Hotels in Penna

Surrounded by Tuscany's rolling hills, this luxury retreat offers 2 indoor pools and restorative spa treatments. Enjoy meals at 2 restaurants, sip drinks at the bar, and stay active in the fitness center, all while exploring nearby Villa a Sesta Polo Club.

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.

Escape to this luxurious Castelnuovo Berardenga retreat featuring 2 restaurants and a welcoming bar. Enjoy complimentary breakfast, WiFi, and parking while indulging in spa services like deep-tissue massages near Chianti Sculpture Park.

Nestled in Gaiole in Chianti, this spa aparthotel offers a seasonal outdoor pool, hot tub, and rejuvenating facials. Apartments feature espresso makers and pillowtop beds with custom menus. Nearby attractions and free WiFi enhance your Italian getaway.

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 beautiful countryside scenery, this Castellina in Chianti hotel offers Italian dining at Osteria di Casafrassi and a winery on-site. Enjoy free breakfast near Mazzei Winery, just 9 minutes from Monteriggioni Badesse Station.

This countryside gem offers breathtaking views from its rooftop terrace. Enjoy the bar, tennis courts, and coffee shop after exploring nearby attractions. With free WiFi and parking, plus Monte San Savino Station just an 18-minute walk away.

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.

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.

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 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 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.

Immerse yourself in the serene beauty of Chianti at this charming farm stay. Just minutes from Mazzei Winery and Archaeological Museum, the property offers a seasonal outdoor pool, garden terrace, and complimentary breakfast. Enjoy drinks at the bar or treats from the deli.