Gualdo Vacations from $1,241

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Your Gualdo Vacation

With a Gualdo vacation package, say goodbye to travel planning and hello to trouble-free adventure. Every detail of your escape has been taken care of before you go, so you can enjoy each moment experiencing this vibrant city. Love to start exploring your surroundings? Sibillini Cycling, Sarnano Waterfalls and Piazza Alta are among the top-rated places to visit during your trip to Gualdo. Don't put off exploring this city any longer. Your perfect Gualdo vacation is just a few clicks away with Expedia.

The Latest Gualdo vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel El Patio

Hotel El Patio

3 out of 5
Price was $1,366, price is now $1,241 per person
$1,241
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
9.2/10 Wonderful! (13 reviews)
Borgobrufa Spa Resort Adults Only

Borgobrufa Spa Resort Adults Only

5 out of 5
Save 100% on your flight
Price was $4,192, price is now $3,188 per person
$3,188
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
9.2/10 Wonderful! (67 reviews)
Nothing much going on other than the spa. It’s relaxing but not necessarily the best.

Reviewed on Nov 10, 2024

Ascesi Resort

Ascesi Resort

5 out of 5
Price was $2,443, price is now $2,056 per person
$2,056
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
No reviews
Residenza Porta Guelfa

Residenza Porta Guelfa

3 out of 5
Price was $1,583, price is now $1,395 per person
$1,395
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
8.2/10 Very Good! (45 reviews)
Excellent location, wonderful staff. The beds could use some upgrades, but the building and pool were lovely.

Reviewed on Jul 17, 2018

Le Silve di Armenzano

Le Silve di Armenzano

4 out of 5
Price was $1,459, price is now $1,334 per person
$1,334
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
8.8/10 Excellent! (42 reviews)
Gorgeous area with panoramic views.

Reviewed on Oct 8, 2024

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Gualdo Hotel Deals

La pieve country house, villa, pool, relax, dreams house, sibillini, playground

La pieve country house, villa, pool, relax, dreams house, sibillini, playground

Gualdo di Macerata
10/10 Exceptional! (33 reviews)
Tranquil Escape with Stunning Views and Exceptional Hospitality!
"Our group of friends stayed at a beautiful house near Gualdo, perfect for both relaxing and working. The house was very well-kept, thanks to the owner and the host, who was always ready to help, answer questions, and restock items if needed. We enjoyed a wonderful dinner made in the fully stocked ..."

Reviewed on Oct 26, 2024

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La pieve country house, villa, pool, relax, dreams house, sibillini, playground
Vacation Home Il Rigattiere private pool, nature, absolute relaxation

Vacation Home Il Rigattiere private pool, nature, absolute relaxation

Gualdo, Macerata
9/10 Wonderful! (15 reviews)
Calme et sérénité
"Nous avons passé un agréable séjour chez Fabrizio. La maison possède tous les équipements nécessaires pour passer de vacances sereines. La villa est située au milieu d'un panorama magnifique. La vue sur le Mont Sibillini est superbe. L'emplacement de la piscine est top, tout le monde en a bien profité ..."

Reviewed on Jul 27, 2025

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Vacation Home Il Rigattiere private pool, nature, absolute relaxation
Lovely peaceful stone farmhouse with pool and beautiful views

Lovely peaceful stone farmhouse with pool and beautiful views

Gualdo
9.8/10 Exceptional! (35 reviews)
"Casa Wales was everything we were hoping for and more. Beautiful, well equipped house, lovely pool area and gardens with lots a space for family games or a quiet spot to sunbathe or read in the shade. Nearby Sarnano became a family favourite outing for our evening aperitivi and gelati, and an early ..."

Reviewed on Aug 5, 2025

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Lovely peaceful stone farmhouse with pool and beautiful views
See all 830 properties in Gualdo
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.

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Frequently asked questions

How much does a Gualdo vacation package cost?
You can grab a vacation package to this top destination from $1,241 on Expedia. However, how much your vacation to Gualdo costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Gualdo?
January, September and November are the best times to search for cheap Gualdo vacation packages. Traveling in quieter months means you can generally find better prices on flights and accommodations.
How many days is enough for Gualdo?
Generally, a handful of days is enough to check out the major attractions during your Gualdo vacation. But if you want to have more time to kick back or go on day tours, think about extending your itinerary.
How to find the best Gualdo package deals?
Use Expedia's filters to help you find some terrific Gualdo package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or search for Gualdo package deals in the low season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Gualdo vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights individually. Better still, you can tailor your Gualdo escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Gualdo?
If you have your Gualdo travel dates confirmed, book early to score some fantastic deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for setting off on a whim.
Does Expedia offer Book Now, Pay Later Gualdo vacation packages?
If you're anything like us, you love exploring new places but are not a fan of the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Gualdo trip over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.