Castellina in Chianti Vacation Packages 2025/2026 from $698

Castellina in Chianti flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$698

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Collegio alla Querce, Auberge Collection

Le Cure

Save 100% on your flight

$3,453

per person

Nov 29 - Dec 5

found 19 hours ago

Roundtrip flight included

Dallas (DFW) to Florence (FLR)

A full-service spa, 2 restaurants, and A 24-hour gym are all featured at this luxury hotel. Enjoy the seasonal outdoor pool and perks like free WiFi and a free area shuttle. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.

Aurum Uffizi

Historic Centre of Florence

$716

per person

Jan 7 - Jan 11

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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.

Villa Cora

Oltrarno

$1,101

per person

Jan 8 - Jan 11

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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.

The St. Regis Florence

Historic Centre of Florence

$1,125

per person

Jan 8 - Jan 11

found 19 hours ago

Roundtrip non-stop flight included

Boston (BOS) 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 Castellina in Chianti hotels deals

Grand Hotel Baglioni

Piazza Unita Italiana 6, Florence, FI

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$195 total

Nov 10 - Nov 11

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

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72, Florence, FI

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$109 total

Nov 2 - Nov 3

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.

Pool

Free WiFi

IQ Hotel Firenze

Via Camillo Cavour, 88, Florence, FI

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$161 total

Nov 10 - Nov 11

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 Hoxton Florence

Via delle Mantellate, 2, Florence, FI

Free Cancellation

Reserve now, pay when you stay

$149 nightly

$181 total

Nov 12 - Nov 13

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, dry cleaning, and luggage storage are also offered.

Pet friendly

Free WiFi

c-hotels Ambasciatori

Via Luigi Alamanni 3, Florence, FI

$164 nightly

$197 total

Oct 31 - Nov 1

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

Bernini Palace

Piazza San Firenze 29, Florence, FI

Free Cancellation

Reserve now, pay when you stay

$283 nightly

$330 total

Nov 3 - Nov 4

Total with taxes and fees

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. Guests will appreciate free perks like buffet breakfast and WiFi in public areas.

Breakfast included

Pet friendly

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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

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 relaxing 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 wineries in this quaint area.

Archaeological Museum of Chianti

You can browse the exhibits at Archaeological Museum of Chianti, a museum with a story of its own, during your trip 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 $698, 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.