Castiglion Fiorentino Vacations from ￥208,876

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The Latest Castiglion Fiorentino Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
8.6/10 Excellent! (464 reviews)
Nice hotel, very clean, a little far from main attractions, but in general I really like it

Reviewed on Jul 14, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (228 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on Jul 18, 2025

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

4 out of 5
per person
Sep 7 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.4/10 Exceptional! (117 reviews)
Property is beautiful everywhere you turn, straight out of a movie! Hotel is located at the top of a mountain and you get to over see the vineyards and cities., absolutely beautiful views. The only downside is the hotel only has 2 restaurants that offer diner and they alternate on which night they are opened, you also need reservations in advance and even then tables with a view are not guaranteed.

Reviewed on Jul 25, 2025

Hotel L'Orologio Firenze

Hotel L'Orologio Firenze

4 out of 5
Historic Centre of Florence
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Loved everything about our stay… and the gorgeous personal time pieces and furniture are extraordinary!

Reviewed on Jul 30, 2025

Hotel Balestri

Hotel Balestri

4 out of 5
Historic Centre of Florence
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Florence (FLR)
9.2/10 Wonderful! (956 reviews)
The top floor terrace faces the Duomo and Santa Croce, giving a spectacular view of the city lit up at night. The food was very good -- some fun, unique menu items. The staff was friendly & helpful. The only reason the couple of areas that I gave fours were that the room was on the small side, and there was some construction going on along the river -- not the hotel's fault, obviously -- that blocked the view of the river and made the area just in front look a bit industrial. Again, not their fault; just wanted to leave a heads-up that until construction is complete, the area around the property won't be as charming as I assume is usual.

Reviewed on Aug 2, 2025

Find the Best Castiglion Fiorentino Vacation Packages

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 Nov 30, 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 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 ￥66,440 per night from Aug 28 to Aug 29
￥66,440
￥74,109 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
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

Montepulciano: Wine Tour and tasting

Montepulciano: Wine Tour and tasting

￥8,941
per adult
100% of travellers recommend
Montepulciano: Wine Tour and tasting
A Classic Tuscan Winery with Lunch in Montepulciano

A Classic Tuscan Winery with Lunch in Montepulciano

￥15,474
per adult
A Classic Tuscan Winery with Lunch in Montepulciano
WELCOME!

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

￥6,877
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 vacation package cost?
Offering great value package deals from ￥208,876 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.