Ascoli Piceno Vacation Packages

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Your Ascoli Piceno Vacation

Known for its rich history and cultural experiences, Ascoli Piceno is a fabulous getaway destination. Lock in one of our Ascoli Piceno vacation packages and discover all that this lively city has to offer. A trip to Ascoli Piceno is an excellent opportunity to do a bit of sightseeing. Make sure you visit big-name attractions such as Piazza del Popolo, Duomo and Piazza Arringo. A few clicks is all it takes to put together your dream Ascoli Piceno vacation on Expedia.

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Ascoli Piceno Hotel Deals

Di Sabatino Resort

Di Sabatino Resort

Corso Trento E Trieste 25 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
The price is CA $114 per night from Jul 5 to Jul 6
CA $114
CA $132 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (92 reviews)
"Beginning with the welcome and helpful advance call from Valerio and Yassmine, my stay only got better. Valerio arranged for tours and conveniences and Yassmine ensured that my dining experience was superb! All staff, including the dining room hostess, were marvelous. The property is perfectly located ..."

Reviewed on Jun 13, 2026

Di Sabatino Resort
Palazzo dei Mercanti - Historical Residence

Palazzo dei Mercanti - Historical Residence

4 out of 5
Corso Trento e Trieste 35 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
The price is CA $190 per night from Jul 5 to Jul 6
CA $190
CA $218 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (181 reviews)
"We had a wonderful time at the wine tasting offered by the property. Breakfast was excellent. It was helpful to have parking as you need transportation there."

Reviewed on Jun 26, 2026

Palazzo dei Mercanti - Historical Residence
Palazzo Guiderocchi

Palazzo Guiderocchi

4 out of 5
Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Jul 12 to Jul 13
CA $191
CA $220 total
Jul 12 - Jul 13
includes taxes & fees
8.6/10 Excellent! (133 reviews)
"Beautiful palace, well kept. The downside is to get there with all the construction and restoration"

Reviewed on Jun 2, 2026

Palazzo Guiderocchi
See all 1,759 properties in Ascoli Piceno
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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Stay near popular Ascoli Piceno attractions

A historic square with a row of arches, cafes, and traditional buildings.

Piazza del Popolo

9.4/10 (88 reviews)
Admire the impressive church and palace and consider the elegant proportions of the layout of this masterpiece of a medieval plaza.
See properties

What to do in Ascoli Piceno

Cantina D'Erasmo

Visit and tasting at Erasmo Winery featuring signature wines

CA $26
per adult
Visit and tasting at Erasmo Winery featuring signature wines
Offida: Tasting itinerary of Rosso Piceno DOC Superiore

Offida: Tasting itinerary of Rosso Piceno DOC Superiore

CA $56
per adult
Offida: Tasting itinerary of Rosso Piceno DOC Superiore
Private Trekking in the Sibillini Mountains Park

Private Trekking in the Sibillini Mountains Park

CA $403
per traveller
Private Trekking in the Sibillini Mountains Park
See all activities in Ascoli Piceno

Frequently asked questions

How much does an Ascoli Piceno vacation package cost?
You'll find cheap prices on Expedia for your Ascoli Piceno getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Ascoli Piceno costs.
What are the cheapest months to go to Ascoli Piceno?
December, January and February are great times to search for cheap Ascoli Piceno vacation packages. Travelling in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for Ascoli Piceno?
To get the most out of your Ascoli Piceno vacation, we suggest booking for 2 days. Divide your time between visiting Borgo Medievale di Castel Trosino, Duomo and other must-see attractions, as well as exploring neighbourhoods like Centro Storico and Capradosso. If you've got some spare time, add a tour or day trip to your Ascoli Piceno vacation itinerary.
Is it worth booking a vacation package to Ascoli Piceno?
Ascoli Piceno is a good vacation destination with attractions like Piazza del Popolo among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, an Ascoli Piceno vacation promises fun for everyone.
How to find the best Ascoli Piceno package deals?
Use Expedia's filter tool to help you find some tempting Ascoli Piceno package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Ascoli Piceno package deals in the off-season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book an Ascoli Piceno vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally land a better deal than booking each component individually. And you'll still have the freedom to create a customized Ascoli Piceno vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Ascoli Piceno?
Score incredible discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Ascoli Piceno getaway.
How to plan a trip to Ascoli Piceno?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to travel to Ascoli Piceno.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to save for your trip to Ascoli Piceno. Then, pick a property that fits 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 experience in Ascoli Piceno. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Ascoli Piceno vacation package.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.