Ascoli Piceno Vacations from $1,261

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

The Latest Ascoli Piceno vacation packages

Price found within the past 48 hours. Click for updated prices.
Borgo Mandoleto
Relais La Corte Di Bettona
Sina Brufani
Hotel Valle di Assisi Spa & Golf
Borgo Dei Conti Resort Relais & Chateaux
Don't see what you're looking for?
See all available trips from Columbus to Ascoli Piceno
View all trips

Discover the most popular places to visit in Ascoli Piceno

What to do in Ascoli Piceno

Ascoli Piceno Hotel Deals

Palazzo Guiderocchi

Palazzo Guiderocchi

4 out of 5
Via Cesare Battisti 3, Ascoli Piceno, AP
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (128 reviews)
"Lovely historic building in the heart of Ascoli Piceno"

Reviewed on Jun 27, 2025

Palazzo Guiderocchi
Di Sabatino Resort

Di Sabatino Resort

Corso Trento E Trieste 25, Ascoli Piceno, AP
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (84 reviews)
"Perfect place, spotless"

Reviewed on Aug 2, 2025

Di Sabatino Resort
Albergo Sant'Emidio

Albergo Sant'Emidio

via Minucia 10, Ascoli Piceno, AP
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $104 total per night from Sep 5 to Sep 6
$104 total
Sep 5 - Sep 6
Total with taxes and fees
9.2/10 Wonderful! (159 reviews)
"Nice hotel conveniently located near the Piazza del Popolo."

Reviewed on Jun 10, 2025

Albergo Sant'Emidio
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.

More vacations you might like

Frequently asked questions

How much does an Ascoli Piceno vacation package cost?
You'll find cheap prices from $1,261 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.