Chianti Region Vacation Packages
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Top Chianti Region vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
9/10 Wonderful! (1,000 reviews)
Jan 19 - Jan 26
7 night stay
Charlotte (CLT) to Florence (FLR)
Lufthansa • Non-stop • Coach
Florence (FLR) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Price was $1,654, price is now $1,252 per person
$1,252
per person
found 22 hours ago
The staff at breakfast was
Reviewed on Nov 6, 2026
4.0-star property
Hotel Berchielli
Historic Centre of Florence
9.4/10 Exceptional! (1,001 reviews)
Jan 19 - Jan 26
7 night stay
Charlotte (CLT) to Florence (FLR)
Lufthansa • Non-stop • Coach
Florence (FLR) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Price was $1,884, price is now $1,381 per person
$1,381
per person
found 22 hours ago
4.0-star property
Grand Hotel Cavour
Historic Centre of Florence
9.2/10 Wonderful! (1,003 reviews)
Jan 19 - Jan 26
7 night stay
Charlotte (CLT) to Florence (FLR)
Lufthansa • Non-stop • Coach
Florence (FLR) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Price was $1,885, price is now $1,407 per person
$1,407
per person
found 22 hours ago
The location was excellent. The breakfast buffet was wonderful. The staff was helpful. Our mini suite was very nice. I would stay here again.
Reviewed on Nov 6, 2026
4.0-star property
The Hoxton, Florence
Historic Centre of Florence
9.4/10 Exceptional! (370 reviews)
Jan 19 - Jan 26
7 night stay
Charlotte (CLT) to Florence (FLR)
Lufthansa • Non-stop • Coach
Florence (FLR) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Price was $1,715, price is now $1,288 per person
$1,288
per person
found 22 hours ago
5.0-star property
Bernini Palace
Historic Centre of Florence
9.8/10 Exceptional! (1,011 reviews)
Jan 19 - Jan 26
7 night stay
Charlotte (CLT) to Florence (FLR)
Lufthansa • Non-stop • Coach
Florence (FLR) to Charlotte (CLT)
Air Canada • Non-stop • Coach
Price was $2,263, price is now $1,713 per person
$1,713
per person
found 22 hours ago
Top rated hotels for your Chianti Region vacation package
hu Firenze Certosa camping in town
Via San Cristofano 2 Impruneta FI
Free Cancellation
Reserve now, pay when you stay
14.94 mi from city center
$42 nightly
The price is $50 total per night
$50 total
Nov 8 - Nov 9
Total with taxes and fees
Guests of hu Firenze Certosa camping in town enjoy access to free WiFi in public areas, a seasonal outdoor pool, and coffee in a common area. Free parking is available if you drive. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls.
Pool
Pet friendly
Hotel Toscana Ambassador
Via Salceto, 11 Poggibonsi SI
Free Cancellation
Reserve now, pay when you stay
11.49 mi from city center
$65 nightly
The price is $71 total per night
$71 total
Nov 12 - Nov 13
Total with taxes and fees
Hotel Toscana Ambassador features free WiFi in public areas, meeting rooms, and conference space. If you decide to drive, there's free parking. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include a business center, express check-in, and express check-out.
Parking included
Free WiFi
Fattoria di Vegi
Località Vegi, 16 Castellina in Chianti SI
8.52 mi from city center
Renovated in 2025, Fattoria di Vegi offers a winery, an outdoor pool, and a rooftop terrace. Front-desk staff can assist with concierge services and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, coffee/tea in a common area, and a garden.
Pool
Breakfast included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Things to do
City Sightseeing Florence Hop-on Hop-off Bus Tour
$26
per adult
74% of travellers recommend
The Best of Tuscany Tour: Siena, San Gimignano, Pisa and Lunch at a Winery
$90
per adult
98% of travellers recommend
Florence: Pasta Cooking Class with Unlimited Wine
$20
per adult
94% of travellers recommend
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