Castellina in Chianti Vacation Packages 2026 from $1,719

Castellina in Chianti flight + hotel vacation packages

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

Monastero di Cortona Hotel & Spa

Cortona Old Town

$1,719

per person

Jul 11 - Jul 17

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Villa Cora

Oltrarno

Save 100% on your flight

$10,500

per person

May 26 - Jun 1

found 9 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Maxim Axial

Historic Centre of Florence

$2,325

per person

May 26 - Jun 1

found 9 hours ago

Roundtrip non-stop flight included

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

A bar/lounge and a terrace are featured at this hotel, along with valet parking. WiFi in public areas is free. A garden, luggage storage, and concierge services are also on offer.

Eurostars Florence Boutique

Historic Centre of Florence

$1,801

per person

May 26 - Jun 1

found 9 hours ago

Roundtrip non-stop flight included

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

This hotel features a 24-hour gym and a rooftop terrace. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. A terrace, express check-out, and a computer station are also on offer.

Portrait Firenze - Lungarno Collection

Historic Centre of Florence

Save 100% on your flight

$4,332

per person

Jul 6 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) 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.

Top Castellina in Chianti hotels deals

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI

Free Cancellation

Reserve now, pay when you stay

$171 nightly

$205 total

May 3 - May 4

Total with taxes and fees

This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a gym on site, and a 24-hour front desk and a coffee shop are also provided.

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI

Free Cancellation

Reserve now, pay when you stay

$74 nightly

$91 total

Apr 26 - Apr 27

Total with taxes and fees

This hostel features a restaurant, a gym, and a bar/lounge. Enjoy the seasonal outdoor pool and perks like free WiFi. You'll appreciate the a rooftop terrace, poolside bar, and laundry facilities.

Pool

Free WiFi

IQ Hotel Firenze

Via Camillo Cavour, 88 Florence FI

Free Cancellation

Reserve now, pay when you stay

$248 nightly

$290 total

Apr 29 - Apr 30

Total with taxes and fees

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.

Pool

Hot Tub

The Social Hub Florence Belfiore

Viale Belfiore, 55 Florence FI

Free Cancellation

Reserve now, pay when you stay

$167 nightly

$200 total

May 3 - May 4

Total with taxes and fees

This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the business center and free WiFi in public areas. Express check-in, luggage storage, and laundry facilities are also on offer.

Grand Hotel Baglioni

Piazza Unita Italiana 6 Florence FI

Free Cancellation

Reserve now, pay when you stay

$242 nightly

$282 total

Apr 27 - Apr 28

Total with 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 airport shuttle. Valet parking, a terrace, and a garden are also offered.

Free WiFi

Restaurant

c-hotels Ambasciatori

Via Luigi Alamanni 3 Florence FI

$207 nightly

$244 total

Apr 26 - Apr 27

Total with taxes and fees

A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. Business travelers can take advantage of the business center.

Pet friendly

Free WiFi

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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

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.

City Hall Castellina In Chianti

City Hall Castellina In Chianti is just one of the places to see in Castellina in Chianti, so why not enjoy the other things to explore during your travels? Discover the beautiful countryside and charming coffeehouses in this quaint area.

Casa Vinicola Luigi Cecchi

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

Frequently asked questions

How much are vacation packages to Castellina in Chianti?

With vacation packages being sold from just $1,719, there's no need to blow out the credit card for your getaway to Castellina in Chianti. Travelocity is here to help. Bundle flights, hotels and tours into a convenient package and receive some serious discounts. The more you book, the more you save.

How long should my Castellina in Chianti vacation be?

If you're looking for some guidance, most visitors spend about 3 nights in Castellina in Chianti. But to uncover the true spirit of this destination, stay a few extra days. You'll be able to check off more attractions and really soak up the local culture.

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

With around 400 partner airlines and 1,000,000 hotels across the world, it's tough to beat Travelocity. Browse our extensive range and create your dream Castellina in Chianti package deal. Isn't it great when planning a trip is that easy?

Why should I purchase my Castellina in Chianti vacation package via Travelocity?

By booking your hotel, flights, activities and car rental all in one place, you'll save time and money. We have round-the-clock customer support, and you'll know that you'll always be getting the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book the vacation of your dreams today and get packing!

Can I save on my Castellina in Chianti car rental if I combine it with a hotel or flight?

Combining your hotel, flight and car into a Castellina in Chianti vacation package is a great way to land the best prices. Plus, having your own car rental gives you the freedom to make your way to all those big sights you'd like to explore. Situated 120 mi from Castellina in Chianti, St. Peter's Basilica is one place that should have a place on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for Castellina in Chianti?

Peretola Airport (FLR), the primary terminal in Castellina in Chianti, is where you'll stroll through arrivals. It sits 25 mi north of the center of town.

What is there to do in Castellina in Chianti?

While venturing off the beaten track is rewarding, you shouldn't miss the well-known sights that make a place famous. Buondonno Winery and City Hall Castellina In Chianti are just two of them in Castellina in Chianti.

Where should I stay when visiting Castellina in Chianti?

The Albergo Il Colombaio is recommended by many visitors. Book now before it's too late.