Castiglion Fiorentino Vacation Packages 2026/2026 from $511

Castiglion Fiorentino flight + hotel vacation packages

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

Aurum Firenze

Historic Centre of Florence

$511

per person

Jan 29 - Feb 1

found 15 hours 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.

Aurum Uffizi

Historic Centre of Florence

Save 100% on your flight

$696

per person

Feb 21 - Feb 27

found 15 hours 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.

Eurostars Florence Boutique

Historic Centre of Florence

$737

per person

Jan 20 - Jan 26

found 10 hours ago

Roundtrip non-stop flight included

New York (JFK) 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.

Hotel Lungarno - Lungarno Collection

Historic Centre of Florence

Save 100% on your flight

$1,343

per person

Jan 16 - Jan 20

found 13 hours ago

Roundtrip non-stop flight included

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

This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate complimentary bicycles and in-room childcare. WiFi in public areas is free.

Villa Cora

Oltrarno

$1,851

per person

Feb 16 - Feb 21

found 1 day ago

Roundtrip 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.

Top Castiglion Fiorentino hotels deals

Farmhouse in the hills with panoramic view and swimming pool

Ristonchia Tuscany

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This vacation home features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Free Cancellation

Reserve now, pay when you stay

$271 nightly

$307 total

Dec 21 - Dec 22

Total with taxes and fees

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.

Pool

Hot Tub

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI

Free Cancellation

Reserve now, pay when you stay

$146 nightly

$166 total

Dec 9 - Dec 10

Total with taxes and fees

An attached winery and an outdoor pool are featured at this smoke-free country house. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy a meal from the a restaurant and perks like free self parking.

Pool

Parking included

Grand Hotel Admiral Palace

Via Umbria 2 Chianciano Terme SI

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$101 total

Dec 9 - Dec 10

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 5 conference rooms, along with free WiFi in public areas. Enjoy the indoor pool and free perks like cooked-to-order breakfast and free self parking.

Pool

Hot Tub

A Point Arezzo Park Hotel

Loc. Battifolle, 36/T Arezzo AR

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$100 total

Jan 2 - Jan 3, 2026

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Hotel Continentale

Piazza Guido Monaco, 7 Arezzo AR

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$145 total

Dec 10 - Dec 11

Total with taxes and fees

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

Tennis Club Castiglionese

Catch an event at Tennis Club Castiglionese during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Agricola Buccelletti Winery

You can enjoy a tasting or tour at Agricola Buccelletti Winery during your travels to La Strada-Santa Cristina. Discover the area's countryside and wineries.

Cassero Tower

Find out about the history of Castiglion Fiorentino when you spend time at Cassero Tower. You can enjoy the wineries while in the area.

Frequently asked questions

How much are vacation packages to Castiglion Fiorentino?

$511 is all you'll need for a wonderful escape in Castiglion Fiorentino. Bundle your hotel and flights into a vacation package with Travelocity and see your savings add up. With these kinds of prices, you'll want to start packing your bags now!

How long should my Castiglion Fiorentino vacation be?

Many people choose to spend around 2 nights in Castiglion Fiorentino, but it's your choice. If you're hoping to explore all the incredible things this location has to offer, why not hang around another few nights?

Where can I get the best vacation package deals for Castiglion Fiorentino?

It's hard to beat Travelocity when it comes to finding your Castiglion Fiorentino package deal. There are as many as 400 airlines and 1,000,000 worldwide properties to select from. Secure your trip now and get ready to cross another exciting destination off your list.

Why should I book my Castiglion Fiorentino vacation package via Travelocity?

Fantastic savings, an abundance of breathtaking destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest easy knowing that you'll always get the best possible deal with Travelocity.

Can I save money on my Castiglion Fiorentino car rental if I bundle it with hotels and flights?

With a Castiglion Fiorentino vacation package, you can bundle your car, hotel and flight bookings and save tons. If you'd love to uncover the best of this fantastic area, why not make tracks to St. Peter's Basilica? This renowned sight is 100 mi from Castiglion Fiorentino. With your own rental car, you'll be there soon enough.

Which airport is best for Castiglion Fiorentino?

Peretola Airport (FLR), 50 mi northwest of the city center, is where many visitors start their adventures in Castiglion Fiorentino. But it's possible that Federico Fellini Intl. Airport (RMI) (60 mi away from central Castiglion Fiorentino) could be a handier option for you.

What is there to do in Castiglion Fiorentino?

You'll feel an undeniable magic as you stroll the streets of Castiglion Fiorentino. Vasari Loggia and Tennis Club Castiglionese are just a couple of famous sights that make this city so popular, so put them at the top of your to-do list.

Where should I stay when visiting Castiglion Fiorentino?

Many people opt to spend their nights at the Charming and inviting vacation home with communal pool.. It's the perfect base for your Castiglion Fiorentino vacation.