Castiglion Fiorentino Holidays from £328
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
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.
Aurum Firenze
Historic Centre of Florence
£328
per person
15 Sept - 18 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Room very small, no chairs inside, ants everywhere, including the breakfast area.
Quadruple room has a double bed and a single bed, apparently this was the biggest room in the hotel. We book for 4 people ( 2 adults and 2 children 12 and 16 and they had to squeeze in a single bed.
Reviewed on 12 Aug 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
£535
per person
26 Sept - 30 Sept
found 1 day ago
Return flight included
London (LON) to Florence (FLR)
9/10 Wonderful! (1,006 reviews)
We had a wonderful stay at La Scaletta in Florence! The hotel was extremely clean, and the staff was always friendly, welcoming, and very helpful throughout our stay.
The location is fantastic, just steps from the Ponte Vecchio, with so many great shops, restaurants, and beautiful sights within easy walking distance.
One of the things we loved most was the combination of history and modern comfort. Staying in such a beautiful historic building, surrounded by gorgeous frescoes and architectural details, made the experience feel very special, while the rooms still had a fresh, modern vibe.
The terrace bar was another highlight and a wonderful place to relax and enjoy Florence. Beautiful hotel, excellent location, and great service. We would definitely recommend La Scaletta and would happily stay here again!
Reviewed on 12 Aug 2026
Hotel Villa Liana
Historic Centre of Florence
£432
per person
27 Sept - 1 Oct
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
8.8/10 Excellent! (360 reviews)
clean, spacious, well-stocked with toiletries and breakfast items too. walkable distance to all iconic sites. Grace, the breakfast host, did an incredible job, very welcoming & served with options for hot coffee drinks. All together, wonderful, memorable stay!!
Reviewed on 23 May 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
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
£409
16 Aug - 17 Aug
includes taxes & fees
9.6/10 Exceptional! (159 reviews)
"Precise Tale Poggio Alla Sala is a beautiful, peaceful property in a stunning and remote location near Montepulciano. The rooms and entire establishment were exceptionally clean and well maintained. The staff were friendly and welcoming, and the property is especially family- and kid-friendly, making ..."
Reviewed on 12 Aug 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
£528
21 Aug - 22 Aug
includes taxes & fees
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
£243
23 Aug - 24 Aug
includes taxes & fees
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
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.
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
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.
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.
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.
Municipal Art Gallery
10.0/10 (1 review)
You can study the exhibits at Municipal Art Gallery, a museum with a storied past, during your trip to Castiglion Fiorentino. You can enjoy the wineries while in the area.
What to do in Castiglion Fiorentino
Oil museum and oil mill in Tuscany: tour and tasting
£17
per adult
Arezzo: Val di Chiana Wine Tasting Experience
£34
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
£21
per adult
Frequently asked questions
How much does a Castiglion Fiorentino travel package cost?
The most affordable Castiglion Fiorentino travel package is £328, 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.
