
Castiglion Fiorentino Vacations from $962
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Your Castiglion Fiorentino Vacation
There's no better way to travel than with one of our vacation packages to Castiglion Fiorentino. The rich history and spectacular views are just two of the convincing reasons to visit this captivating city. If sightseeing is on the agenda during your trip to Castiglion Fiorentino, stop by top attractions like Villa Bramasole, Piazza della Repubblica and Cathedral of Cortona. Whoever you're taking time off with and whatever you want to spend, your ultimate Castiglion Fiorentino vacation is just clicks away with Expedia.
The Latest Castiglion Fiorentino vacation packages
Price found within the past 48 hours. Click for updated prices.

Aurum Firenze
Historic Centre of Florence
Save 100% on your flight
Price was $1,662, price is now $962 per person
$962
per person
Sep 28 - Oct 3
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean
Reviewed on Jul 10, 2026

Aurum Uffizi
Historic Centre of Florence
Save 100% on your flight
Price was $1,727, price is now $1,050 per person
$1,050
per person
Aug 13 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.
Reviewed on Jul 5, 2026

Hotel Palazzo Ognissanti
Historic Centre of Florence
Price was $2,080, price is now $1,413 per person
$1,413
per person
Sep 29 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
7.8/10 Good! (493 reviews)
Front of house was friendly, helpful and polite. Showed us where to go, stored our luggage safe and when we came back to check in they had taken cases upstairs for us!
Room was basic but clean. Lovely view of Duomo.
I was offered a complementory bottle of wine which was red(i only drink white) and they were so accomodating- bringing up a tray eith crisps and ice bucket too.
Breakfast was nice, basic bit almost we needed. Closest to the train station, supermarket and fruit and veg shop. Restaurant on same side of road was lovely. Could not have had a better stay. Would totally recommend .
Reviewed on May 21, 2026

Relais Uffizi, Tailor made Hotel
Historic Centre of Florence
Price was $1,945, price is now $1,368 per person
$1,368
per person
Sep 20 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.4/10 Exceptional! (151 reviews)
Firstly this hotel is on a side street and not easy to find. We arrived with two young children on an intense heat wave day to check in for a confirmed, family room booked through Expedia. At check-in we were told the air conditioning in our room was broken. They made no attempt to inform us in advance of the issue or rebook us into a different room. The front desk declined to move us to another room and offered only a refund — which doesn’t help when an equivalent room for the same dates now costs roughly double, leaving us to find and pay for alternative accommodation ourselves in peak summer heat.
When we asked to resolve it with the manager, Giulia, the front desk would not call her directly and said they were unable to reach her; our own later attempts to contact her also went unanswered. This was not a weekend check-in or a late night check-in that the manager is not available. She had instructed the front desk not to call her. For a 4-star hotel at this price, being unable to provide a functioning air-conditioned room, refusing to relocate us, and leaving guests with no way to reach management is a serious failure. A carefully planned family trip, badly let down by rude staff and missing manager. Whoever owns this hotel should evaluate. The hotel itself is not a 4 star either at best a 1 or 2 star. We would recommend travels AVOID this hotel.
Reviewed on Jul 2, 2026

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What to do in Castiglion Fiorentino

Montepulciano Wine Tasting in the Tuscan Countryside
$29
per adult

Arezzo: Val di Chiana Wine Tasting Experience
$46
per adult
Castiglion Fiorentino Hotel Deals

Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
$505 nightly
The price is $562 total per night from Aug 4 to Aug 5
$562 total
Aug 4 - Aug 5
Total with taxes and fees

A Point Arezzo Park Hotel
Loc. Battifolle, 36/T Arezzo AR
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $107 total per night from Jul 14 to Jul 15
$107 total
Jul 14 - Jul 15
Total with taxes and 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 Dec 3, 2025

Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
$632 nightly
The price is $705 total per night from Jul 26 to Jul 27
$705 total
Jul 26 - Jul 27
Total with taxes and fees
9.8/10 Exceptional! (240 reviews)
"10/10"
Reviewed on Jul 7, 2026
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.
Find the Best Castiglion Fiorentino Vacation Packages
Castiglion Fiorentino Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 8,300 |
Max Temp Winter | 45ºF |
Max Temp Summer | 80ºF |
Top Sights | Cathedral of Saints Peter and Donato, Signorelli Theatre and Cathedral of Cortona |
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- Visit Castiglion Fiorentino
- Visit San Pietro a Cegliolo
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- La Strada-Santa Cristina Vacations
- Villa Bramasole
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- Visit La Strada-Santa Cristina
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- Visit Cesa
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- Piazza Grande
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- Fortezza Medicea
- Visit Montagnano
- Cassero Tower
- Arezzo Equestrian Centre
- Visit Cortona
- Visit Puliciano
- Visit Polvano
- Where to stay in Cortona
- Santa Margherita Basilica
- Visit Molin Bianco-pian D'uscianom
- Piazza della Repubblica
- Church of Santa Maria della Pieve
- Golf Club Valdichiana
- Cortona Vacations
- Casali Palace
- Marciano della Chiana Vacations
- Fortress of Girifalco
- Petrarca Theater
- Visit Cortona Old Town
- San Donato Hospital
- Valdichiana Outlet Village
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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.




















