Pennabilli Vacations from $1,516

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Your Pennabilli Vacation

Reserve a Pennabilli vacation package and focus on what counts — enjoying yourself. No more planning hassles, just more time to experience the best of this lively city, such as its medieval heritage and spectacular views. Make your trip to Pennabilli even more enjoyable by going sightseeing. Mateureka Museum of Calculation, Orto dei Frutti Dimenticati and Chiesa del Santuario della Madonna delle Grazie are among the leading attractions you'll want to explore. That dream Pennabilli vacation is just clicks away. Explore flights, hotels and more on Expedia for a getaway that's tailored just for you.

The Latest Pennabilli vacation packages

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

Hotel Astoria

3 out of 5
Historic Center
Price was $1,763, price is now $1,516 per person
$1,516
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Bologna (BLQ)
7.6/10 Good! (787 reviews)
The staff is excellent!

Reviewed on Mar 16, 2026

Grand Hotel Majestic già Baglioni

Grand Hotel Majestic già Baglioni

5 out of 5
Historic Center
Save 100% on your flight
Price was $4,537, price is now $3,577 per person
$3,577
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Bologna (BLQ)
9.6/10 Exceptional! (646 reviews)
Amazing !!! Just amazing

Reviewed on Mar 17, 2026

Living Place Hotel

Living Place Hotel

4 out of 5
San Donato-San Vitale
Price was $1,891, price is now $1,591 per person
$1,591
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Bologna (BLQ)
8.2/10 Very Good! (879 reviews)
Excellent, nice, elegant, and modern hotel to stay. The front desk staff, room staff, and restaurant waiters were very nice and polite. And the breakfast buffet was very good and abundant. I will stay here again next time I go visit Bologna 😊

Reviewed on Jan 8, 2026

Palazzo Dè Rossi Hotel

Palazzo Dè Rossi Hotel

3 out of 5
Price was $1,883, price is now $1,585 per person
$1,585
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Bologna (BLQ)
9.4/10 Exceptional! (88 reviews)
Good location about 20 min from Bologna airport and 30 min from the city center. Accessible to bike trails and a park. Free parking. Hotel is situated next to a medieval castle which added to the overall positive experience. The only downside was a bunch of stink bugs in our room on the curtains and window frame. They don’t bite to our knowledge but my wife woke up with a few bites. Looked like bedbugs from the web search but not sure.

Reviewed on Sep 28, 2025

UNA Hotels San Vitale Bologna

UNA Hotels San Vitale Bologna

4 out of 5
San Donato-San Vitale
Price was $2,120, price is now $1,811 per person
$1,811
per person
Jun 2 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Bologna (BLQ)
8.8/10 Excellent! (735 reviews)
Very large room. Breakfast buffet was 13 euros for a wide assortment.

Reviewed on Oct 9, 2025

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Discover the most popular places to visit in Pennabilli

Orto dei Frutti Dimenticati

Enjoy an outing to Orto dei Frutti Dimenticati during your stay in Pennabilli. Stroll along the seaside or visit the cathedral while you're in the area.

Orto dei Frutti Dimenticati

Mateureka Museum of Calculation

You can browse the exhibits at Mateureka Museum of Calculation, a museum with a story of its own, during your trip to Pennabilli. Amble around the area's seaside or visit its cathedral.

Mateureka Museum of Calculation

Porta San Francesco

You can find out about the history of Pennabilli when you stop by Porta San Francesco. Take in the art scene and mountain views in the area.

