Castellina in Chianti Vacation Packages 2026 from $973

Castellina in Chianti flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$973

per person

Sep 1 - Sep 6

just found

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.

Aurum Uffizi

Historic Centre of Florence

$980

per person

Sep 1 - Sep 6

just found

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.

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$1,264

per person

Sep 1 - Sep 6

just found

Roundtrip non-stop flight included

Boston (BOS) 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.

Eurostars Florence Boutique

Historic Centre of Florence

$1,233

per person

Sep 1 - Sep 6

just found

Roundtrip non-stop flight included

Boston (BOS) 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.

Il Malaspina

Historic Centre of Florence

$1,261

per person

Sep 1 - Sep 6

just found

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a full-service spa and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the free buffet breakfast each morning.

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

$159 total

per night

Jul 5 - Jul 6

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.

The Social Hub Florence Belfiore

Viale Belfiore, 55 Florence FI

Free Cancellation

Reserve now, pay when you stay

$164 total

per night

Jul 12 - Jul 13

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.

Hotel Paris

Via Banchi 2 Florence FI

Free Cancellation

$259 total

per night

Jul 5 - Jul 6

This hotel features free WiFi in public areas, concierge services, and valet parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A terrace, limo/town car service, and luggage storage are also on offer.

Grand Hotel Baglioni

Piazza Unita Italiana 6 Florence FI

Free Cancellation

Reserve now, pay when you stay

$269 total

per night

Jul 5 - Jul 6

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

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI

Free Cancellation

Reserve now, pay when you stay

$102 total

per night

Jun 28 - Jun 29

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.

IQ Hotel Firenze

Via Camillo Cavour, 88 Florence FI

Free Cancellation

Reserve now, pay when you stay

$228 total

per night

Jul 5 - Jul 6

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.

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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 relaxing area.

Archaeological Museum of Chianti

4/5(1 review)

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.

City Hall Castellina In Chianti

5/5(1 review)

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.

Frequently asked questions

How much are vacation packages to Castellina in Chianti?

With vacation packages being sold from just $973, 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.