Castiglion Fiorentino Holidays from £253
Book a Hotel + Flight or Car together to unlock savings
Your Castiglion Fiorentino Holiday
There's no better way to travel than with one of our holiday packages to Castiglion Fiorentino. The rich history and spectacular views are just two of the convincing reasons to visit this captivating city. If sightseeing is on the agenda during your trip to Castiglion Fiorentino, stop by top attractions like Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Whoever you're taking time off with and whatever you want to spend, your ultimate Castiglion Fiorentino holiday is just clicks away with Expedia.
Top Castiglion Fiorentino Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Hotel Berchielli
Historic Centre of Florence
£253
per person
13 Dec - 16 Dec
found 19 hours ago
Return flight included
London (LON) to Florence (FLR)
9.4/10 Exceptional! (1,002 reviews)
Staff was amazing. Always attentive.
Great breakfast. Would highly recommend
Reviewed on 2 Oct 2026
Eurostars Florence Boutique
Historic Centre of Florence
£699
per person
27 Dec - 1 Jan
found 11 hours ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
8.6/10 Excellent! (503 reviews)
Eurostar fell short of the brand.
I stayed at the Eurostar Barcelona an outstanding hotel.
This Eurostar hotel should be demolished!
Reviewed on 30 Sept 2026
Castiglion Fiorentino Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 8,300 |
Max Temp Winter | 7ºC |
Max Temp Summer | 27ºC |
Top Sights | Cathedral of Saints Peter and Donato, Cathedral of Cortona and Signorelli Theatre |
Top hotels in Castiglion Fiorentino
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
Castiglion Fiorentino
9.8/10 Exceptional! (45 reviews)
"La Fenice was wonderful. The property is amazing and in a great location for what we wanted to see in the Tuscan region. The hosts are very accommodating and made our stay special. Looking forward myself to revisiting on my next trip to Tuscany."
Reviewed on 7 Oct 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
£574
25 Oct - 26 Oct
includes taxes & fees
9.8/10 Exceptional! (253 reviews)
"Stunning property; a real representation of Tuscany with the long driveway of tall trees; staff was amazing; food was excellent; gardens, picturesque! We would highly recommend! Overall amazing !!!"
Reviewed on 5 Oct 2026
Precise Tale Poggio Alla Sala
Via Di Poggio Alla Sala, 10 Montepulciano SI
9.6/10 Exceptional! (181 reviews)
"Great, peaceful place to stay. Gorgeous property with pools and spa. Could use another food option but otherwise excellent."
Reviewed on 7 Oct 2026
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.
Stay near popular Castiglion Fiorentino attractions
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.
Vasari Loggia
10.0/10 (2 reviews)
You can find out about the history of Castiglion Fiorentino with a trip to Vasari Loggia. You can enjoy the wineries while in the area.
Cassero Tower
9.4/10 (6 reviews)
Find out about the history of Castiglion Fiorentino when you take a trip to Cassero Tower. You can enjoy the wineries while in the area.
Archaeological Museum
9.6/10 (5 reviews)
You can browse the exhibits at Archaeological Museum, a museum with a storied past, during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.
Agricola Buccelletti Winery
10.0/10 (2 reviews)
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.
What to do in Castiglion Fiorentino
Montepulciano Wine Tasting in the Tuscan Countryside
£21
per adult
Oil museum and oil mill in Tuscany: tour and tasting
£17
per adult
Arezzo: Val di Chiana Wine Tasting Experience
£34
per adult
Frequently asked questions
How much does a Castiglion Fiorentino travel package cost?
The most affordable Castiglion Fiorentino travel package is £253, so your dream escape can become a reality — without breaking the bank. Combine flights, hotels, car rentals and more to customize a package suited to your travelling style.
If I'm not able to travel, can I cancel my Castiglion Fiorentino travel package?
You can cancel your Castiglion Fiorentino booking if your plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to change or cancel free of charge if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.
How do I get a cheap travel package to Castiglion Fiorentino?
Our Castiglion Fiorentino travel packages mean plenty of savings for the savvy traveller. For the best deals, simply bundle your hotel, flights and extras (such as activities) into a handy package. But cheap prices are only the start of your next big adventure. When you book with Expedia, you'll have more than 550 airlines and 1,000,000 properties around the world to pick from. No matter your budget or style, there's a package that's perfect for you.
Does Expedia offer Book Now, Pay Later Castiglion Fiorentino holidays?
Expedia has joined forces with online lender Klarna to make booking your next getaway easier on your bank balance. Paying by instalment means you can spread the costs of your next dream escape, leaving you with more money to spend while you're away. Klarna has several payment plans to pick from, so you're sure to find something that fits into your budget. Browse these flexible payment options:
- Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in convenient monthly instalments will make your getaway dreams come true.
- Pay in instalments holidays: Like the idea of paying down your holiday in multiple transactions? Consider this Book Now, Pay Later option with Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan with Klarna.
Where should I stay in Castiglion Fiorentino?
A holiday in Castiglion Fiorentino isn't complete without checking out Archaeological Museum, Agricola Buccelletti Winery and Cassero Tower. Spend your evenings close to these popular sights and make sightseeing simple.
What are the top hotels in Castiglion Fiorentino?
Travellers going to Castiglion Fiorentino often book Casa Portagioia Tuscany B&B or Hotel Park. You'll find them in Castroncello. Another happening neighbourhood is Brolio. Casa Portagioia Tuscany B&B and Hotel Park are popular options in this area.
How far in advance should I book my Castiglion Fiorentino holiday?
To land discount prices, book nice and early. Airlines usually begin selling tickets, along with some of the lowest fares, up to 12 months prior to departure. Hotels, activities and car rental should also be booked well in advance to avoid disappointment. If you've decided on a last-minute getaway to Castiglion Fiorentino, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Castiglion Fiorentino travel package include?
Expedia has all you need to arrange your Castiglion Fiorentino trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. After a few activities to keep you on the go? Once you've made your booking, you can add them too. No matter your style or budget, there's a package deal to suit your needs.
What should I know before booking a Castiglion Fiorentino travel package?
A package can be easier on the hip pocket than separately booking all you need for your escape. For example, combine your flights, hotels and rental cars and land a great deal. Whatever your holiday goals are, there's bound to be a package within your budget.
Can I choose my airline with a Castiglion Fiorentino Expedia travel package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our travel packages give you the freedom to pick from available flight, hotel or activity options that suit you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
