Castellina in Chianti Vacation Packages 2026 from $559

Castellina in Chianti flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$559

per person

Jan 15 - Jan 20

found 15 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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

$662

per person

Feb 22 - Feb 26

found 1 day ago

Roundtrip 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 St. Regis Florence

Historic Centre of Florence

$2,171

per person

Feb 21 - Feb 26

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) 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.

Eurostars Florence Boutique

Historic Centre of Florence

$592

per person

Jan 15 - Jan 20

found 15 hours ago

Roundtrip 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.

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

$1,323

per person

Jan 12 - Jan 17

just found

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

This hotel features a bar/lounge, free WiFi in public areas, and a snack bar/deli. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Top Castellina in Chianti hotels deals

Grand Hotel Baglioni

Piazza Unita Italiana 6 Florence FI

$158 nightly

$190 total

Jan 9 - Jan 10, 2026

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

IQ Hotel Firenze

Via Camillo Cavour, 88 Florence FI

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$115 total

Dec 16 - Dec 17

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

Solo Experience Hotel

Via Del Canto Dei Nelli 2 Florence FI

Free Cancellation

Reserve now, pay when you stay

$138 nightly

$168 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

This hotel features a coffee shop, concierge services, and valet parking. WiFi in public areas is free. Business travelers can take advantage of the laundry service.

Pet friendly

Free WiFi

25hours Hotel Florence Piazza San Paolino

Piazza Di San Paolino 1 Florence FI

Free Cancellation

Reserve now, pay when you stay

$143 nightly

$173 total

Dec 14 - Dec 15

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a terrace are also offered.

Pet friendly

Free WiFi

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI

Free Cancellation

Reserve now, pay when you stay

$69 nightly

$93 total

Dec 14 - Dec 15

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

Grand Hotel Cavour

Via del Proconsolo 3 Florence FI

Free Cancellation

$112 nightly

$140 total

Dec 12 - Dec 13

Total with taxes and fees

This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

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

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.

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.

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 quaint 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 $559, 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.