Chianti Region Vacation Packages 2025 from $1,351

Chianti Region flight + hotel vacation packages

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

Camping Village Mugello Verde

per person

Jun 9 - Jun 11

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Florence (FLR)

This campground features a restaurant, a seasonal outdoor pool, and a bar/lounge. Families will appreciate the playground and onsite laundry facilities. Unwind with a drink at the poolside bar and enjoy perks like free self parking and free train station pick-up.

EXE Toscana

Lucca Historical Center

per person

Jun 9 - Jun 11

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Florence (FLR)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the business center. There's a gym on site, and laundry facilities and concierge services are also offered.

Tuscany Inn

per person

Jun 9 - Jun 11

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free train station pick-up. Free train station drop-off is offered as well.

Hotel Cavalieri del Tau

per person

Jun 9 - Jun 11

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Florence (FLR)

A restaurant and a bar/lounge are featured at this hotel. Families will appreciate in-room childcare, along with horse riding/rentals. WiFi in public areas is free.

Top Chianti Region hotels deals

Hotel Borgo di Cortefreda Relais

Via Roma 191, Barberino Tavarnelle, FI

Free Cancellation

Reserve now, pay when you stay

$138

includes taxes & fees

$119 per night

May 12 - May 13

A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the picnic area. 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

Free Cancellation

Reserve now, pay when you stay

$461

includes taxes & fees

$409 per night

May 12 - May 13

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.

Hotel Ristorante Alcide

Viale Marconi, 67/A, Poggibonsi, SI

$72

includes taxes & fees

$59 per night

May 21 - May 22

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.

Hu Norcenni Girasole Village

Via Norcenni 7, Figline e Incisa Valdarno, FI

Get rates

This smoke-free campground features free water park access, an attached winery, and a nightclub. There's fun for all ages with a lazy river and a free kid's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free self parking and free train station pick-up.

Castello di Fonterutoli Wine Resort

Via Puccini 4, Castellina in Chianti, SI

$197

includes taxes & fees

$175 per night

May 11 - May 12

An attached winery and a restaurant are featured at this smoke-free bed & breakfast. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Limo/town car service, a snack bar/deli, and a library are also on offer.

Il Borro - Relais & Châteaux

Località Borro, 1, San Giustino Valdarno, Loro Ciuffenna, AR

Free Cancellation

Reserve now, pay when you stay

$601

includes taxes & fees

$546 per night

May 25 - May 26

An attached winery, 2 restaurants, and 2 outdoor tennis courts are all featured at this Tuscan-style farm stay. Enjoy the 24-hour gym and perks like free self parking and free WiFi. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

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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.

Castellina in Chianti which includes farmland

Buondonno Winery

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

Antinori nel Chianti Classico

5/5(1 review)

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 $1,351. 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.