotels in Cavallari

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.

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.

Surrounded by vineyards, this countryside hotel offers a full-service spa, outdoor pool, and local cuisine at La Gabbia Tuscany Lounge. After wine tasting at nearby Borgo di Vescine, unwind in the sauna or bar.

Relax on the rooftop terrace overlooking the Chianti countryside at this historic hotel with indoor and outdoor pools. After a spa treatment, savor local cuisine at La Perla del Palazzo restaurant or visit nearby wineries.

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.

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.

Unwind at this Radda in Chianti retreat, where a serene outdoor pool meets indulgent spa treatments. Just minutes from Castello di Radda Winery and Volpaia, this historic haven offers terrace views, fine dining, and complimentary WiFi and parking.

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.

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.

Surrounded by Chianti countryside, this serene hotel with winery charms visitors with Italian cuisine at Il Cortile restaurant. Cool off in the outdoor pool, unwind in the hot tub, or sample local vintages at the bar after exploring nearby attractions.

Surrounded by vineyards in Greve in Chianti, this luxury hotel captivates with 2 outdoor pools and tennis court. Enjoy complimentary breakfast before exploring nearby Pieve di San Leolino or sipping local wines at Il Molino di Grace Winery.

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 Monteriggioni's charm at this serene hotel near Monteriggioni Castle. Enjoy the outdoor pool with poolside bar, relax with spa treatments, and savor Italian cuisine at La Ducareccia restaurant while exploring medieval Tuscan treasures.

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.