Ascoli Piceno Holidays from £205

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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.
Hotel Perugia Plaza

Hotel Perugia Plaza

£205
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
London (LON) to Ancona (AOI)
8.2/10 Very good! (216 reviews)
Best place on my trip by a long shot

Reviewed on 27 Aug 2026

Borgo Tre Vaselle

Borgo Tre Vaselle

Save 100% on your flight
£284
per person
9 Nov - 12 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Ancona (AOI)
10/10 Exceptional! (1 review)
Amazing spot! Much better than the pictures. Amazing food, quiet and relaxing place.

Reviewed on 9 Oct 2026

Posta Donini 1579 UNA Esperienze

Posta Donini 1579 UNA Esperienze

£236
per person
9 Nov - 12 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Ancona (AOI)
9.2/10 Wonderful! (265 reviews)
Sina Brufani

Sina Brufani

Old Town Perugia
£288
per person
9 Nov - 12 Nov
found 1 day ago
Return flight included
Birmingham (BHX) to Ancona (AOI)
9.2/10 Wonderful! (676 reviews)
The pool is great and the hotel is centrally located. We used the valet parking which seemed to be the evident option in this hilly town. We ordered one meal from room service that was extremely slow -90 minutes but it was hot and tasty. We also had boxed breakfasts which were nice. Great mattresses.

Reviewed on 6 Oct 2026

Hotel Giò Wine e Jazz Area

Hotel Giò Wine e Jazz Area

£227
per person
20 Nov - 23 Nov
found 1 day ago
Return flight included
London (LON) to Ancona (AOI)
8.6/10 Excellent! (593 reviews)
The room was large and comfortable. Then the on premise restaurant was spectacular with a lot of local wine choices. Then the breakfast was over the top with so much to choose from.

Reviewed on 27 Sept 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

B&B Hotel Ascoli Piceno

B&B Hotel Ascoli Piceno

Via del Commercio 70 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
£57
11 Oct - 12 Oct
includes taxes & fees
10/10 Exceptional! (3 reviews)
"Pulizia, comfort"

Reviewed on 27 Aug 2026

B&B Hotel Ascoli Piceno
Di Sabatino Resort

Di Sabatino Resort

Corso Trento E Trieste 25 Ascoli Piceno AP
£71
10 Nov - 11 Nov
includes taxes & fees
8.8/10 Excellent! (99 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 Guiderocchi

Palazzo Guiderocchi

Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
£84
3 Nov - 4 Nov
includes taxes & fees
Palazzo Guiderocchi
See all 1,717 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 classical architecture, featuring arches, columns, and a variety of buildings with distinct facades.

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 central fountain, surrounded by classical architecture and outdoor seating areas.

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 church with a tall bell tower and a large arched entrance.

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 building with classical architecture, including columns and arched windows.

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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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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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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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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San Vincenzo e Anastasio

10.0/10 (1 review)
You can find out about the history of Ascoli Piceno with a stop at San Vincenzo e Anastasio. Discover the area's theatre scene and monuments.
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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
Offida: Tasting itinerary of Rosso Piceno DOC Superiore

Offida: Tasting itinerary of Rosso Piceno DOC Superiore

£30
per adult
Offida: Tasting itinerary of Rosso Piceno DOC Superiore
wine tasting + food

Wine & Local Flavors Tour with Tasting at Cantina D’Erasmo

£31
per adult
Wine & Local Flavors Tour with Tasting at Cantina D’Erasmo
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.