Ascoli Piceno Vacations from $834

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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.

The Latest Ascoli Piceno vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Perugia Plaza

Hotel Perugia Plaza

4 out of 5
Price was $926, price is now $834 per person
$834
per person
Nov 28 - Dec 3
found 24 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Ancona (AOI)
8.2/10 Very Good! (202 reviews)
Very clean but few amenities limited dining no bar

Reviewed on Aug 20, 2025

Nun Assisi Relais Spa Museum

Nun Assisi Relais Spa Museum

5 out of 5
Assisi Historic Center
Save 100% on your flight
Price was $2,611, price is now $1,944 per person
$1,944
per person
Nov 28 - Dec 3
found 24 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Ancona (AOI)
9.8/10 Exceptional! (186 reviews)
It's a beautiful property overall

Reviewed on Sep 16, 2025

Borgobrufa Spa Resort Adults Only

Borgobrufa Spa Resort Adults Only

5 out of 5
Price was $1,928, price is now $1,549 per person
$1,549
per person
Nov 28 - Dec 3
found 24 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Ancona (AOI)
9.2/10 Wonderful! (68 reviews)
Nothing much going on other than the spa. It’s relaxing but not necessarily the best.

Reviewed on Nov 10, 2024

Posta Donini 1579 UNA Esperienze

Posta Donini 1579 UNA Esperienze

4 out of 5
Price was $1,104, price is now $897 per person
$897
per person
Nov 28 - Dec 3
found 24 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Ancona (AOI)
9.2/10 Wonderful! (248 reviews)
Great grounds, lovely bedroom with character. Very peaceful also

Reviewed on Aug 19, 2025

Hotel Priori Secret Garden

Hotel Priori Secret Garden

4 out of 5
Old Town Perugia
Price was $1,155, price is now $1,000 per person
$1,000
per person
Nov 28 - Dec 3
found 24 hours ago
Roundtrip flight included
Pittsburgh (PIT) to Ancona (AOI)
9.6/10 Exceptional! (162 reviews)
Small but comfy room. Excellent location. Bi e breakfast. Friendly staff.

Reviewed on Sep 9, 2025

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Discover the most popular places to visit in Ascoli Piceno

Piazza del Popolo

Piazza del Popolo

Admire the impressive church and palace and consider the elegant proportions of the layout of this masterpiece of a medieval plaza.

Piazza del Popolo
Piazza Arringo which includes a fountain and heritage elements

Piazza Arringo

Gaze upon the two elegant fountains and bronze statues and visit the fascinating buildings that adorn the oldest main square in the city.

Piazza Arringo
Cattedrale di Sant\'Emidio which includes a fountain and heritage elements

Cattedrale di Sant'Emidio

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.

Cattedrale di Sant'Emidio

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
$86 nightly
The price is $99 total per night from Oct 13 to Oct 14
$99 total
Oct 13 - Oct 14
Total with taxes and fees
8.8/10 Excellent! (85 reviews)
"Perfect place, spotless"

Reviewed on Aug 2, 2025

Di Sabatino Resort
Palazzo Guiderocchi

Palazzo Guiderocchi

4 out of 5
Via Cesare Battisti 3, Ascoli Piceno, AP
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $135 total per night from Oct 15 to Oct 16
$135 total
Oct 15 - Oct 16
Total with taxes and fees
8.6/10 Excellent! (128 reviews)
"Lovely historic building in the heart of Ascoli Piceno"

Reviewed on Jun 27, 2025

Palazzo Guiderocchi
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
$131 nightly
The price is $151 total per night from Oct 26 to Oct 27
$151 total
Oct 26 - Oct 27
Total with taxes and fees
9.4/10 Exceptional! (167 reviews)
"Lovely hotel. Very friendly and knowledge staff. Great breakfast. Dinner in restaurant was very good with a great local wine"

Reviewed on Sep 17, 2025

Palazzo dei Mercanti - Historical Residence
See all 1,606 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.

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 from $834 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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