Montecastelli Holidays from £811

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Your Montecastelli Holiday

Get ready to experience Montecastelli in your own style with a custom Montecastelli holiday package! Discovering the treasures of this lively city is made simpler with a base in a neighbourhood such as San Secondo, which is great for walking, among lots of other things. If a sightseeing tour is part of the programme during your trip to Montecastelli, look around popular attractions like Villa Valentina Resort e Spa, Civitella Ranieri Castle and Santa Croce Museum. Check out Expedia's wide range of travel options and book your ultimate holiday to Montecastelli today.

Top Montecastelli Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Borgo Tre Vaselle

Borgo Tre Vaselle

5 out of 5
Price was £1,099, price is now £811 per person
£811
per person
29 Dec - 5 Jan
found 4 hours ago
Return direct flight included
Birmingham (BHX) to Ancona (AOI)
10/10 Exceptional! (4 reviews)
Amazing spot! Much better than the pictures. Amazing food, quiet and relaxing place.

Reviewed on 9 Oct 2026

Sina Brufani

Sina Brufani

5 out of 5
Old Town Perugia
Price was £1,113, price is now £913 per person
£913
per person
29 Dec - 5 Jan
found 4 hours ago
Return direct flight included
Birmingham (BHX) to Ancona (AOI)
9.2/10 Wonderful! (682 reviews)

Montecastelli Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Sant Egidio Airport (PEG)
Max Temp Winter
7ºC
Max Temp Summer
27ºC
Top Sights
Civitella Ranieri Castle, Church of Santa Maria della Reggia and Villa Valentina Resort e Spa

Top hotels in Montecastelli

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Localita Piazzano, C.P. 6 Cortona AR
The price is £566 per night from 29 Oct to 30 Oct
£566
29 Oct - 30 Oct
includes taxes & fees
Villa di Piazzano - Small Luxury Hotel of the World
La Meridiana Bleisure Hotel

La Meridiana Bleisure Hotel

4 out of 5
Via del Discobolo, 42 - 06132 Perugia (PG) Perugia PG
Fully refundableReserve now, pay when you stay
The price is £79 per night from 25 Nov to 26 Nov
£79
25 Nov - 26 Nov
includes taxes & fees
La Meridiana Bleisure Hotel
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 £227 per night from 8 Nov to 9 Nov
£227
8 Nov - 9 Nov
includes taxes & fees
10/10 Exceptional! (361 reviews)
"Excellent stay at a gorgeous property The staff are amazing, especially carmine, the front desk manager. Our second time here and we WILL be back Saluti"

Reviewed on 28 Oct 2026

Monastero di Cortona Hotel & Spa
See all 3,060 properties in Montecastelli
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

What to do in Montecastelli

Perugia: Chapter Museum entry ticket

Perugia: Chapter Museum entry ticket

£7
per adult
Perugia: Chapter Museum entry ticket
Perugia: Old Town Walking Tour, Piazza IV Novembre

Perugia: Old Town Walking Tour, Piazza IV Novembre

£25
per adult
Perugia: Old Town Walking Tour, Piazza IV Novembre
Perugia Scavenger Hunt & Highlights Self-Guided Walking Tour

Perugia Scavenger Hunt & Highlights Self-Guided Walking Tour

£5
per adult
Perugia Scavenger Hunt & Highlights Self-Guided Walking Tour
See all activities in Montecastelli

Frequently asked questions

How much does a Montecastelli travel package cost?
From as little as £811. Yes, you read that right. Our Montecastelli packages are the quickest way to stretch your budget further. Bundle your hotels, flights and rental car and get out and see this exciting destination.
If I'm not able to travel, can I cancel my Montecastelli travel package?
Don't worry if you're rethinking your Montecastelli travel package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We get that life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
How do I get a cheap travel package to Montecastelli?
Our Montecastelli travel packages offer plenty of savings for the savvy traveller. For the best deals, simply combine your hotel, flights and activities into a budget-friendly package. But impressive bargains are just the beginning of your next memorable adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 properties throughout the world to choose from. Whatever your budget or style, there's a package here just for you.
Does Expedia offer Book Now, Pay Later Montecastelli holidays?
Expedia has teamed up with online lender Klarna to make booking your next break easier on your bank balance. Paying in instalments means you can spread the costs of your next dream escape, leaving you with more money to spend while you're away. Klarna has several payment plans to choose from, so you're sure to find one that falls within your budget. Consider these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month is what works best for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you'd prefer to pay off your escape across multiple transactions, holidays paid in instalments might be the right choice for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you want to grab an unbeatable deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you get what you want.

Where should I stay in Montecastelli?
Montecastelli boasts numerous fascinating places to explore, including Church of Santa Maria della Reggia. Stay somewhere close by and make sightseeing easier.
What are the top hotels in Montecastelli?
If it's your first visit to Montecastelli, reserve a room at Agriturismo Nestore or Agriturismo Goccia Di Luna. Both offer friendly service and are top options with lots of travellers.
How far in advance should I book my Montecastelli holiday?
It's hard to pick the best time for airfares, but we normally say the earlier, the better. Plenty of international journeys on Expedia become available up to 12 months in advance. If you're unable to do so, don't stress. Low prices occasionally appear just weeks before departure dates.
What does an Expedia Montecastelli travel package include?
Choose from a combination of flights, hotels and rental cars. Once you've made your booking, you can add activities and tours. Want to pick your airfare class? That's easily done too. The choice is all yours when it comes to planning your perfect Montecastelli escape.
What should I know before booking a Montecastelli travel package?
Bundling your bookings into a Montecastelli travel package is the easiest way to organise your trip. Not only that, you'll save when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Montecastelli Expedia travel package?
Yes, you're in control. Expedia has access to more than 550 partner airlines around the world, so you can tailor your Montecastelli trip according to your travel needs.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.