Castiglion Fiorentino Holidays
Photo by Sophia Field
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Castiglion Fiorentino
Price found within the past 48 hours. Click for updated prices.
The Hoxton Florence
Historic Centre of Florence
Price was €474, price is now €375 per person
€375
per person
14 Aug - 16 Aug
found 21 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.4/10 Exceptional! (267 reviews)
Great clean inviting hotel with amazing common spaces. Greatly appreciate it being just a smidge outside of the chaos that is the historic city center. You definitely have an extra 15-20 minute walk to get to the primary tourist destinations, but after a day of the Uffizi to Ponte Vecchio to Academia human conveyer belt, a little calming walk back to the Hoxton was a welcome and wonderful retreat. Great hotel!
Reviewed on 19 May 2026
LHP Hotel Santa Margherita Palace & SPA
Price was €1,039, price is now €748 per person
€748
per person
2 Jul - 5 Jul
found 1 day ago
Return direct flight included
Dublin (DUB) to Pisa (PSA)
8.6/10 Excellent! (409 reviews)
Great location between train station and downtown and ferry docks to Portofino, Fruttoso, etc. We based here to explore Cinque Terre, Portofino and Santa Margherita
Hotel features an excellent gym, helpful and engaged staff, clean rooms, solid WiFi and seems dog friendly. The property is well maintained and looks much younger and hipper than the 20 years it’s been around. I’d definitely would stay at LHP again.
Did not try food or drinks, but breakfast was 30 euros per person.
Reviewed on 5 May 2026
Hotel L'Orologio Firenze
Historic Centre of Florence
Price was €552, price is now €429 per person
€429
per person
14 Aug - 16 Aug
found 21 hours ago
Return flight included
Dublin (DUB) to Florence (FLR)
9.6/10 Exceptional! (1,005 reviews)
Great property and great location. They have a good breakfast room at the rooftop.
Reviewed on 25 May 2026
Top hotels in Castiglion Fiorentino
Spacious Tuscan Villa with Large Pool near Castiglion Fiorentino.
Castiglion Fiorentino
9.8/10 Exceptional! (39 reviews)
"Pros: From the first night it felt like home away from home. The kitchen was very well equipped. Plenty of cookware, glasses, and dishware. The pool was wonderful, though too cold to get into because it was too early in the season. The view from the pool was indescribable! We had two dinners prepared ..."
Reviewed on 11 May 2026
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6 Cortona AR
The price is €673 per night from 19 Jun to 20 Jun
€673
19 Jun - 20 Jun
includes taxes & fees
9.8/10 Exceptional! (235 reviews)
"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."
Reviewed on 14 May 2026
Precise Tale Poggio Alla Sala
Via Poggio alla Sala 10 Montepulciano SI
Fully refundableReserve now, pay when you stay
The price is €397 per night from 3 Jun to 4 Jun
€397
3 Jun - 4 Jun
includes taxes & fees
9.6/10 Exceptional! (137 reviews)
"Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. ..."
Reviewed on 23 May 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.
Popular places to visit
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.
What to do in Castiglion Fiorentino
Private Tasting of Organic Wines in the Cellar in Mugliano
€30
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
€25
per adult
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
