Ascoli Piceno Holidays from £287

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Your Ascoli Piceno Holiday

Known for its rich history and cultural experiences, Ascoli Piceno is a fabulous getaway destination. Lock in one of our Ascoli Piceno holiday 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 holiday on Expedia.

Top Ascoli Piceno Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Borgo Tre Vaselle

Borgo Tre Vaselle

Save 100% on your flight
£287
per person
25 Sept - 27 Sept
found 4 hours ago
Return flight included
London (LON) to Ancona (AOI)
No reviews
Posta Donini 1579 UNA Esperienze

Posta Donini 1579 UNA Esperienze

Save 100% on your flight
£295
per person
25 Sept - 27 Sept
found 4 hours ago
Return flight included
London (LON) to Ancona (AOI)
9.2/10 Wonderful! (259 reviews)
A very nice traditional property. Comfortable room and a nice pool.

Reviewed on 18 Aug 2026

Hotel Priori Secret Garden

Hotel Priori Secret Garden

Old Town Perugia
Save 100% on your flight
£310
per person
25 Sept - 27 Sept
found 4 hours ago
Return flight included
London (LON) to Ancona (AOI)
9.6/10 Exceptional! (210 reviews)
I thoroughly enjoyed my stay at this hotel. The staff were warm, helpful and welcoming. My room was spotless and the breakfast was delicious. Highly recommend.

Reviewed on 16 Aug 2026

Hotel Villa Paradiso

Hotel Villa Paradiso

Save 100% on your flight
£357
per person
28 Sept - 5 Oct
found 3 hours ago
Return flight included
London (LON) to Ancona (AOI)
7.6/10 Good! (100 reviews)
In general a good place to stay. Excellent pool and pool area to relax. Good location easy access to station and town and good parking provision. Initial room offer not so good but we were able to move to a much nicer room with no problem.Buffet breakfast good with many options. The only downside is no WiFi in the rooms but good WiFi in communal areas.

Reviewed on 19 Jun 2026

Rosetta Hotel Perugia, Tapestry Collection by Hilton

Rosetta Hotel Perugia, Tapestry Collection by Hilton

Old Town Perugia
£324
per person
25 Sept - 27 Sept
found 4 hours ago
Return flight included
London (LON) to Ancona (AOI)
9.4/10 Exceptional! (21 reviews)
All excellent, efficient and friendly. I fully enjoyed the stay.

Reviewed on 22 Aug 2026

Ascoli Piceno Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
41,700
Max Temp Winter
10ºC
Max Temp Summer
27ºC
Top Sights
Duomo, Borgo Medievale di Castel Trosino and Cattedrale di SantEmidio

Top hotels in Ascoli Piceno

Palazzo Guiderocchi

Palazzo Guiderocchi

Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
£90
31 Aug - 1 Sept
includes taxes & fees
Palazzo Guiderocchi
Di Sabatino Resort

Di Sabatino Resort

Corso Trento E Trieste 25 Ascoli Piceno AP
£78
30 Aug - 31 Aug
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

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
£125
5 Sept - 6 Sept
includes taxes & fees
9.6/10 Exceptional! (185 reviews)
"Everything is excellent at this establishment. 5 stars in every category. And the breakfast is amazing 😋"

Reviewed on 19 Aug 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.

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 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 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 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 when you stop by 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 with a trip to Chiesa di San Tommaso Apostolo. Make time to visit the monuments and spas while you're in the area.
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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.
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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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What to do in Ascoli Piceno

Cantina D'Erasmo

Visit and tasting at Erasmo Winery featuring signature wines

£14
per adult
Visit and tasting at Erasmo Winery featuring signature wines
Truffle Hunting and Handmade Pasta in Ascoli Piceno

Truffle Hunting and Handmade Pasta in Ascoli Piceno

£119
per adult
Truffle Hunting and Handmade Pasta in Ascoli Piceno
Private Trekking in the Sibillini Mountains Park

Private Trekking in the Sibillini Mountains Park

£213
per traveller
Private Trekking in the Sibillini Mountains Park
See all activities in Ascoli Piceno

