Chianti Region Vacation Packages 2025/2026 from $1,552

Chianti Region flight + hotel vacation packages

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

Aurum Uffizi

Historic Centre of Florence

$1,552

per person

Dec 31 - Jan 5

found 13 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Enjoy the free buffet breakfast each morning. A snack bar/deli and a safe deposit box are also provided.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$1,754

per person

Dec 31 - Jan 5

found 13 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

25hours Hotel Florence Piazza San Paolino

Historic Centre of Florence

$1,692

per person

Dec 31 - Jan 5

found 13 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

$1,776

per person

Dec 31 - Jan 5

found 13 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) 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.

Hotel Leonardo Da Vinci

Santa Maria Novella

$1,559

per person

Dec 31 - Jan 5

found 13 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Florence (FLR)

This hotel features free WiFi in public areas, concierge services, and self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Top Chianti Region hotels deals

Hotel Ristorante Alcide

Viale Marconi, 67/A, Poggibonsi, SI

Free Cancellation

Reserve now, pay when you stay

$50 nightly

$54 total

Nov 23 - Nov 24

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. Self parking, a terrace, and a snack bar/deli are also offered.

Pet friendly

Free WiFi

Villa La Borghetta Resort

Via del Cesto, Figline e Incisa Valdarno, FI

Free Cancellation

Reserve now, pay when you stay

Get rates

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Enjoy the hot tub and perks like free WiFi.

Pool

Hot Tub

Hotel Borgo di Cortefreda Relais

Via Roma 191, Barberino Tavarnelle, FI

Free Cancellation

Reserve now, pay when you stay

$97 nightly

$114 total

Dec 1 - Dec 2

Total with taxes and fees

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the children's pool, picnic area, and in-room childcare. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13, Gaiole in Chianti, SI

Get rates

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, (GPS: Via Empolese), San Casciano in Val di Pesa, FI

Free Cancellation

Reserve now, pay when you stay

$95 nightly

$112 total

Nov 25 - Nov 26

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

Villa Casagrande Resort & SPA

Via del Puglia, 61, Figline e Incisa Valdarno, FI

Free Cancellation

Reserve now, pay when you stay

$94 nightly

$106 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel features an attached winery, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and train station pick-up service. Enjoy the indoor pool and perks like free self parking.

Pool

Spa

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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.

Popular places to visit

Castello di Meleto, Gaiole in Chianti, Tuscany

Meleto Castle

Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Tenuta Torciano Winery

You can enjoy a tasting or tour at Tenuta Torciano Winery during your travels to Ulignano. Discover the beautiful countryside and wineries in this quaint area.

Antinori nel Chianti Classico

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.

Frequently asked questions

How much are vacation packages to Chianti Region?

Prepare to be surprised — you can unwind in Chianti Region for only $1,552. 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.