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.
Hotel Miceli - Civico 50

Hotel Miceli - Civico 50

3 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
26 Sept - 29 Sept
found 20 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9/10 Wonderful! (190 reviews)
There was no staff on-site when we arrived, but we had been in touch with the hotel via WhatsApp all day, and they were super helpful and friendly! Entering the building was very easy, but the 3-person elevator was just a little squished. The room was as expected - the only downside was that the shower was only cold water (after running it for a few minutes) and the sink in the bathroom was only hot water! The room was warm when we entered, but we turned the air conditioning up and it was perfect by the time we arrived back for bed. All-in-all, it was a good stay overnight!

Reviewed on 22 Jun 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
26 Sept - 30 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
Walking distance to all attractions and train station. Room little small but ok , loved the balcony for breakfast that was awesome. Very friendly staff.

Reviewed on 2 Aug 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
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per person
26 Sept - 30 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
No reviews
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
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per person
26 Sept - 30 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.8/10 Excellent! (387 reviews)
Great place to stay near Florence, it’s quite and relaxing. The pool is great.

Reviewed on 31 Jul 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
26 Sept - 30 Sept
found 1 day ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.2/10 Wonderful! (1,005 reviews)
Walkable to main sites.

Reviewed on 3 Aug 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
7.8/10 Good! (138 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 €315 per night from 10 Aug to 11 Aug
€315
10 Aug - 11 Aug
includes taxes & fees
9.8/10 Exceptional! (224 reviews)
"Gorgeous hotel, very helpful and friendly staff, stunning pool and spa. Loved everything about this hotel! Just know that it’s an uphill walk to get there from the town center."

Reviewed on 22 Jul 2025

Monastero di Cortona Hotel & Spa
See all 6,794 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

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
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

€25
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Oil museum and oil mill in Tuscany: tour and tasting

Oil museum and oil mill in Tuscany: tour and tasting

€20
per adult
Oil museum and oil mill in Tuscany: tour and tasting
See all activities in Castiglion Fiorentino

Frequently asked questions

How much does a Castiglion Fiorentino holiday package cost?
Offering great value package deals from €458 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.