Province of Ascoli Piceno Vacations & Trips from $976

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Your Province of Ascoli Piceno Vacation

Make organizing your next big adventure a breeze with a Province of Ascoli Piceno vacation package. Whether it's history, nature or something else entirely that draws you to this destination, our package deals will help you discover the best of it. A trip to Province of Ascoli Piceno wouldn't be complete without experiencing some of its leading cities, starting with San Benedetto del Tronto. Two of the most popular attractions here include Riviera delle Palme Stadium and Palazzina Azzurra. Montemonaco should also be on the itineraries of all Province of Ascoli Piceno travelers. Visitors to this exciting destination love Infernaccio Gorge and Seggiovia Pian dell'Arco. Whether you're traveling on a shoestring or in the lap of luxury, Expedia are here to help you tailor-make your next dream Province of Ascoli Piceno vacation.

Top destinations in Province of Ascoli Piceno

A cobblestone street lined with historic buildings, a fountain, and bicycles parked along the sidewalk.

San Benedetto del Tronto

San Benedetto del Tronto
A village with stone buildings and a road leading up a hill.

Ascoli Piceno

Ascoli Piceno
A coastal town with historic buildings, palm trees, and a hilltop castle.

Grottammare

Grottammare
A coastal town with dense buildings, a prominent tower, and a beach with boats.

Cupra Marittima

Cupra Marittima
A historic church with a bell tower, surrounded by lush greenery and a paved road.

Offida

Offida
A valley with terraced fields and scattered houses.

Ripatransone

Ripatransone
A historic stone building with a tower, arched doorway, and a street lamp.

Montefiore dell'Aso

Montefiore dell'Aso

The Latest Province of Ascoli Piceno Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Sina Brufani

Sina Brufani

Old Town Perugia
$976
per person
Nov 28 - Dec 1
found 1 hour ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Ancona (AOI)
9.2/10 Wonderful! (682 reviews)
Perfect location near the city center, Minimetro to the train station and bus station. Lovely hotel with attentive staff and a nice breakfast. Room for was newly renovated and large.

Reviewed on Oct 23, 2026

Find the Best Province of Ascoli Piceno Vacation Packages

Province of Ascoli Piceno Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Abruzzo Intl. Airport (PSR)
Population
41,700

Province of Ascoli Piceno Hotel Deals

Smeraldo Suites & Spa

Smeraldo Suites & Spa

Viale Rinascimento 141 San Benedetto del Tronto AP
Fully refundableReserve now, pay when you stay
$90 nightly
$103 total
Nov 15 - Nov 16
Total with taxes and fees
Smeraldo Suites & Spa
International Hotel & Suite

International Hotel & Suite

Viale Rinascimento, 47 San Benedetto del Tronto AP
Fully refundableReserve now, pay when you stay
$58 nightly
$68 total
Nov 23 - Nov 24
Total with taxes and fees
International Hotel & Suite
Valentino SPA Resort

Valentino SPA Resort

Via Dante Alighieri 99 Grottammare AP
$103 nightly
$113 total
Oct 27 - Oct 28
Total with taxes and fees
9.2/10 Wonderful! (39 reviews)
"Such a beautiful spa and hotel! The room was comfortable and spotless! My husband and I had a wonderful massage and a truly outstanding breakfast in the morning! The staff were so helpful and kind! I am sad that we couldn’t stay longer. We will most certainly come again!"

Reviewed on Oct 17, 2026

Valentino SPA Resort
See all 595 properties in Province of 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.

