Montecastelli Holidays

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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
Fully refundableReserve now, pay when you stay
The price is S$824 per night from 10 Jul to 11 Jul
S$824
10 Jul - 11 Jul
includes taxes & fees
9.6/10 Exceptional! (211 reviews)
"Our recent 4 night stay at Villa di Piazzano was truly perfect in every way! Celebrating our 40th wedding anniversary could not have been more enjoyed! Having booked our stay 6 mos in advance - I communicated many times via email during that time, seeking itinerary advice from the Conceirge. I always ..."

Reviewed on 24 Jun, 2025

Villa di Piazzano - Small Luxury Hotel of the World
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 S$484 per night from 27 Jul to 28 Jul
S$484
27 Jul - 28 Jul
includes taxes & fees
9.8/10 Exceptional! (212 reviews)
"Top Tier Hotel. Great amenities and service!!"

Reviewed on 3 Jun, 2025

Monastero di Cortona Hotel & Spa
Sina Brufani
Sina Brufani
5 out of 5
Piazza Italia, 12, Perugia, PG
Fully refundableReserve now, pay when you stay
The price is S$345 per night from 21 Jul to 22 Jul
S$345
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (593 reviews)
"We liked everything about the property. We have stayed in Perugia before but the Sina Brufani far exceeded the other hotels we stayed in. It is ideally situated with wonderful views of the surrounding countryside. The staff were all friendly and helpful, the swimming pool perfect for cooling down ..."

Reviewed on 24 Jun, 2025

Sina Brufani
See all 3,177 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.

Frequently asked questions

How much does a Montecastelli holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Montecastelli costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Montecastelli?
January, February and March are great times to search for cheap Montecastelli holiday packages. Choosing to travel in less busy months means you'll typically find reduced prices on flights and accommodation.
How many days is enough for Montecastelli?
Generally, a handful of days is enough to go to the top sights during your Montecastelli holiday. However, if you prefer to have more time to unwind or go on day trips, consider extending your itinerary.
How to find the best Montecastelli package deals?
Landing a cheap Montecastelli package deal is a cinch with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add some filters and see what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most economical Montecastelli package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Montecastelli holiday as a package?
You can enjoy significant savings on your next Montecastelli retreat by booking a personalised holiday package. Check the "Package" heading, then select your travel dates and destination to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a holiday package to Montecastelli?
If you have your Montecastelli holiday dates locked in, book as soon as you can to snap up some outstanding deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Montecastelli?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Montecastelli.
  2. Set your budget: Factor in expenses such as transportation, flights and meals when calculating how much to put aside for your trip to Montecastelli. Then, choose a property that matches your budget, whether that's a wallet-friendly option or a more luxurious getaway.
  3. Decide your trip length: Consider how long you'd like to spend exploring Montecastelli. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your airfare and accommodation: Once you've nailed down your trip dates and duration, lock in the perfect Montecastelli holiday package for you.

What to do in Montecastelli

Umbria - Horse Riding Through The Wonderful Valleys Of Umbria, Lunch Included

Umbria, Horseback riding in the Umbrian countryside with lunch

S$430
per adult
Umbria, Horseback riding in the Umbrian countryside with lunch
Truffle hunting or Olive harvest - seasonal

Truffle hunting or Olive harvest - seasonal

S$133
per adult
Truffle hunting or Olive harvest - seasonal
Umbria: guided tour to traditional oil mill + tasting

Umbria: guided tour to traditional oil mill + tasting

S$21
per adult
Umbria: guided tour to traditional oil mill + tasting
See all activities in Montecastelli

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.