Castiglion Fiorentino Holidays

Photo by Sophia Field

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Top Flight + Hotel Deals in Castiglion Fiorentino

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

Tuscany Inn

4 out of 5
per person
31 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8/10 Very Good! (212 reviews)
Very nice place to stay

Reviewed on 21 Nov 2024

Bagni di Pisa Palace & Thermal Spa

Bagni di Pisa Palace & Thermal Spa

5 out of 5
per person
31 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.6/10 Excellent! (247 reviews)
We had a wonderful stay in this exceptional property, the staff were great and the dinning was excellent.

Reviewed on 1 Jul 2025

Hotel Villa Kinzica

Hotel Villa Kinzica

3 out of 5
Pisa City Centre
per person
31 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.6/10 Good! (769 reviews)
Walking distance from attractions & restaurants. The property is cute clean. Staff are wonderful.

Reviewed on 28 Jul 2025

Hotel Hambros Il Parco

Hotel Hambros Il Parco

4 out of 5
per person
31 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Pisa (PSA)
9/10 Wonderful! (112 reviews)
Good place to stay near Lucca with a wonderful restaurant

Reviewed on 15 Jun 2025

Palazzo BelVedere

Palazzo BelVedere

5 out of 5
per person
31 Oct - 2 Nov
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (70 reviews)
Great food and very friendly staff.. would strongly recommend when staying in Montecatini Terme

Reviewed on 29 Jul 2025

Top hotels in Castiglion Fiorentino

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
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T, A1 exit Arezzo, Arezzo, AR
Fully refundableReserve now, pay when you stay
7.6/10 Good! (141 reviews)
"It is very close to autostrada,which is good if you have car. The Breakfast was excellant,with a wonderful hostess. This lady is a big bonus to this hotel.The air-conditioning is building controlled,which would not suit everyone.The cleaner for our area had poor attention to detail. The lead cleaner ..."

Reviewed on 24 Sep 2024

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A Point Arezzo Park Hotel
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is €307 per night from 20 Aug to 21 Aug
€307
20 Aug - 21 Aug
includes taxes & fees
9.8/10 Exceptional! (226 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on 7 Aug 2025

Monastero di Cortona Hotel & Spa
See all 6,796 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.

Popular places to visit

Tennis Club Castiglionese

You can take time to visit Tennis Club Castiglionese during your travels to Castiglion Fiorentino. You can enjoy the wineries while in the area.

Tennis Club Castiglionese

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

€30
per adult
Wine Tasting: a SYRAH that makes you fall in love
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

€52
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
WELCOME!

Private visit to the House of Grand Duke Leopold of Tuscany with invitation

€40
per adult
Private visit to the House of Grand Duke Leopold of Tuscany with invitation
See all activities in Castiglion Fiorentino

Frequently asked questions

How much does a Castiglion Fiorentino holiday package cost?
Offering great value package deals from €330 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.