Calzolaro Holidays

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    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Calzolaro

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$835 per night from 21 Jul to 22 Jul
S$835
21 Jul - 22 Jul
includes taxes & fees
9.6/10 Exceptional! (212 reviews)
"Would definitely come back! The Italian garden at the property is beautiful."

Reviewed on 9 Jul, 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$472 per night from 27 Jul to 28 Jul
S$472
27 Jul - 28 Jul
includes taxes & fees
9.8/10 Exceptional! (217 reviews)
A hidden gem
"Excellent service, very nice hotel"

Reviewed on 10 Jul, 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$344 per night from 21 Jul to 22 Jul
S$344
21 Jul - 22 Jul
includes taxes & fees
9/10 Wonderful! (594 reviews)
"Great location."

Reviewed on 7 Jul, 2025

Sina Brufani
See all 3,623 properties in Calzolaro
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 Calzolaro

Horse Riding Through The valleys + food tasting

Horse Riding Through The valleys + food tasting

S$365
per adult
Horse Riding Through The valleys + food tasting
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
E-Bike Tour in Montone with Visit to the Historic Winery

E-Bike Tour in Montone with Visit to the Historic Winery

S$194
per adult
E-Bike Tour in Montone with Visit to the Historic Winery
See all activities in Calzolaro

Frequently asked questions

How much does a Calzolaro holiday package cost?
You'll find cheap prices on Expedia for your Calzolaro getaway. However, a range of factors like your choice of hotel, the season and length of stay will determine how much your holiday to Calzolaro costs.
What are the cheapest months to go to Calzolaro?
January, February and March are great times to look for cheap Calzolaro holiday packages. Opting to travel in quieter periods means you can usually find lower prices on flights and hotels.
How many days is enough for Calzolaro?
Usually, a handful of days is enough to tick off the main sights during your Calzolaro holiday. But if you want to have time to rest or take day tours, think about extending your itinerary.
How to find the best Calzolaro package deals?
Begin your search for a Calzolaro package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Calzolaro package deal right away, just switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Calzolaro adventure off to a flying start.
Is it cheaper to book a Calzolaro holiday as a package?
Expedia holiday packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still get the flexibility to create a personalised Calzolaro holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Calzolaro?
If you're planning a spur-of-the-moment Calzolaro trip, browse our last-minute deals that can be booked up to one week before you go. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Calzolaro?

  1. Choose your dates: The things you'd like to do in Calzolaro and your favourite season can help you decide when to get away.
  2. Set your budget: Factor in expenses like flights, food and transportation when working out how much to save for your trip to Calzolaro. Then, select a hotel that suits your budget, whether that's a low-cost stay or a swankier getaway.
  3. Determine how many days away: Start by making a list of all the activities and sights you want to get to in Calzolaro. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your accommodation and airfare: Once you've nailed down your travel dates and duration, book the perfect Calzolaro holiday package for you.

* 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.