Montecastelli Holidays
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Top Flight + Hotel Deals in Montecastelli
Price found within the past 48 hours. Click for updated prices.
Locanda Poggioleone
Price was €614, price is now €561 per person
€561
per person
24 Dec - 27 Dec
found 3 hours ago
Return direct flight included
Dublin (DUB) to Ancona (AOI)
9.2/10 Wonderful! (51 reviews)
Not only is the location absolutely gorgeous, I have never in felt more welcome. The staff is phenomenal and reads every wish off your lips, rooms are very spacious, spotless clean and just great. Make sure to try their food. Its incredible.
10/10 recommend and will be back for sure
Reviewed on 2 Jul 2025
Top hotels in Montecastelli
Villa di Piazzano - Small Luxury Hotel of the World
Localita Piazzano, C.P. 6, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is €543 per night from 21 Oct to 22 Oct
€543
21 Oct - 22 Oct
includes taxes & fees
9.6/10 Exceptional! (224 reviews)
"This is a classic luxury hotel. I can't imagine the amount of time and energy it takes to upkeep this property. But they somehow manage to maintain a spotless, manicured and warm environment. The room was quite large and rich in design. The restaurant and the staff who work there are excellent. I ..."
Reviewed on 9 Oct 2025
La Meridiana Bleisure Hotel
42 del Discobolo St., Perugia, PG
Fully refundableReserve now, pay when you stay
The price is €114 per night from 26 Oct to 27 Oct
€114
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (312 reviews)
"The hotel was set in a beautiful area, very picturesque. The hotel and rooms were clean, beds were very comfortable and the facilities were good. Pool was a nice place to relax ( pool was cold but actually really nice once you got in). The food in the restaurant was delicious would definitely recommend. ..."
Reviewed on 23 Sept 2025
Monastero di Cortona Hotel & Spa
Via del Salvatore, Cortona, AR
Fully refundableReserve now, pay when you stay
The price is €285 per night from 9 Nov to 10 Nov
€285
9 Nov - 10 Nov
includes taxes & fees
9.8/10 Exceptional! (244 reviews)
"fabulous hotel with the most beautiful aperol spritz I have ever had served by the pool, and that was only one of the wonderful things I have to say about this beautiful hotel. The staff were helpful and accomodating, breakfast in the courtyard outstanding and our room was divine. Cant recommend ..."
Reviewed on 9 Oct 2025
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
Villa Valentina Resort e Spa
You can take time to visit Villa Valentina Resort e Spa during your travels to Umbertide. Discover the area's countryside and spas.
What to do in Montecastelli
Perugia: San Lorenzo Cathedral Audioguide Tour
€4
per adult
Capitularies Museum of Saint Lorenzo Entry Ticket
€8
per adult
Umbria: guided tour to traditional oil mill + tasting
€14
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
