Ascoli Piceno Holidays
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Top hotels in Ascoli Piceno
Palazzo Guiderocchi
Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
S$155
26 Aug - 27 Aug
includes taxes & fees
Di Sabatino Resort
Corso Trento E Trieste 25 Ascoli Piceno AP
S$148
13 Sept - 14 Sept
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 The rooms are outdated and small and the spa costs additionally.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 8 Aug, 2026
Palazzo dei Mercanti - Historical Residence
Corso Trento e Trieste 35 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
S$218
31 Aug - 1 Sept
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 13 Aug, 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 when you stop by 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 with a trip to 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
S$24
per adult
Private Trekking in the Sibillini Mountains Park
S$370
per traveller
Boutique Private Tours in the Le Marche Region
S$1,095
per adult
Frequently asked questions
How much does an Ascoli Piceno holiday 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 holiday to Ascoli Piceno costs.
What are the cheapest months to go to Ascoli Piceno?
December, January and February are the best times to look for cheap Ascoli Piceno holiday packages. Opting to travel in quieter periods means you can usually find reduced prices on flights and accommodation.
How many days is enough for Ascoli Piceno?
Ascoli Piceno holidays can be short or long, but to really sink your teeth into this place, we'd suggest 2 days is a good ballpark. In this timeframe, you can visit top attractions like Forte Malatesta and Cattedrale di Sant'Emidio as well as underrated gems. Don't miss out on neighbourhoods such as Centro Storico and Capradosso either. If you plan wisely, you may even be able to take a day trip outside of Ascoli Piceno too.
Is it worth booking a holiday package to Ascoli Piceno?
Ascoli Piceno offers everything you need for an unforgettable escape. Begin your Ascoli Piceno holiday on a high note by checking out major attractions like Piazza del Popolo.
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 holiday package well in advance.
Is it cheaper to book an Ascoli Piceno holiday as a package?
An Expedia holiday package could land you considerable savings when compared to booking flights and stays individually. Better still, you can personalise 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 holiday 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 best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to travel to Ascoli Piceno.
- Figure out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your accommodation will likely be the biggest expense during your trip to Ascoli Piceno.
- Decide your trip length: Think about how long you want to spend discovering Ascoli Piceno. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose an Ascoli Piceno holiday package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
