Ascoli Piceno Vacations from $303

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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.
Natural Village Resort

Natural Village Resort

$303
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
8.4/10 Very Good! (123 reviews)
I can't speak highly enough of our trip to this resort. It really is a small village that has all the amenities you need. It is very family-focused where I would think most, if not all guests were families with young / teen children. It is pet-friendly, plenty of guests with their dogs which was lovely to see. The staff were remarkable, helpful everywhere we went and serviced us with care. The place has a great community pool, fit for all ages, has a shallow end for the little ones, a medium bit for older kids, and a deep-end for the stronger swimmers. They have a private beach area, already setup with chairs and umbrellas. There's staff on the beach as well to assist. On the beach is a seaside restaurant. Reservations are required but it was lovely sitting on the patio, overlooking the sea. The cottages themselves fit our needs. We are a family of 5 so we got the two bedroom. A little kitchen, dining area (although we had most meals outside on the porch), master bedroom for the parents, one bedroom with two beds, and a bed in the lounge. Bathroom was nice and modern. There was always entertainment happening throughout the day and evening which was included. There are small shops and restaurants that come with an extra cost but you also have the option to go off resort to shop or eat as long as you have a vehicle.

Reviewed on Jul 19, 2026

V Hotel

V Hotel

$329
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
9.2/10 Wonderful! (13 reviews)
Grand Hotel Palace

Grand Hotel Palace

$378
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
9.6/10 Exceptional! (377 reviews)
Outstanding breakfast. Very efficient room with closet organization. Very helpful staff .. especially on train day .. calling a cab for us. The hotel is located near to the docks, historical monuments, and the museums and churches.

Reviewed on Aug 14, 2026

SeeBay Hotel

SeeBay Hotel

$384
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
8.8/10 Excellent! (86 reviews)
Wonderful location, beautiful grounds with swimming pool, within walking distance from beautiful beaches and excellent restaurants. Excellent breakfast and very friendly and prohibitive personnel. I highly recommend this hotel.

Reviewed on Jul 28, 2026

Hotel Emilia

Hotel Emilia

$430
per person
Sep 14 - Sep 16
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
9.2/10 Wonderful! (190 reviews)
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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.
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A historic square with stone buildings, outdoor seating, and a fountain.

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.
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A historic square with a prominent church featuring a bell tower, a fountain, and surrounding buildings with flags.

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.
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A grand neoclassical building with columns and arched windows, a flag, and a street with pedestrians.

Pinacoteca Civica

Notice the grandiose interior fixtures of the palace, as you stroll through the airy halls filled with medieval and Renaissance artworks.
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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.
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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.
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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.
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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.
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What to do in Ascoli Piceno

Offida: Tasting itinerary of Rosso Piceno DOC Superiore

Offida: Tasting itinerary of Rosso Piceno DOC Superiore

$40
per adult
Offida: Tasting itinerary of Rosso Piceno DOC Superiore
Private Trekking in the Sibillini Mountains Park

Private Trekking in the Sibillini Mountains Park

$284
per traveler
Private Trekking in the Sibillini Mountains Park
Enchanting Italy

Boutique Private Tours in the Le Marche Region

$850
per adult
Boutique Private Tours in the Le Marche Region
See all activities in Ascoli Piceno

Ascoli Piceno Hotel Deals

Palazzo Guiderocchi

Palazzo Guiderocchi

Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
$95 nightly
$111 total
Aug 26 - Aug 27
Total with taxes and fees
Palazzo Guiderocchi
Di Sabatino Resort

Di Sabatino Resort

Corso Trento E Trieste 25 Ascoli Piceno AP
$102 nightly
$117 total
Aug 19 - Aug 20
Total with taxes and 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

Di Sabatino Resort
Palazzo dei Mercanti - Historical Residence

Palazzo dei Mercanti - Historical Residence

Corso Trento e Trieste 35 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
$148 nightly
$170 total
Aug 31 - Sep 1
Total with taxes and 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

Palazzo dei Mercanti - Historical Residence
See all 1,795 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.

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 from $303 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.

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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.