Frequently asked questions

Why should I book my Ascoli Piceno holiday with Expedia?
With top-value airfares, accommodation and car hire options all in one place, Expedia makes booking your Ascoli Piceno holiday a piece of cake. Plus, we can help you bundle your bookings into a package holiday so you can save even more. Choose from fantastic stays, add flights and/or a hire car (and maybe also some fun tours and activities!) and score unbeatable prices. Need to change plans? Expedia offers a flexible cancellation policy for many reservations. To find out more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Ascoli Piceno?
If you enjoy the excitement that comes with peak season, head to Ascoli Piceno in April, May and August. Travelling during the quieter months of June, November and December will help you skip the crowds. Arrange your visit to Ascoli Piceno based on what type of adventure you want. January is the coolest time of year, when average daytime temperatures are 6ºC. In July, the warmest month, you can expect temperatures of around 24ºC during the day.
What are the top hotels for my holiday in Ascoli Piceno?
Casa Malena B&B will be a fantastic base for your Ascoli Piceno getaway. Located in Centro Storico, it's one of the area's top hotels.
How do I get a cheap holiday to Ascoli Piceno?
Combine your bookings with Expedia to save on your next adventure. With more than 400 air carriers and 321,000 hotel options throughout the world, your Ascoli Piceno holiday can be tailored exactly to suit your travel style. With all that extra cash, why not add one or more awesome experiences and tours? It's an easy way to unlock even more discounts. Your dream holiday in Ascoli Piceno is much closer than you thought! Learn more about how you can save money on your holiday when you book a flight and hotel together with Expedia.
What should I do on my Ascoli Piceno holiday?
Ensure your holiday in Ascoli Piceno is one to remember by exploring its leading attractions. Piazza del Popolo, Duomo, Old City Wall and Piazza Arringo are just a few of the things to put on your itinerary while you're in the city.
What is the best neighbourhood to stay in when on holiday in Ascoli Piceno?
Stay in Centro Storico and experience the best of what Ascoli Piceno has to offer. Start your adventures at one of this neighbourhood's top attractions, Piazza del Popolo.
Do I need a visa for my Ascoli Piceno holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and purpose for visiting, whether it be for holidays or business, will determine if you'll need a visa for Ascoli Piceno. Also double-check that your passport is up to date and has a minimum of six months validity remaining beyond your intended return date. Do all your travel planning well in advance to avoid any nasty last-minute surprises.
What should I wear on my Ascoli Piceno holiday?
Do some research into the types of clothing people in Ascoli Piceno wear, and consider browsing style blogs for some fashion inspiration. Whatever your look, try to create a versatile travel wardrobe full of pieces that work for your destination and show off your personal style. Take a look at the weather forecast so you can pack your bags accordingly. The warmest month in Ascoli Piceno is July, with average daytime temperatures of 24ºC. If you're on holiday in the coolest month of January, the mercury hovers around 6ºC during the day.
What does an Expedia Ascoli Piceno holiday include?
Hotels, flights and hire cars — you'll discover them all here. With Expedia, you can create your Ascoli Piceno package the way you like it. All you have to do is figure out just what you need. Once you've made your booking, why not add extras like activities and experiences? The more you bundle, the more you save! Explore a large range of property types and select one that fits your group size and travel needs. The most in-demand holiday rentals here are bed & breakfasts and apartments. With Expedia, it's easy to tailor-make your Ascoli Piceno escape any way you want.
Does Expedia offer Book Now, Pay Later Ascoli Piceno holidays?
We sure do. Expedia has joined forces with online lender Klarna to help you easily pay for your trip in manageable instalments. Simply choose the payment plan that suits best during the checkout process and take away the stress of budgeting for your trip. Be sure to bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:
  • Pay monthly holidays: If paying small amounts each month works for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • No-deposit holidays: When you stumble on an incredible deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock in your getaway.
Can I choose my airline with an Ascoli Piceno Expedia holiday?
Definitely. Expedia has more than 400 partner airlines to select from all over the world. With such a big range of choices, finding the perfect carrier to get you to Ascoli Piceno won't be hard.

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. Flight-inclusive packages are ATOL protected.