
Chianti Region Vacation Packages
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4.0-star property
Hotel Palazzo San Lorenzo & SPA
9.4/10 Exceptional! (449 reviews)
Aug 5 - Aug 12
7 night stay
New York (NYC) to Florence (FLR)
Delta • Roundtrip • Coach
Price was $1,696, price is now $1,458 per person
$1,458
per person
found 4 hours ago
Livia was amazing and made me feel very welcomed. She has great customer service skills and showed me where places were on the map. The room and bathroom was spacious.
Reviewed on Dec 26, 2025
Top rated hotels for your Chianti Region vacation package

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 $78 total per night
$78 total
Jul 1 - Jul 2
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 dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include a business center, express check-in, and express check-out.
Parking included
Free WiFi

Castello Vicchiomaggio
Via Vicchiomaggio, 4 Greve in Chianti FI
6.53 mi from city center
$186 nightly
The price is $204 total per night
$204 total
Jul 5 - Jul 6
Total with taxes and fees
Guests of Castello Vicchiomaggio enjoy features like a winery, free WiFi in public areas, and a seasonal outdoor pool. You can put free parking to good use if you drive. Front-desk staff can assist with tours/tickets and securing valuables. Additional amenities include a terrace, a banquet hall, and a garden.
Pool
Parking included

Relais Vignale & Spa
Via Pianigiani 9 Radda in Chianti SI
Free Cancellation
Reserve now, pay when you stay
3.36 mi from city center
$210 nightly
The price is $238 total per night
$238 total
Jul 6 - Jul 7
Total with taxes and fees
A full-service spa, a sauna, and a rooftop terrace are featured at Relais Vignale & Spa. You can take advantage of free parking, along with an airport shuttle (available 24 hours) for EUR 135 per vehicle one-way. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, securing valuables, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this spa hotel include free WiFi in public areas, a hot tub, and meeting rooms.
Pool
Hot Tub
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

Small-Group Wine Tasting Experience in the Tuscan Countryside
$103
per adult
98% of travellers recommend

City Sightseeing Florence Hop-on Hop-off Bus Tour
$33
per adult
76% of travellers recommend

Florence Accademia Gallery Tour with Entrance Ticket Included
$55
per adult
92% of travellers recommend
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