Ascoli Piceno Vacations
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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.
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.
Pinacoteca Civica
Notice the grandiose interior fixtures of the palace, as you stroll through the airy halls filled with medieval and Renaissance artworks.
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.
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.
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.
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.
Church of St. Francis
10.0/10 (1 review)
Church of St. Francis is just one of the places to see in Ascoli Piceno, so why not enjoy the other things to explore during your travels? Make time to visit the monuments and churches while you're in the area.
What to do in Ascoli Piceno
Offida: Tasting itinerary of Rosso Piceno DOC Superiore
$40
per adult
Truffle Hunting and Handmade Pasta in Ascoli Piceno
$161
per adult
Private Trekking in the Sibillini Mountains Park
$287
per traveler
Ascoli Piceno Hotel Deals
Di Sabatino Resort
Corso Trento E Trieste 25 Ascoli Piceno AP
$90 nightly
$104 total
Sep 30 - Oct 1
Total with taxes and fees
9/10 Wonderful! (98 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
B&B Hotel Ascoli Piceno
Via del Commercio 70 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
$69 nightly
$81 total
Sep 30 - Oct 1
Total with taxes and fees
10/10 Exceptional! (3 reviews)
"Pulizia, comfort"
Reviewed on Aug 27, 2026
Palazzo Guiderocchi
Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
$89 nightly
$104 total
Oct 4 - Oct 5
Total with taxes and fees
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.
Find the Best Ascoli Piceno Vacation Packages
Ascoli Piceno Essential Information
Language | Italian |
|---|---|
Currency | Euros |
Local Welcome | Ciao |
Local Goodbye | Ciao |
Population | 41,700 |
Max Temp Winter | 50ºF |
Max Temp Summer | 80ºF |
Top Sights | Duomo, Cattedrale di SantEmidio and Borgo Medievale di Castel Trosino |
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Frequently asked questions
How much does an Ascoli Piceno vacation package cost?
You'll find cheap prices on Expedia for your Ascoli Piceno escape. However, factors like your choice of hotel, the season and length of stay will determine how much your vacation to Ascoli Piceno costs.
What are the cheapest months to go to Ascoli Piceno?
If you'd like to snag a cheap Ascoli Piceno vacation package, consider visiting in June, November and December. You'll typically find better rates on flights and hotels during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Ascoli Piceno?
With about 2 days, you'll have plenty of time to visit popular neighborhoods like Centro Storico and Capradosso during your Ascoli Piceno vacation. Be sure to also add Duomo and Ventidio Basso Theater to your list of must-sees. In the mood for more adventures? Consider venturing outside of Ascoli Piceno on tours and day trips.
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 traveling with the family or planning a trip with friends, an Ascoli Piceno vacation promises a good time for everyone.
How to find the best Ascoli Piceno package deals?
Use Expedia's handy filters to find some of the best Ascoli Piceno package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Ascoli Piceno package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Ascoli Piceno vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking flights and stays individually. Better still, you can personalize your Ascoli Piceno getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Ascoli Piceno?
If you've got your Ascoli Piceno travel dates confirmed, book early to bag some awesome deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Ascoli Piceno?
- Choose the right time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Ascoli Piceno.
- Plan your budget wisely: In addition to the cost of your accommodations, you'll need to factor in other expenses too. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Ascoli Piceno.
- Use Expedia's trip planning tool to explore Ascoli Piceno: Research every aspect of your trip to Ascoli Piceno with this handy planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
- Decide how many days away: Start by listing all the sights and activities you'd like to get to in Ascoli Piceno. Then, estimate how long you'll need for each, as well as any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a tailored Ascoli Piceno vacation package.
- Add on experiences and excursions: Read our travel guide to find some exciting things to do in Ascoli Piceno. Book tickets or make reservations as soon as you can to save time and avoid the stress of trying to find activities when you arrive.
Does Expedia offer Book Now, Pay Later Ascoli Piceno vacation packages?
Jet off on your dream trip to Ascoli Piceno with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've teamed up with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans allow you to split the cost across 3, 6 or 12 months. With no hidden or late payment fees, you can easily stay on budget and snap up cheap deals while they last.
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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.
