Pennabilli Vacations from $680

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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 Astor

Hotel Astor

3 out of 5
Bologna Fiere District
Price was $943, price is now $680 per person
$680
per person
Jan 23 - Jan 24
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
8/10 Very Good! (353 reviews)
15mins from Bologna central station not to many restaurants closed by but overall would stay there again.

Reviewed on May 18, 2025

Hotel Astoria

Hotel Astoria

3 out of 5
Historic Center
Price was $955, price is now $686 per person
$686
per person
Jan 23 - Jan 24
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
7.6/10 Good! (756 reviews)
Stayed here for three nights and pleasantly surprised how good and convenient this was. 15min walk from historic centre 5 min walk from central train station. Very clean rooms, adequate space, very quiet. Friendly and welcoming staff. Fantastic breakfast. Would definitely recommend for shirt stayed to explore Bologna, Firenze and Modena (by train).

Reviewed on Dec 5, 2025

Bleis Hotel

Bleis Hotel

4 out of 5
Bologna Fiere District
Price was $981, price is now $706 per person
$706
per person
Jan 23 - Jan 24
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
8.6/10 Excellent! (500 reviews)
Clean and comfortable hotel in the outskirts of town. Fortunately the 25 bus is nearby and dependable. Courteous staff and ample breakfast contribute to a positive experience.

Reviewed on May 22, 2023

Hotel Del Borgo

Hotel Del Borgo

3 out of 5
Borgo Panigale
Price was $949, price is now $684 per person
$684
per person
Jan 23 - Jan 24
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
8.2/10 Very Good! (516 reviews)
Very convenient for the airport. Clean basic rooms

Reviewed on Sep 25, 2025

Hotel Maggiore Bologna

Hotel Maggiore Bologna

3 out of 5
Price was $950, price is now $687 per person
$687
per person
Jan 23 - Jan 24
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Bologna (BLQ)
8.8/10 Excellent! (427 reviews)
Great place to stay. I like the rooms were clean, spacious and modern. Staff were awesome too.

Reviewed on Dec 12, 2024

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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

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

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

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
San Marino: Titanus Museum Multimedia Experience

San Marino: Titanus Museum Multimedia Experience

$9
per adult
San Marino: Titanus Museum Multimedia Experience
See all activities in Pennabilli

Pennabilli Hotel Deals

Hotel Aria

Hotel Aria

4.5 out of 5
Viale Dandolo, 13 Rimini RN
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $108 total per night from Jan 4 to Jan 5
$108 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
9.4/10 Exceptional! (430 reviews)
Great location, wonderful breakfast

Reviewed on Oct 28, 2025

Hotel Aria
Hotel Diplomat Palace

Hotel Diplomat Palace

4 out of 5
Viale Regina Elena 70 Rimini RN
Fully refundableReserve now, pay when you stay
$29 nightly
The price is $42 total per night from Dec 23 to Dec 24
$42 total
Dec 23 - Dec 24
Total with taxes and fees
8.2/10 Very Good! (155 reviews)
Near the beach

Reviewed on Nov 18, 2025

Hotel Diplomat Palace
Hotel De Londres

Hotel De Londres

4 out of 5
Viale Vespucci 24 Rimini RN
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $103 total per night from Jan 11 to Jan 12
$103 total
Jan 11 - Jan 12, 2026
Total with taxes and fees
9/10 Wonderful! (462 reviews)
Amazing under all aspects.

Reviewed on Nov 15, 2025

Hotel De Londres
See all 2,262 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 $680 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.