Chianti Region Vacation Packages 2026 from $922

Chianti Region flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$922

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.

The Hoxton, Florence

Historic Centre of Florence

$1,056

per person

Dec 10 - Dec 16

found 18 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, dry cleaning, and luggage storage are also offered.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$996

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.

Hotel Duomo Firenze

Historic Centre of Florence

$948

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

$1,106

per person

Dec 10 - Dec 15

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Florence (FLR)

This hotel features a bar/lounge, free WiFi in public areas, and a snack bar/deli. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Top Chianti Region hotels deals

Fattoria di Vegi

Località Vegi, 16 Castellina in Chianti SI

Free Cancellation

Reserve now, pay when you stay

$231 nightly

$261 total

Oct 26 - Oct 27

Total with taxes and fees

An attached winery and a restaurant are featured at this Tuscan-style hotel. Enjoy the outdoor pool and free perks like buffet breakfast and WiFi in public areas. You'll appreciate the a rooftop terrace, bar/lounge, and snack bar/deli.

Pool

Breakfast included

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13 Gaiole in Chianti SI

$332 nightly

$376 total

Oct 30 - Oct 31

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Villa I Barronci Resort & Spa

Via Sorripa 10 San Casciano in Val di Pesa FI

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$89 total

Nov 3 - Nov 4

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate kid-friendly dining and in-room childcare, along with mountain biking. Enjoy the a rooftop terrace and free perks like continental breakfast and free self parking.

Pool

Hot Tub

hu Firenze Certosa camping in town

Via San Cristofano 2 Impruneta FI

Free Cancellation

Reserve now, pay when you stay

$43 nightly

$50 total

Oct 6 - Oct 7

Total with taxes and fees

This campground features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop is provided and the front desk is staffed around-the-clock.

Pool

Pet friendly

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$74 total

Nov 1 - Nov 2

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.

Parking included

Free WiFi

Park Hotel Chianti

Via Michelangelo, 5 Barberino Tavarnelle FI

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$91 total

Nov 4 - Nov 5

Total with taxes and fees

This hotel features a bar/lounge, a poolside bar, and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, a library, and a hair salon are also on offer.

Pool

Pet friendly

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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.

Stay near popular Chianti Region attractions

A spiral staircase with a person standing on it.

Antinori nel Chianti Classico

9.4/10 (16 reviews)

You can enjoy a tasting or tour at Antinori nel Chianti Classico during your travels to Bargino. Check out the churches and wineries in this walkable area.

See properties

Frequently asked questions

How much are vacation packages to Chianti Region?

Prepare to be surprised — you can unwind in Chianti Region for only $922. Let Travelocity save you money and hassle with our awesome vacation package deals. With hotels, flights and tours all ready to go at our one-stop shop, why wait?

Where can I get the best vacation package deals for Chianti Region?

For an amazing Chianti Region package deal, turn to Travelocity. Take your pick of 400 partner airlines and 1,000,000 properties worldwide to create your ultimate trip — simple as that.

Why should I book my Chianti Region vacation package via Travelocity?

From our 24/7 customer support to our range of amazing destinations, we are committed to giving you the most unforgettable escape. All you need to do is click and book — our Price Match Guarantee will ensure you score the best price.

Will I save money on my Chianti Region car rental if I book it with hotels and flights?

Bundling your bookings into a Chianti Region vacation package will save you a tidy sum. You can bundle a car and flight; a hotel, car and flight; or a hotel and car. You won't find a better way to discover the greater Chianti Region area than from the comfort of your own rental car. You can also add experiences and tours to your Travelocity package.

Which airport is best for Chianti Region?

Arranging where you land in Chianti Region is a breeze — most airlines fly in and out of Peretola Airport (FLR).

What is there to do in Chianti Region?

Chianti Region boasts hidden surprises around every turn, but be sure you get to Collegiate Church of Santa Maria Assunta and Antinori nel Chianti Classico while you're here. These attractions can't be missed.