Chianti Region Vacation Packages 2026 from $712

Chianti Region flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$712

per person

Feb 23 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

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

Free WiFi in public areas and a safe deposit box are available at this hotel. Enjoy the free buffet breakfast each morning. Staff at the 24-hour front desk can provide around-the-clock assistance.

Portrait Firenze - Lungarno Collection

Historic Centre of Florence

Save 100% on your flight

$1,840

per person

Feb 23 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

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

A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

Aurum Uffizi

Historic Centre of Florence

$730

per person

Feb 23 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Hotel Lungarno - Lungarno Collection

Historic Centre of Florence

Save 100% on your flight

$1,325

per person

Feb 12 - Feb 16

found 2 hours ago

Roundtrip non-stop flight included

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

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate complimentary bicycles and in-room childcare. WiFi in public areas is free.

The St. Regis Florence

Historic Centre of Florence

$1,487

per person

Feb 23 - Feb 27

found 1 day ago

Roundtrip non-stop flight included

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

This hotel features a restaurant, a hot tub, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and airport shuttle. There's a steam room on site, and laundry facilities and free newspapers are also offered.

Top Chianti Region hotels deals

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI

$50 nightly

$56 total

Jan 18 - Jan 19, 2026

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

Hotel Borgo di Cortefreda Relais

Via Roma 191 Barberino Tavarnelle FI

$84 nightly

$100 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

This Tuscan-style hotel features a full-service spa and a restaurant. Families will appreciate the children's pool, picnic area, and in-room childcare. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.

Pool

Spa

Villa La Borghetta Resort

Via del Cesto Figline e Incisa Valdarno FI

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

Villa Casagrande Resort & SPA

Via del Puglia, 61 Figline e Incisa Valdarno FI

$95 nightly

$107 total

Jan 20 - Jan 21, 2026

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

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI

$66 nightly

$73 total

Dec 23 - Dec 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. Free self parking, a coffee shop, and a terrace are also offered.

Parking included

Free WiFi

Salvadonica - Borgo del Chianti

Via Grevigiana, 82 San Casciano in Val di Pesa FI

Get rates

An attached winery and an outdoor pool are featured at this smoke-free farm stay. Families will appreciate the bowling alley, onsite laundry facilities, and in-room childcare. Enjoy a meal from the restaurant and perks like free full breakfast and free self parking.

Pool

Breakfast included

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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

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 $712. 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.