Porta San Francesco

What to do in Pennabilli

Entrance Ticket - Titanus Museum: Multimedia Experience

Entrance Ticket - Titanus Museum: Multimedia Experience

$7
per adult
Entrance Ticket - Titanus Museum: Multimedia Experience
FORTRESS AT SUNSET

San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison

$13
per adult
San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison
San Leo Cashmere: Farm Experience

San Leo Cashmere : Farm Experience

$60
per adult
San Leo Cashmere : Farm Experience
See all activities in Pennabilli

Pennabilli Hotel Deals

Hotel Royal Plaza

Hotel Royal Plaza

4 out of 5
Viale Trieste 22 Rimini RN
$27 nightly
The price is $39 total per night from Apr 7 to Apr 8
$39 total
Apr 7 - Apr 8
Total with taxes and fees
7.8/10 Good! (112 reviews)
Good

Reviewed on Feb 1, 2026

Hotel Royal Plaza
Hotel Corallo Rimini

Hotel Corallo Rimini

3 out of 5
Viale Vespucci 46 Rimini RN
$42 nightly
The price is $52 total per night from Mar 24 to Mar 25
$52 total
Mar 24 - Mar 25
Total with taxes and fees
8.8/10 Excellent! (174 reviews)
Las habitaciones muy limpias, los empleados muy amables, el unico pequeño problema fue las paredes no estaban bien insuladas y se oia todo de la habitacion vecina y el hotel estaba en remodelacion y un poco de ruido durante el dia, pero era temporada baja y estoy seguro que quedara muy bien.

Reviewed on Feb 11, 2026

Hotel Corallo Rimini
Hotel Aria

Hotel Aria

4.5 out of 5
Viale Dandolo, 13 Rimini RN
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $96 total per night from Mar 31 to Apr 1
$96 total
Mar 31 - Apr 1
Total with taxes and fees
9.6/10 Exceptional! (441 reviews)
Clean and spacious room with balcony, breakfast ok, staff are friendly

Reviewed on Mar 6, 2026

Hotel Aria
See all 2,311 properties in Pennabilli
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.

Find the Best Pennabilli Vacation Packages

Pennabilli Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Federico Fellini Intl. Airport (RMI)
Population
980
Max Temp Winter
50ºF
Max Temp Summer
80ºF
Top Sights
Montebello Castle, Skypark Parco Avventura and Cathedral of San Leo

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Frequently asked questions

How much does a Pennabilli vacation package cost?
You'll find cheap prices from $1,516 on Expedia for your Pennabilli escape. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Pennabilli costs.
What are the cheapest months to go to Pennabilli?
You can typically find lower rates and greater availability in November, December and January. Browse our cheap Pennabilli vacation packages and you could get some excellent off-season deals.
How many days is enough for Pennabilli?
You can see all the major attractions in Pennabilli within a few days, including the popular Chiesa del Santuario della Madonna delle Grazie. If you're looking for a longer Pennabilli vacation, look at which kind of activities and excursions are available in the area.
Is it worth booking a vacation package to Pennabilli?
It's no wonder a Pennabilli vacation is on the to-do list of many travelers. Leading attractions like Valle del Marecchia are just the start of things to keep you busy here.
How to find the best Pennabilli package deals?
Start your search for a Pennabilli package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Guest rating" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the perfect Pennabilli package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Pennabilli adventure off to a flying start.
Is it cheaper to book a Pennabilli vacation as a package?
You can enjoy significant savings on your next Pennabilli getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to view the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Pennabilli?
If you have your Pennabilli vacation dates locked in, book as soon as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are great for quick escapes.
How to plan a trip to Pennabilli?

  1. Choose when to travel: Check your calendar and pack your bags. Your favorite season and the available activities will also help you decide when to visit Pennabilli.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Pennabilli. Then, select a hotel that matches your budget, whether that's a low-cost stay or a deluxe getaway.
  3. Use Expedia's trip planning tool to discover Pennabilli: Research every aspect of your trip to Pennabilli with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Decide how many days away: Start by making a list of all the activities and sights you want to experience in Pennabilli. Then, estimate how long you'll need for each, including any travel time.
  5. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the perfect Pennabilli vacation package for you.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to do and see. Check out some of the exciting things to do in Pennabilli and book your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Pennabilli vacation packages?
If you're like us, you love jet-setting around the world but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Pennabilli trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.

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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.