Castiglion Fiorentino Holidays from £575
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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.
Eden Rock Resort
£613
per person
12 Oct - 16 Oct
found 8 hours ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on 18 Jul 2026
SPLENDIDE RIVIERA
£1,215
per person
1 Oct - 8 Oct
found 11 hours ago
Return direct flight included
Birmingham (BHX) to Pisa (PSA)
10/10 Exceptional! (29 reviews)
The room offered a great view of the Rapallo beach. The culinary experience at HEY, the hotel’s restaurant, was amazing. The chef is VERY talented and creative. We will definitely come back!
Reviewed on 17 Aug 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
£368
31 Aug - 1 Sept
includes taxes & fees
9.6/10 Exceptional! (161 reviews)
"Horrible service at best. Not a 5 star hotel. Save your money."
Reviewed on 17 Aug 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
£579
29 Aug - 30 Aug
includes taxes & fees
9.8/10 Exceptional! (245 reviews)
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Reviewed on 17 Aug 2026
Monastero di Cortona Hotel & Spa
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
£279
3 Sept - 4 Sept
includes taxes & fees
10/10 Exceptional! (315 reviews)
"Amazing!!!! Very well kept place, the staff treats you like family. Room was cleaned fast in the morning. Restaurant and bar staff as well were amazing. The pool area is good vibes and the drinks and really good too 👍👍 I would definitely come back."
Reviewed on 21 Aug 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
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.
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.
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.
Castiglion Fiorentino
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
Frequently asked questions
How much does a Castiglion Fiorentino travel package cost?
The most affordable Castiglion Fiorentino travel package is £575, 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.
