Chianti Region Vacation Packages 2025 from $914

Chianti Region flight + hotel vacation packages

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

Aurum Uffizi

Historic Centre of Florence

per person

Jul 10 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

Aurum Firenze

Santa Maria Novella

per person

Jul 10 - Jul 15

found 1 day 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.

The Moon Boutique Hotel & Spa

Santa Maria Novella

Save 100% on your flight

per person

Jul 10 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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 degli Orafi

Duomo

per person

Jul 10 - Jul 15

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

This hotel features a rooftop terrace and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a garden, and a snack bar/deli are also on offer.

Hotel Duomo Firenze

Duomo

per person

Jul 12 - Jul 17

found 8 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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.

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.

Pool

Breakfast included

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13, Gaiole in Chianti, SI

Free Cancellation

Reserve now, pay when you stay

$497

includes taxes & fees

$442 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.

Pool

Breakfast included

Hotel Ristorante Alcide

Viale Marconi, 67/A, Poggibonsi, SI

Free Cancellation

Reserve now, pay when you stay

$80

includes taxes & fees

$67 per night

May 11 - May 12

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

Il Borro - Relais & Châteaux

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

Free Cancellation

Reserve now, pay when you stay

$600

includes taxes & fees

$545 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.

Pool

Spa

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

$140

includes taxes & fees

$121 per night

May 4 - May 5

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

COMO Castello Del Nero

Strada Spicciano 7, Barberino Tavarnelle, FI

Free Cancellation

Reserve now, pay when you stay

$1,467

includes taxes & fees

$1,326 per night

Jun 1 - Jun 2

A full-service spa, 2 restaurants, and 2 outdoor tennis courts are all featured at this smoke-free hotel. Families will appreciate the playground, kid-friendly dining, and babysitting. Enjoy the gym 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.

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 stunning cathedral 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 $914. 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.