Castiglion Fiorentino Holidays

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Your Castiglion Fiorentino Holiday

Lock in a Castiglion Fiorentino holiday package and focus on what counts — enjoying yourself. No more planning stresses, just more time to savour what's special about this lively city, such as its rich history and spectacular views. Villa Bramasole, Cathedral of Cortona and Piazza della Repubblica are just some of the many attractions you'll want to explore during your trip to Castiglion Fiorentino. Whoever you're taking time off with and whatever you want to spend, your dream Castiglion Fiorentino holiday is just a few clicks away with Expedia.

Castiglion Fiorentino Holiday

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

Our pick of the best Castiglion Fiorentino Hotel Deals

Farmhouse in the hills with panoramic view and swimming pool
Farmhouse in the hills with panoramic view and swimming pool
Ristonchia
9.4/10 Exceptional! (66 reviews)
Family vacation
"Was wonderful and beautiful."

Reviewed on 30 Nov. 2024

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Farmhouse in the hills with panoramic view and swimming pool
Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is AU$763 per night from 15 July to 16 July
AU$763
15 July - 16 July
includes taxes & fees
9.4/10 Exceptional! (98 reviews)
"beautiful property. Emanates "tuscany" amid garden and vineyards. Great villa with excellent and well chosen art. Very comfortable and quiet. Nice amenities. Would stay here again. Much appreciated it for its character and charm and of course service."

Reviewed on 7 Jul. 2025

Precise Tale Poggio Alla Sala
Villa di Piazzano - Small Luxury Hotel of the World
Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Localita Piazzano, C.P. 6, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is AU$991 per night from 21 July to 22 July
AU$991
21 July - 22 July
includes taxes & fees
9.6/10 Exceptional! (212 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."

Reviewed on 9 Jul. 2025

Villa di Piazzano - Small Luxury Hotel of the World
See all 6,809 properties in Castiglion Fiorentino
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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

What to do in Castiglion Fiorentino

Wine Tasting: a SYRAH that makes you fall in love

Wine Tasting: a SYRAH that makes you fall in love

AU$54
per adult
Wine Tasting: a SYRAH that makes you fall in love
Castiglion Fiorentino: wine tasting with guided tour

Castiglion Fiorentino: wine tasting with guided tour

AU$63
per adult
Castiglion Fiorentino: wine tasting with guided tour
With your hands in the dough ...... Cortona

Cooking class Cortona

AU$248
per adult
Cooking class Cortona
See all activities in Castiglion Fiorentino

Frequently asked questions

How much does a Castiglion Fiorentino holiday package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a holiday to Castiglion Fiorentino costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Castiglion Fiorentino?
To score cheap Castiglion Fiorentino holiday packages, plan your trip outside of peak periods like public holidays and major events. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Castiglion Fiorentino?
Dedicate at least 3 days for your Castiglion Fiorentino holiday in order to enjoy everything that makes this place special. Explore key areas, including Cortona Old Town and Sodo. Then head to the major sights such as Archaeological Museum and Vasari Loggia. With a clever itinerary, you'll be kept busy with room for some downtime too. Want to venture outside of Castiglion Fiorentino? Consider squeezing in an excursion or two.
Is it worth booking a holiday package to Castiglion Fiorentino?
Well known for its nightlife, views and walking trails, a Castiglion Fiorentino holiday is a hit with all kinds of visitors. Be sure to visit top sights like Cassero Tower and Municipal Art Gallery, and consider renting a car for day trips to explore even more.
How to find the best Castiglion Fiorentino package deals?
Use Expedia's filter tool to help you find some great Castiglion Fiorentino package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Castiglion Fiorentino package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your holiday package well in advance.
Is it cheaper to book a Castiglion Fiorentino holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, hotel and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still have the freedom to create a personalised Castiglion Fiorentino holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Castiglion Fiorentino?
If you've got your Castiglion Fiorentino travel dates locked in, book as soon as you can to bag some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Castiglion Fiorentino?

  1. Choose when to travel: Check your diary and get your bags packed. Your favourite time of year and the available activities will also help you decide when to holiday in Castiglion Fiorentino.
  2. Work out your budget: Ensure you have enough money to cover everything from food and transportation to activities and flights. Your accommodation will likely be the biggest expense during your trip to Castiglion Fiorentino.
  3. Work out your trip length: Think about how much time you want to spend discovering Castiglion Fiorentino. Plan your itinerary so you can get to all the activities and attractions you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customised Castiglion Fiorentino holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.