Province of Ascoli Piceno Vacation Packages 2026 from $1,224

Name: Smeraldo Suites & Spa
Price range: $175 total
Rating: 9.2

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.

The Latest Province of Ascoli Piceno Vacation Packages

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

Locanda della Posta - Etruria Collection

Old Town Perugia

$1,224

per person

Oct 6 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Ancona (AOI)

9.6/10 Exceptional! (201 reviews)

The reception team were very helpful with cases and taxis, the hotel was spotless, breakfast was great. The room and bathroom was spacious. Well situated in the centre, wouldn’t hesitate to stay there again.

Reviewed on Jul 7, 2026

Natural Village Resort

$1,420

per person

Aug 24 - Aug 29

found 17 hours ago

Roundtrip flight included

Cleveland (CLE) to Ancona (AOI)

8.4/10 Very Good! (118 reviews)

The 2 bedroom cabin worked perfectly for us. It was very clean bed was adequate and we all had two pillows and a fresh set of towels. Check out the Seaside restaurant a true delight and the staff was amazing there and everyone we encountered was great. Pro tip, stay in cabins closer to railroad you’ll avoid the noise within the resort. Train was not that noisy.

Reviewed on Jun 17, 2026

Sina Brufani

Old Town Perugia

$1,306

per person

Sep 19 - Sep 22

found 3 hours ago

Roundtrip flight included

Boston (BOS) to Ancona (AOI)

9.2/10 Wonderful! (648 reviews)

I cannot say enough good things about Hotel Sina Brufani in Perugia. From the moment you walk in, you're surrounded with luxury in this grand hotel. The rooms are spacious, spotless, and have the most comfortable bed I've ever slept in. The breakfast every morning is fantastic, consisting of a wide assortment of cold cuts, fruit, cereals, pastries, cakes, bacon and eggs, coffees, etc. The hotel staff are so friendly and accommodating. Being a solo traveler, I had many questions about the city itself and they were always more than happy to help me. They really went out of their way to make sure that everything about my trip was perfect. But perhaps the best part about the hotel is it's location. It's situated directly across from a beautiful piazza, and the city center is literally right down the street. In a 3-4 minute walk you're in the heart of the city with all its beautiful historic landmarks. I loved everything about the hotel, and I adored Perugia. I hope to return someday and if I do, I will definitely stay at Sina Brufani again.

Reviewed on Jul 16, 2026

Posta Donini 1579 UNA Esperienze

$1,420

per person

Oct 6 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Ancona (AOI)

9.2/10 Wonderful! (256 reviews)

Great place to stay lovely friendly staff excellent food and first class housekeeping.

Reviewed on Jul 6, 2026

Nun Assisi Relais Spa Museum

Assisi Historic Center

Save 100% on your flight

$3,647

per person

Oct 6 - Oct 12

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Ancona (AOI)

9.8/10 Exceptional! (192 reviews)

Incredibly helpful staff and the spa is gorgeous. The restaurant at the hotel was our best meal in Assisi. Highly recommend!

Reviewed on Jul 10, 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

B&B Miramare Grottammare

Via Cagliata 44 Grottammare AP

Fully refundableReserve now, pay when you stay

$94 nightly

$106 total

Jul 19 - Jul 20

Total with taxes and fees

8.8/10 Excellent! (65 reviews)

"Very friendly and accommodating staff!"

Reviewed on Jul 1, 2026

International Hotel & Suite

Viale Rinascimento, 47 San Benedetto del Tronto AP

Fully refundableReserve now, pay when you stay

$145 nightly

$164 total

Jul 22 - Jul 23

Total with taxes and fees

8.6/10 Excellent! (252 reviews)

"Great staff…welcoming and helpful! Amazing room, with everything spotless clean and easy to use! Great location, easy access by walking to everything:) Extra thanks to Francesco and Filippo. Thank you. Martink"

Reviewed on May 21, 2026

Smeraldo Suites & Spa

Viale Rinascimento 141 San Benedetto del Tronto AP

$155 nightly

$175 total

Aug 2 - Aug 3

Total with taxes and fees

9.2/10 Wonderful! (397 reviews)

"Excellent location, convenient parking, accommodating staff and impressive breakfast spread."

Reviewed on Jul 12, 2026

See all 599 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 $1,224. 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.