Trestina Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Trestina Holiday

Our pick of the best Trestina Hotel Deals

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 NZ$1,349 per night from 20 July to 21 July
NZ$1,349
20 July - 21 July
includes taxes & fees
9.8/10 Exceptional! (238 reviews)
"Staff was so friendly and the property is beautiful"

Reviewed on 28 June 2026

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 NZ$704 per night from 15 July to 16 July
NZ$704
15 July - 16 July
includes taxes & fees
10/10 Exceptional! (290 reviews)
"This is an excellent hotel, great staff, great location and great food. The breakfast is a really nice experience and the courtyard swimming pool is so peaceful."

Reviewed on 29 June 2026

Monastero di Cortona Hotel & Spa
Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux

5 out of 5
Localita San Martino 370 Cortona AR
The price is NZ$945 per night from 16 July to 17 July
NZ$945
16 July - 17 July
includes taxes & fees
Il Falconiere - Relais e Chateaux
See all 3,181 properties in Trestina
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.

What to do in Trestina

Arezzo: Sunrise Hike on Mount Lignano with Italian Breakfast

Arezzo: Sunrise Hike on Mount Lignano with Italian Breakfast

NZ$99
per adult
Arezzo: Sunrise Hike on Mount Lignano with Italian Breakfast
See all activities in Trestina

Frequently asked questions

How much does a Trestina holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Trestina costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Trestina?
January, February and March are the best times to look for cheap Trestina holiday packages. Opting to travel in quieter months means you'll typically find lower prices on flights and accommodation.
How many days is enough for Trestina?
The ideal duration for your Trestina holiday depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to tick off all the leading attractions and explore some hidden treasures along the way.
How to find the best Trestina package deals?
Start your search for a Trestina package deal by entering your preferred trip dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Trestina package deal right away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Trestina adventure underway.
Is it cheaper to book a Trestina holiday as a package?
You can enjoy significant savings on your next Trestina retreat by booking a customised holiday package. Click on the "Package" heading, then select your destination and travel dates to see the best hotel prices and airfares. 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 Trestina?
If you're planning a spontaneous Trestina getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Trestina?

  1. Choose when to get away: Check your schedule and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to visit Trestina.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to flights and activities. Your hotel will likely be the biggest expense during your trip to Trestina.
  3. Work out your trip length: Think about how much time you'd like to spend discovering Trestina. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalised Trestina holiday package.

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.