
Chianti Region Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top rated hotels for your Chianti Region vacation package

Villa I Barronci Resort & Spa
Via Sorripa 10 San Casciano in Val di Pesa FI
Free Cancellation
Reserve now, pay when you stay
13.18 mi from city center
$141 nightly
The price is $162 total per night
$162 total
Oct 4 - Oct 5
Total with taxes and fees
Guests staying at Villa I Barronci Resort & Spa enjoy access to a full-service spa, an outdoor pool, and a sauna. There's free parking, and an airport shuttle (available on request) for EUR 80 per vehicle one-way. The front desk has multilingual staff that can help with securing valuables, concierge services, and luggage storage. Other amenities at this luxury hotel include a rooftop terrace, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Fattoria di Vegi
Località Vegi, 16 Castellina in Chianti SI
Free Cancellation
Reserve now, pay when you stay
8.52 mi from city center
$307 nightly
The price is $345 total per night
$345 total
Sep 29 - Sep 30
Total with taxes and fees
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

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
Free Cancellation
Reserve now, pay when you stay
5.76 mi from city center
$398 nightly
The price is $450 total per night
$450 total
Sep 6 - Sep 7
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World features a full-service spa, an indoor pool, and an outdoor pool. You can put free parking to good use if you drive. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, securing valuables, and concierge services. Other amenities at this spa hotel include a gym, a sauna, and free WiFi in public areas.
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

Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket
$40
per adult
86% of travellers recommend

City Sightseeing Florence Hop-on Hop-off Bus Tour
$28
per adult
76% of travellers recommend

Accademia timed-entry Ticket with Instant Delivery & Priority Access
$47
per adult
94% of travellers recommend
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