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Chianti Region Vacation Packages
The Chianti region’s mastery of the grape has made it one of the most famous wine regions of the world. Its wine-growing countryside is simply beautiful with miles of green hills, valleys, vineyards, olive groves and ancient forests. Dotted throughout the landscape are medieval villages with old churches, castles and towers. Tour centuries-old settlements, hike or cycle through the scenic countryside and sample Chianti wines, from new varietals to old favorites.
Chianti has been producing wines for more than 2,000 years, reaching prominence as a wine region in the 13th century. Its best-known appellation is the Chianti Classico, which dates back to 1716. Enjoy tasting sessions in wine bars, restaurants and tours of the region's wineries. No matter where you are staying in Chianti, there will be a winery close to you. Guided tours of the region make traveling between wineries easy.
Spend some time in Chianti’s centuries-old villages. Tour Radda in Chianti, a medieval walled town. Visit the 15th-century fortress and Etruscan burial sites of Castellina in Chianti. At Greve in Chianti find an arcaded, triangular plaza bordered by historical buildings.
Although you can move around Chianti by train, bus and car, consider renting a bike for a cycling trip along country lanes. Combine your love of the outdoors with an appreciation of art at the Chianti Sculpture Park in Pievasciata. Among the oak trees are a number of installations by artists from all over the world.
Chianti is a region that loves to party and festivals, concerts and markets are held throughout the year. Savor the summer wine and food festivals in San Casciano, Tavarnelle and many other places. Visit Impruneta in the fall for its festival celebrating the harvest of the grape. Witness how Panzano in Chianti marks the start of spring with a procession in period costumes.
Reach Chianti by flying into Pisa or Florence and using a car or public transportation to explore the region’s history, medieval villages, vineyards and countryside.
Top Hotel Deals
Castello di Spaltenna
Via Spaltenna 13, Gaiole in ChiantiSituated in Gaiole in Chianti, this spa hotel is within a 15-minute walk of Gaiole in Chianti Stadium and Church of San Sigismondo. Medieval Tower of Barbischio is 2.1 mi (3.3 km) away.
La Loggia Villa Gloria
Località Maciallina, Castelnuovo BerardengaLocated in Quercegrossa, this hotel is within 6 mi (10 km) of University for Foreigners of Siena, Stadio Artemio Franchi, and Siena Stadium. Palasport Mens Sana and Santa Maria alle Scotte Polyclinic are also within 6 mi (10 km).
Villa I Barronci
Via Sorripa 10, San Casciano in Val di PesaThese hotel accommodations are located throughout the area in San Casciano in Val di Pesa.
Villa Casagrande Resort & SPA
Via del Puglia, 61, Figline ValdarnoLocated in the heart of Figline Valdarno, this hotel is 0.3 mi (0.5 km) from Franciscan Monastery of St. Francis and within 6 mi (10 km) of Museum of Terranuova Tuscany and Masaccio Museum of Sacred Art. Soffena Abbey and Fashion Valley are also within 9 mi (15 km).
Relais Villa Tavolese
221 Marcialla, CertaldoLocated in Marcialla, this hotel is 2.3 mi (3.7 km) from Santa Lucia al Borghetto Church and within 6 mi (10 km) of Tenuta Maiano and Vine and Wine Museum. Museum of Sacred Art and Casa del Boccaccio are also within 9 mi (15 km).
Top Flight + Hotel Deals
Borghese Palace Art Hotel
4.0 out of 5.0Sun, 5 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£413
per person
Hotel Villa La Malva
3.0 out of 5.0Sat, 28 Oct - Sat, 4 Nov
Stansted - Peretola
£198
per person
The Westin Excelsior, Florence
5.0 out of 5.0Sun, 5 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£989
per person
Bernini Palace
5.0 out of 5.0Sun, 5 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£614
per person
Villa La Massa
5.0 out of 5.0Sun, 5 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£1,571
per person
Golden Tower Hotel & Spa
5.0 out of 5.0Sun, 5 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£597
per person
Art Hotel Museo
4.0 out of 5.0Sat, 28 Oct - Sat, 4 Nov
Stansted - Peretola
£223
per person
Hotel San Ranieri
4.0 out of 5.0Wed, 1 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£547
per person
Castello del Nero Hotel & Spa
5.0 out of 5.0Sun, 5 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£745
per person
Hotel Galilei
4.0 out of 5.0Wed, 1 Nov - Thu, 9 Nov
Bristol Intl. - Peretola
£583
per person
Top Deals on Flights
These prices were available within the past 7 days. Prices quoted are per person, return, for the period specified. Prices and availability are subject to change. Additional terms apply.
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