Search Deals onChianti Region Vacation Packages
Chianti Region Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.


Cappuccina Country Resort
Save 100% on your flight
per person
Sep 18 - Sep 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
Stay at this 4-star business-friendly hotel in San Gimignano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sant'Agostino Church and Archaeological Museum - Spezieria Santa Fina - Raffaele De Grada Modern and Contemporary Art Gallery are located nearby.

Precise Tale Poggio Alla Sala
Save 100% on your flight
per person
Aug 23 - Aug 29
found 2 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Archaeological Civic Museum and Terme Sant'Elena are located nearby.

Rosewood Castiglion del Bosco
Save 100% on your flight
per person
Aug 23 - Aug 29
found 2 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
Stay at this 5-star luxury hotel in Montalcino. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Castiglion del Bosco Winery and Corte Pavone Winery are located nearby.

Podere Cavalbianco
Save 100% on your flight
per person
Aug 23 - Aug 29
found 2 hours ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
Stay at this 5-star luxury farm stay in Monte San Savino. Enjoy free WiFi, free parking, and private pools. Popular attractions Montemaggiore Wine & Countryhouses and Comune di Monte San Savino are located nearby.

Hotel Villa Cesi
Save 100% on your flight
per person
Sep 18 - Sep 26
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
Stay at this 4-star spa hotel in Impruneta. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Piazzale Michelangelo and Pitti Palace are located nearby.

Aurum Uffizi
Save 100% on your flight
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Stay at this 4-star hotel in Florence. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Uffizi Gallery and Ponte Vecchio are located nearby.

Grand Hotel Cavour
Save 100% on your flight
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Florence (FLR)
Stay at this 4-star family-friendly hotel in Florence. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Cathedral of Santa Maria del Fiore and Uffizi Gallery are located nearby.
Chianti Region Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Chianti Region Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Tue, Oct 7 - Wed, Oct 8
BCN
Barcelona Intl.
FLR
Peretola
$93 Roundtrip, found 13 hours ago
$93
Roundtrip
found 13 hours ago

Tue, Sep 9 - Tue, Sep 16
LHR
Heathrow
PSA
Galileo Galilei
$188 Roundtrip, found 8 hours ago
$188
Roundtrip
found 8 hours ago

Wed, Aug 20 - Wed, Aug 27
BCN
Barcelona Intl.
PSA
Galileo Galilei
$203 Roundtrip, found 13 hours ago
$203
Roundtrip
found 13 hours ago
Wed, Sep 17 - Thu, Sep 18
LHR
Heathrow
FLR
Peretola
$236 Roundtrip, found 6 hours ago
$236
Roundtrip
found 6 hours ago
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Car Rentals in Chianti Region
- Car rentals in Florence
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- Car rentals in Montepulciano
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- Car rentals in Greve in Chianti
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