Castiglion Fiorentino Holidays

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Top Flight + Hotel Deals in Castiglion Fiorentino

Price found within the past 48 hours. Click for updated prices.
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

4 out of 5
Price was €688, price is now €476 per person
€476
per person
10 Aug - 15 Aug
found 11 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
8.2/10 Very good! (318 reviews)
The property was clean. Front desk Service was fast and efficient, we only stayed one night, but it seems the grounds in general had better times. The room itself was very comfortable, did not had breakfast so not sure if it’s good or not. Area around the hotel was not pretty, lots of vacant buildings but did not felt unsafe.

Reviewed on 29 May 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,225, price is now €722 per person
€722
per person
10 Aug - 17 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (570 reviews)
Wonderful stay, attentive staff, very clean room. The spa facilities are very high quality and had a lovely massage. Good choices for breakfast. I would certainly recommend staying here, the spa was a particular highlight that is free for guests to use.

Reviewed on 2 Jul 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Save 100% on your flight
Price was €2,389, price is now €1,435 per person
€1,435
per person
10 Aug - 15 Aug
found 11 hours ago
Return direct flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)
It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)

Reviewed on 19 Jun 2026

Il Malaspina

Il Malaspina

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was €1,235, price is now €795 per person
€795
per person
10 Aug - 17 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.8/10 Exceptional! (147 reviews)
Súper recomendado 10/10

Reviewed on 8 Jul 2026

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Save 100% on your flight
Price was €907, price is now €629 per person
€629
per person
10 Aug - 17 Aug
found 1 day ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (613 reviews)
Very nice hotel in a quiet location away from the hustle and bustle of the main tourist area. Only a 20 minute walk to the Duomo, Accademia, and Uffizi Gallery. Wonderful breakfast, comfortable bed, and great shower. The staff were very welcoming and helpful.

Reviewed on 17 Jun 2026

Top hotels in Castiglion Fiorentino

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 €538 per night from 5 Aug to 6 Aug
€538
5 Aug - 6 Aug
includes taxes & fees
9.6/10 Exceptional! (148 reviews)
"It’s a beautiful property, but be aware that it is secluded and that the restaurant menu is quite limited and after a couple of days, we were happy to go elsewhere. The waiting staff was attentive and nice, front desk not as much (maybe the la guard barrier?)"

Reviewed on 19 Jun 2026

Precise Tale Poggio Alla Sala
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
Fully refundableReserve now, pay when you stay
The price is €93 per night from 14 Jul to 15 Jul
€93
14 Jul - 15 Jul
includes taxes & fees
7.6/10 Good! (165 reviews)
"Well, having travelled extensively for the past 13 years, this Hotel must be the coldest I have ever stayed in. It was December, but there was no heating on in the lobby area or the dining area so everyone had to wear coats or thick jumpers while eating their meals. The showers were not particularly ..."

Reviewed on 3 Dec 2025

A Point Arezzo Park Hotel
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
The price is €671 per night from 26 Jul to 27 Jul
€671
26 Jul - 27 Jul
includes taxes & fees
9.8/10 Exceptional! (240 reviews)
"10/10"

Reviewed on 7 Jul 2026

Villa di Piazzano - Small Luxury Hotel of the World
See all 6,613 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.

Stay near popular Castiglion Fiorentino attractions

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.
See properties

What to do in Castiglion Fiorentino

Arezzo Gran Tour

Arezzo Gran Tour

€12
per adult
Arezzo Gran Tour
2-Hour Private Wine Tasting in the Cellar in Mugliano

Private Tasting of Organic Wines in the Cellar in Mugliano

€30
per adult
Private Tasting of Organic Wines in the Cellar in Mugliano
Tuscany: White Wine Tasting with Aperitivo at a Local Winery

Tuscany: White Wine Tasting with Aperitivo at a Local Winery

€20
per adult
Tuscany: White Wine Tasting with Aperitivo at a Local Winery
See all activities in Castiglion Fiorentino

Frequently asked questions

How much does a Castiglion Fiorentino holiday package cost?
Offering great value package deals from €476 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.

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