Frequently asked questions

How much does a Province of Ascoli Piceno vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Province of Ascoli Piceno from just $976. And the more you bundle, the more cash you save. The vacation of your dreams has never been more affordable.
How do I get a cheap travel package to Province of Ascoli Piceno?
If you love bargains, bundle your bookings into a Province of Ascoli Piceno vacation package. Whether you're looking for hotels, flights, tours or rental cars, you can book everything in one place. You'll have plenty of choice at your fingertips as well. Expedia has over 550 air carriers and 1,000,000 hotel options throughout the world to select from. Fly with who you want, find a room where you like and save a packet — now that's the ideal escape!
What are the top hotels in Province of Ascoli Piceno?
Take a look at Smeraldo Suites And Spa and San Francesco Hotel. They're the first choice for lots of travelers to San Benedetto del Tronto. If Cupra Marittima is on your travel itinerary, Palazzo Dei Mercanti - Historical Residence and Cosmopolitan Hotel are a couple of cozy options.
How far in advance should I book my Province of Ascoli Piceno vacation?
Earlier is always better. Air carriers generally advertise flights nearly 12 months prior to departure, and this is an excellent opportunity to land some rock-bottom prices. Just been told you should take your vacation time next month? That's fine too — Expedia are never short on fantastic bargains to send you off on the getaway of your dreams, at an affordable price.
What does an Expedia Province of Ascoli Piceno travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your perfect Province of Ascoli Piceno escape. You can also add on tours and activities once you've made your booking. You're the boss! When you bundle your bookings with Expedia, you'll get access to deals you won't find anywhere else.
What should I know before booking a Province of Ascoli Piceno travel package?
You'll pick up amazing savings when you bundle your hotels, flights and rental cars into a package. Plus, booking everything in one place makes trip planning easier. So why waste your time or money? Whether you're putting together a ritzy city getaway or a budget solo adventure, explore our package deals today.
Can I choose my airline with a Province of Ascoli Piceno Expedia vacation package?
You sure can. We have more than 550 airline partners across the globe, so pick the carrier that best fits your travel preferences.
Does Expedia offer Book Now, Pay Later Province of Ascoli Piceno vacation packages?
If you're itching for a vacation but aren't able to pay for everything at once, Expedia can help out with an easy payment option. Thanks to our partnership with online lender Affirm, you can Book Now, Pay Later and start planning your journey today.
If I'm not able to travel, can I cancel my Province of Ascoli Piceno vacation package?
Plans can change in the blink of an eye, so yes, you can. You may be able to cancel and rebook your Province of Ascoli Piceno vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still make the necessary changes, but your car rental company, hotel or airline may charge a fee. Need more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular Province of 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 modern blue building with a well-maintained lawn and surrounding greenery.

Palazzina Azzurra

8.0/10 (13 reviews)
You can spend time studying the exhibits at Palazzina Azzurra during your travels in San Benedetto del Tronto. Amble around the area's marina or visit its temples.
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A historic tower with a clock, surrounded by traditional buildings and cobblestone streets.

Tower of Gualtieri

8.2/10 (14 reviews)
San Benedetto del Tronto’s guardian is a spectacular brick structure, its round clock face seeming to watch for danger on the surrounding hills.
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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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San Benedetto del Tronto Port

8.6/10 (77 reviews)
Explore the waterfront in San Benedetto del Tronto with a trip to San Benedetto del Tronto Port. Stroll along the seaside or experience the area's art scene.
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Promenade

9.0/10 (179 reviews)
Promenade is just one of the places to see in San Benedetto del Tronto, so why not enjoy the other things to explore during your travels? Stroll along the marina or experience the area's art scene.
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Grottammare Beach

Why not spend a lazy afternoon at Grottammare Beach during your trip to Grottammare? While you're in the area, stroll along the beaches.
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Riviera delle Palme Stadium

8.0/10 (17 reviews)
Catch an event at Riviera delle Palme Stadium during your trip to Porto d'Ascoli. Stroll along the marina or visit the temples while you're in the area.
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What to do in Province of Ascoli Piceno

Offida: Tasting itinerary of Rosso Piceno DOC Superiore

Offida: Tasting itinerary of Rosso Piceno DOC Superiore

$39
per adult
Offida: Tasting itinerary of Rosso Piceno DOC Superiore
Cantina D'Erasmo

Visit and tasting at Erasmo Winery featuring signature wines

$24
per adult
Visit and tasting at Erasmo Winery featuring signature wines
wine tasting + food

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

$40
per adult
Wine & Local Flavors Tour with Tasting at Cantina D’Erasmo
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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.