
Chianti Region Vacation Packages
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4.0-star property
Grand Hotel Cavour
Historic Centre of Florence
9.2/10 Wonderful! (1,004 reviews)
Dec 12 - Dec 17
5 night stay
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
TAP Portugal • Non-stop roundtrip • Coach
Price was $1,323, price is now $966 per person
$966
per person
found 1 day ago
Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !
Reviewed on Sep 15, 2026

3.0-star property
Hotel Duomo Firenze
Historic Centre of Florence
9.2/10 Wonderful! (1,001 reviews)
Dec 9 - Dec 16
7 night stay
New York (JFK) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,441, price is now $1,010 per person
$1,010
per person
found 1 day ago
I can’t understand how the property even considers selling a room the size I was in under a staircase with a shower which barely trickles.
Reviewed on Sep 19, 2026

4.0-star property
The Moon Boutique Hotel & Spa
Historic Centre of Florence
9.6/10 Exceptional! (592 reviews)
Dec 9 - Dec 16
7 night stay
New York (JFK) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,548, price is now $1,087 per person
$1,087
per person
found 1 day ago
Great location. We suggest taking the river down to the city center every day. The free breakfast and coffee is great way to start your day. Schedule a spa day at least once so you can relax before the walk to dinner! Reception was super nice and even helped us call a taxi.
Reviewed on Sep 21, 2026

5.0-star property
Dimora Palanca Boutique & SPA
Historic Centre of Florence
9.2/10 Wonderful! (69 reviews)
Dec 9 - Dec 16
7 night stay
New York (JFK) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,729, price is now $1,239 per person
$1,239
per person
found 1 day ago
A stunning Italian property exquisitely furnished and in the perfect location in Florence.
Travelled with my daughter for her birthday trip and I doubt we could have chosen better.
An extremely warm welcome, room was ready on arrival and what a room. Across the sunny courtyard in a converted stable block we found our peaceful 2 bedroom resting spot with super comfortable beds, pillows and all the amenities needed to ensure our stay was enjoyable.
Every member of staff is a true credit to the Dimora. Very friendly, helpful, knowledgeable, quietly going about their duties without any inconvenience to guests and accommodating all requests without any trouble. The birthday girl was spoilt with breakfast cake, candles and a bottle of prosecco.
Breakfast was excellent with plenty of choice, the bar had a wide selection of drinks to choose and we took advantage of the comfortable lounge areas to unwind after exhausting days exploring Florence.
I would stay at the Dimora again without hesitation and highly recommend you do too!!
Reviewed on Sep 20, 2026

5.0-star property
Villa Tolomei Hotel & Resort
Oltrarno
8.8/10 Excellent! (431 reviews)
Dec 9 - Dec 16
7 night stay
New York (JFK) to Florence (FLR)
ITA Airways • Non-stop roundtrip • Coach
Price was $1,436, price is now $1,032 per person
$1,032
per person
found 1 day ago
Stay was excellent. Breakfast and one dinner at the Villa were very good. Only minor issue was the extender for the WiFi was not working, which limited the WiFi to only the living room and kitchen area. Still workable.
Reviewed on Sep 12, 2026
Top rated hotels for your Chianti Region vacation package

Fattoria di Vegi
Località Vegi, 16 Castellina in Chianti SI
8.52 mi from city center
$295 nightly
The price is $331 total per night
$331 total
Oct 22 - Oct 23
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

Villa I Barronci Resort & Spa
Via Sorripa 10 San Casciano in Val di Pesa FI
13.18 mi from city center
$112 nightly
The price is $130 total per night
$130 total
Oct 22 - Oct 23
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 concierge services, luggage storage, and securing valuables. Other amenities at this luxury hotel include a rooftop terrace, free WiFi in public areas, and a hot tub.
Pool
Hot Tub

Castello di Spaltenna- Small Luxury Hotels of the World
Via Spaltenna 13 Gaiole in Chianti SI
5.76 mi from city center
$394 nightly
The price is $445 total per night
$445 total
Oct 21 - Oct 22
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

City Sightseeing Florence Hop-on Hop-off Bus Tour
$29
per adult
76% of travellers recommend

Skip the Line: Florence's Accademia Gallery Priority Entrance Ticket
$37
per adult
86% of travellers recommend

Accademia timed-entry Ticket with App Guide
$45
per adult
90% of travellers recommend
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