Chianti Region Vacation Packages 2026 from $1,192

Chianti Region flight + hotel vacation packages

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

Alfieri9

Historic Centre of Florence

$1,192

per person

Aug 14 - Aug 18

found 1 day ago

Roundtrip non-stop flight included

Washington (IAD) to Florence (FLR)

This hotel features valet parking and free WiFi in public areas. Dry cleaning and luggage storage are also provided.

Aurum Firenze

Historic Centre of Florence

$1,339

per person

Aug 5 - Aug 11

found 2 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Hotel Garibaldi Blu

Historic Centre of Florence

$2,278

per person

Sep 11 - Sep 17

found 13 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the laundry service and airport shuttle. A bar/lounge, a 24-hour front desk, and a coffee shop are also provided.

Terme di Saturnia Natural Spa & Golf Resort - The Leading Hotels of the World

$2,231

per person

Aug 5 - Aug 11

found 2 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

This smoke-free hotel features a golf course, a full-service spa, and 2 restaurants. There's fun for all ages with a children's pool and a playground, and complimentary bicycles are available on site. Enjoy the 4 outdoor pools and free perks like continental breakfast and valet parking.

IQ Hotel Firenze

Historic Centre of Florence

$1,928

per person

Sep 11 - Sep 17

found 13 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

A full-service spa, a hot tub, and a restaurant are all featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Top Chianti Region hotels deals

Hotel Toscana Ambassador

Via Salceto, 11 Poggibonsi SI

Free Cancellation

Reserve now, pay when you stay

$67 nightly

$80 total

Jul 7 - Jul 8

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

Castello Vicchiomaggio

Via Vicchiomaggio, 4 Greve in Chianti FI

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$164 total

Jul 5 - Jul 6

Total with taxes and fees

An attached winery and a restaurant are featured at this smoke-free farm stay. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A terrace, a garden, and wedding services are also on offer.

Pool

Parking included

Relais Villa Olmo

Via Imprunetana Per Tavarnuzze 19 Impruneta FI

Free Cancellation

Reserve now, pay when you stay

$193 nightly

$216 total

Jul 22 - Jul 23

Total with taxes and fees

An attached winery and a restaurant are featured at this smoke-free residence. Families will appreciate the picnic area and in-room childcare. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Relais Vignale & Spa

Via Pianigiani 9 Radda in Chianti SI

Free Cancellation

Reserve now, pay when you stay

$211 nightly

$239 total

Jul 7 - Jul 8

Total with taxes and fees

A full-service spa, a hot tub, and a restaurant are all featured at this historic hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the seasonal outdoor pool and perks like 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

$132 nightly

$150 total

Jul 5 - Jul 6

Total with taxes and fees

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

Pool

Spa

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13 Gaiole in Chianti SI

Free Cancellation

Reserve now, pay when you stay

$374 nightly

$423 total

Jul 6 - Jul 7

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

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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 stunning cathedral and wineries in this walkable area.

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Frequently asked questions

How much are vacation packages to Chianti Region?

Prepare to be surprised — you can unwind in Chianti Region for only $1,192. 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.