Castiglion Fiorentino Trips (flight + hotel)

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Top hotels in Castiglion Fiorentino

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 Sep 24, 2024

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A Point Arezzo Park Hotel
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 P26,779 per night from Aug 28 to Aug 29
P26,779
P29,861 total
Aug 28 - Aug 29
includes taxes & fees
9.4/10 Exceptional! (104 reviews)
"The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the ..."

Reviewed on Jul 19, 2025

Precise Tale Poggio Alla Sala
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 P18,826 per night from Aug 24 to Aug 25
P18,826
P21,248 total
Aug 24 - Aug 25
includes taxes & fees
9.8/10 Exceptional! (223 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 Jul 22, 2025

Monastero di Cortona Hotel & Spa
See all 6,787 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.

What to do in Castiglion Fiorentino

Traditional Tuscan Cuisine Cooking Class, Castiglion Fiorentino near Cortona

Traditional Tuscan Cuisine Cooking Class, Castiglion Fiorentino near Cortona

P8,882
per adult
Traditional Tuscan Cuisine Cooking Class, Castiglion Fiorentino near Cortona
Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

P3,421
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
Casentino: Horseback Riding Tour with Verna Sanctuary View

Casentino: Horseback Riding Tour with Verna Sanctuary View

P4,934
per adult
Casentino: Horseback Riding Tour with Verna Sanctuary View
See all activities in Castiglion Fiorentino

Frequently asked questions

How much does a Castiglion Fiorentino vacation package cost?
Offering great value package deals on Expedia, you'll be surprised at how little a vacation 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 vacation 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 vacation 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 vacation package to Castiglion Fiorentino?
Well known for its nightlife, views and walking trails, a Castiglion Fiorentino vacation 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 vacation package well in advance.
Is it cheaper to book a Castiglion Fiorentino vacation as a package?
Expedia vacation 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 personalized Castiglion Fiorentino vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation 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 favorite time of year and the available activities will also help you decide when to vacation 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 accommodations 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 customized Castiglion Fiorentino vacation package.

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