Hotels in Chianti Region

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.

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.

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.

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.

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.

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.

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 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 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.

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.

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.

Experience pure relaxation at this Tuscan retreat with an outdoor pool and poolside bar. The on-site spa offers indulgent treatments while Ristorante Ultimo Mulino serves local cuisine. Near Gaiole in Chianti Stadium and Castello di Meleto Cantina, with free breakfast and parking.

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.

Immerse in Chianti country at this farm stay featuring a winery where you can savor local vintages. Near Castello di Radda Winery and Volpaia, this retreat offers international cuisine, garden spaces, and complimentary breakfast that guests consistently praise.

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 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.