Castellina in Chianti Vacation Packages 2026 from $1,077

Castellina in Chianti flight + hotel vacation packages

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

Hotel Fattoria degli Usignoli

$1,077

per person

Apr 19 - Apr 22

found 12 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Florence (FLR)

This smoke-free hotel features 2 outdoor pools, an outdoor tennis court, 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.

Hotel Palazzo San niccolò & Spa

$1,130

per person

Apr 19 - Apr 22

found 12 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Florence (FLR)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the gym and perks like free WiFi.

Ultimo Mulino Wellness Country Hotel

$1,100

per person

Apr 19 - Apr 22

found 12 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Florence (FLR)

A full-service spa, an outdoor pool, and a restaurant are all featured at this Tuscan-style hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Delta Hotel

$1,079

per person

Apr 19 - Apr 22

found 12 hours ago

Roundtrip non-stop flight included

Philadelphia (PHL) to Florence (FLR)

This hotel features a gym and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, a coffee shop, and a terrace are also offered.

Top Castellina in Chianti hotels deals

Hotel Machiavelli Palace

Via Nazionale 10 Florence FI

$79 nightly

$101 total

Mar 17 - Mar 18

Total with taxes and fees

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

Pet friendly

Free WiFi

IQ Hotel Firenze

Via Camillo Cavour, 88 Florence FI

Free Cancellation

Reserve now, pay when you stay

$144 nightly

$174 total

Mar 16 - Mar 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

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$119 total

Mar 16 - Mar 17

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

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$88 total

Mar 19 - Mar 20

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

Borgo Vescine

Località Vescine Radda in Chianti SI

$443 nightly

$497 total

Apr 10 - Apr 11

Total with taxes and fees

An attached winery, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Grand Hotel Baglioni

Piazza Unita Italiana 6 Florence FI

Free Cancellation

Reserve now, pay when you stay

$174 nightly

$208 total

Mar 22 - Mar 23

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

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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 charming coffeehouses in this walkable 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 $1,077, 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.