Province of Ascoli Piceno Vacations & Trips from $553

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

Grottammare

Grottammare
A village with stone buildings and a road leading up a hill.

Ascoli Piceno

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

Cupra Marittima

Cupra Marittima
A valley with terraced fields and scattered houses.

Ripatransone

Ripatransone
A coastal town with historic buildings, a prominent church, and a distant mountain range under a partly cloudy sky.

Massignano

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

Offida

Offida
A stone church with a bell tower surrounded by trees.

Montemonaco

Montemonaco

The Latest Province of Ascoli Piceno Vacation Packages

Price found within the past 48 hours. Click for updated prices.
V Hotel

V Hotel

$553
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
9.2/10 Wonderful! (13 reviews)
Fortino Napoleonico

Fortino Napoleonico

$598
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
9.4/10 Exceptional! (123 reviews)
Nice place on the beach

Reviewed on Jun 22, 2026

SeeBay Hotel

SeeBay Hotel

$566
per person
Oct 16 - Oct 18
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

Grand Hotel Passetto

Grand Hotel Passetto

Passetto
$596
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
8.8/10 Excellent! (226 reviews)
An Excellent Location. A wonderful classic hotel. The pool is an Oasis.

Reviewed on Sep 7, 2026

NH Ancona

NH Ancona

Port Area
$592
per person
Oct 16 - Oct 18
found 6 hours ago
Roundtrip flight included
Barcelona (BCN) to Ancona (AOI)
7.8/10 Good! (344 reviews)
Nice hotel with a nice view about 10 mins to the town centre, albeit up several stairs and a ramp. Staff were very helpful and the room was clean and spacious. Though the air conditioning didn't work, important in these hot conditions, and they did not bring a guy up to fix it despite being told about this.

Reviewed on Apr 27, 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
$93 nightly
$107 total
Oct 4 - Oct 5
Total with taxes and fees
9.2/10 Wonderful! (399 reviews)
"All of it"

Reviewed on Sep 5, 2026

Smeraldo Suites & Spa
B&B Miramare Grottammare

B&B Miramare Grottammare

Via Cagliata 44 Grottammare AP
Fully refundableReserve now, pay when you stay
$90 nightly
$99 total
Sep 15 - Sep 16
Total with taxes and fees
8.6/10 Excellent! (74 reviews)
"The property is in the upper side of the town, the view is amazing! Daniele is the perfect host, he knows everyone and everywhere, he can reccomend you the best food spots, beaches and everything else. The room was small but very comfortable, fridge, tv, bathroom and even a small balcony. Breakfast ..."

Reviewed on Jul 19, 2026

B&B Miramare Grottammare
Palazzo Guiderocchi

Palazzo Guiderocchi

Via Cesare Battisti 3 Ascoli Piceno AP
Fully refundableReserve now, pay when you stay
$95 nightly
$111 total
Sep 29 - Sep 30
Total with taxes and fees
Palazzo Guiderocchi
See all 614 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 $553. 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 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 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.
See properties
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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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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Viale Secondo Moretti

8.4/10 (11 reviews)
You can do some window-shopping at Viale Secondo Moretti during your visit to San Benedetto del Tronto. Wander the marina and beaches while you're in the area.
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What to do in Province of Ascoli Piceno

Truffle Hunting and Handmade Pasta in Ascoli Piceno

Truffle Hunting and Handmade Pasta in Ascoli Piceno

$163
per adult
Truffle Hunting and Handmade Pasta in Ascoli Piceno
Valnerina: Nordic walking with a guide

Valnerina: Guided Nordic walking

$175
per traveler
Valnerina: Guided Nordic walking
Sarnano Waterfalls Tour

Sarnano Waterfalls Tour

$292
per traveler
Sarnano Waterfalls Tour
See all activities in Province of Ascoli Piceno
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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.