Gaiole in Chianti Vacation Packages 2025/2026 from $677

Gaiole in Chianti flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

Save 100% on your flight

per person

Sep 11 - Sep 15

found 1 day ago

Roundtrip flight included

New York (NYC) 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.

Tenuta di Artimino Member of Meliá Collection

Save 100% on your flight

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Florence (FLR)

This Tuscan-style hotel features an attached winery, a full-service spa, and 2 restaurants. There's fun for all ages with a playground and an arcade/game room, and babysitting is an added bonus. Enjoy the outdoor tennis court and perks like free self parking and free WiFi.

Villa Cora

Oltrarno

Save 100% on your flight

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Florence (FLR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the gym and perks like free self parking and a free area shuttle.

Monastero di Cortona Hotel & Spa

Cortona Old Town

Save 100% on your flight

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Florence (FLR)

A full-service spa and an indoor pool are featured at this luxury hotel. Enjoy the hot tub and free perks like full breakfast and WiFi in public areas. You'll appreciate the sauna, bar/lounge, and snack bar/deli.

Borgo Scopeto Wine & Country Relais

Save 100% on your flight

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

New York (NYC) to Florence (FLR)

This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy the 2 outdoor pools and free perks like buffet breakfast and free self parking.

Top Gaiole in Chianti hotels deals

Castello di Spaltenna- Small Luxury Hotels of the World

Via Spaltenna 13, Gaiole in Chianti, SI

Free Cancellation

Reserve now, pay when you stay

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

Hotel Le Pozze Di Lecchi

Loc. Molinaccio, Gaiole in Chianti, SI

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$124 total

Jul 7 - Jul 8

Total includes taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this Tuscan-style hotel. Enjoy the sauna and free perks like buffet breakfast and free self parking. A bar/lounge, a poolside bar, and a terrace are also provided.

Pool

Breakfast included

Castello di Tornano Wine Resort

Loc. Tornano, Gaiole in Chianti, SI

Free Cancellation

Reserve now, pay when you stay

Get rates

An attached winery and an outdoor pool are featured at this smoke-free farm stay. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor tennis court and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Hu Firenze Camping In Town

Via Generale Dalla Chiesa, 1-3, Florence, FI

Free Cancellation

Reserve now, pay when you stay

$66 nightly

$81 total

Jul 13 - Jul 14

Total includes taxes and fees

This campground features 3 poolside bars, a bar/lounge, and a restaurant. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi.

Pool

Pet friendly

Hotel Athena

P Mascagni 55, Siena, SI

Free Cancellation

$142 nightly

$162 total

Jul 30 - Jul 31

Total includes taxes and fees

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 valet parking. Free self parking, a terrace, and a snack bar/deli are also offered.

Pet friendly

Parking included

Hotel Italia

Viale Camillo Benso Conte di Cavour, 67, Siena, SI

Free Cancellation

Reserve now, pay when you stay

Get rates

This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Business travelers can take advantage of the laundry service. There's a bar/lounge on site, and a 24-hour front desk and laundry facilities are also provided.

Breakfast included

Pet friendly

Don't see what you're looking for?

See all available properties in Gaiole in Chianti

View all properties

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.

Castle of Brolio

5/5(21 reviews)

You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area.

Cantalici Winery

You can enjoy a tasting or tour at Cantalici Winery during your travels to Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Frequently asked questions

How much are vacation packages to Gaiole in Chianti?

You'll be surprised --- you can unwind in Gaiole in Chianti for a paltry $677. Let Travelocity save you money and time with our vacation packages. With flights, hotels and tours all available at our one-stop shop, what's holding you back?

How long should my Gaiole in Chianti vacation be?

Most travelers reserve their hotel for 3 nights in Gaiole in Chianti. But that doesn't mean you have to. How long you decide to stay all comes down to what you plan to do on your vacation. If you're eager to see every part of this fantastic destination, book another couple of nights (or even longer!).

Where can I get the best vacation package deals for Gaiole in Chianti?

Travelocity will be able to help you get a terrific Gaiole in Chianti package deal. With as many as 400 air carriers and 1,000,000 properties across the globe, we know you'll be able to put together the perfect itinerary.

Why should I purchase my Gaiole in Chianti vacation package with Travelocity?

You'll not only enjoy great savings, but you can also access our round-the-clock support, top-notch service and a Price Match Guarantee. Explore every nook-and-cranny across the world, discover hidden treasures and make lifelong memories --- we'll take care of the important details.

Can I save money on my Gaiole in Chianti car rental if I bundle it with a hotel or flight?

Combining your flight, car and hotel into a Gaiole in Chianti vacation package is an easy way to score the best deal. Plus, having your own wheels gives you total freedom to get to all those big sights you're itching to explore. Located 120 mi from Gaiole in Chianti, St. Peter's Basilica is one place that should be on your can't-miss list. Put together a driving playlist and make a day trip of it.

Which airport is best for Gaiole in Chianti?

Peretola Airport (FLR), the main terminal in Gaiole in Chianti, is where you'll step off the plane. It sits 25 mi northwest of the center of town.

What is there to do in Gaiole in Chianti?

While hopping off the tourist trail can be rewarding, you shouldn't ignore the big attractions that make a destination famous. Meleto Castle and Badia a Coltibuono are a couple of them in Gaiole in Chianti.

Where should I stay when visiting Gaiole in Chianti?

The Belvilla by OYO Villa Petra Sei is recommended by many visitors. Book soon to avoid missing out.