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.
Top Ascoli Piceno Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Villaggio Albergo Le Macerine
Contrada Fontivegge
CA $1,295
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Ancona (AOI)
9.2/10 Wonderful! (58 reviews)
Nice big clean room, plenty of storage space, room to sit outside.
Nice to have a drying rack outside so wet costume weren't around the bathroom
Reviewed on Jul 5, 2026
Hotel El Patio
CA $1,278
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Ancona (AOI)
9/10 Wonderful! (19 reviews)
Clean, renovated, quiet, with easy parking! And only 7 minutes from Passignano s/t. Great beds, stunning view from the balcony, we were all impressed. Highly recommend!
Reviewed on Sep 29, 2024
Ready to book your vacation to Ascoli Piceno?
Ascoli Piceno Hotel Deals
Palazzo Guiderocchi
Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
CA $145
CA $169 total
Aug 26 - Aug 27
includes taxes & fees
Di Sabatino Resort
Corso Trento E Trieste 25 Ascoli Piceno AP
CA $142
CA $162 total
Aug 17 - Aug 18
includes taxes & fees
9/10 Wonderful! (97 reviews)
"The photos are very misleading. The rooms are outdated and small and the spa costs additionally. The front desk staff is often absent so call ahead."
Reviewed on Aug 8, 2026
Palazzo dei Mercanti - Historical Residence
Corso Trento e Trieste 35 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
CA $206
CA $237 total
Aug 31 - Sep 1
includes taxes & fees
9.6/10 Exceptional! (184 reviews)
"Only one night stay. Room was comfortable and clean. Staff were friendly and the building was beautiful and well located."
Reviewed on Aug 13, 2026
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.
Stay near popular Ascoli Piceno attractions
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.
Piazza Arringo
9.2/10 (35 reviews)
Gaze upon the two elegant fountains and bronze statues and visit the fascinating buildings that adorn the oldest main square in the city.
Cattedrale di Sant'Emidio
9.4/10 (16 reviews)
Delve into the eerie crypt, inspect the wonderful mosaics and see the tower light up at night on the spacious Piazza Arringo out the front of this church.
Pinacoteca Civica
Notice the grandiose interior fixtures of the palace, as you stroll through the airy halls filled with medieval and Renaissance artworks.
Borgo Medievale di Castel Trosino
10.0/10 (1 review)
You can learn about the history of Ascoli Piceno with a visit to Borgo Medievale di Castel Trosino. Make time to visit the spas and monuments while you're in the area.
Chiesa di San Tommaso Apostolo
8.6/10 (4 reviews)
You can learn about the history of Ascoli Piceno when you stop by Chiesa di San Tommaso Apostolo. Make time to visit the monuments and spas while you're in the area.
Ventidio Basso Theater
7.4/10 (3 reviews)
You can enjoy a show at Ventidio Basso Theater during your stay in Ascoli Piceno. Make time to visit the monuments and churches while you're in the area.
Duomo
9.4/10 (3 reviews)
You can find out about the history of Ascoli Piceno when you stop by Duomo. Make time to visit the monuments and churches while you're in the area.
What to do in Ascoli Piceno
Visit and tasting at Erasmo Winery featuring signature wines
CA $26
per adult
Private Trekking in the Sibillini Mountains Park
CA $403
per traveller
Boutique Private Tours in the Le Marche Region
CA $1,193
per adult
Frequently asked questions
How much does an Ascoli Piceno vacation package cost?
You'll find cheap prices from CA $1,072 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
