Pennabilli Vacation Packages

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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.

Top Pennabilli Vacation Deals

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

Natural Village Resort

4 out of 5
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Ancona (AOI)
8.4/10 Very Good! (109 reviews)
It was so peaceful, entire facility from the private beach to the pool and family friendly property were top notch.

Reviewed on Jul. 3, 2025

Starhotels Excelsior

Starhotels Excelsior

4 out of 5
Historic Center
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bologna (BLQ)
9.2/10 Wonderful! (1,001 reviews)
Excellent location, directly opposite the train station. Staff exceptionally friendly and helpful. Would definitely visit a Starhotels again.

Reviewed on Aug. 11, 2025

The Social Hub Bologna

The Social Hub Bologna

4 out of 5
Bologna Fiere District
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bologna (BLQ)
9/10 Wonderful! (537 reviews)
Excellent modern property which has large modern rooms, air-con and a pool. Really good breakfast. While it’s outside of the city centre proper, it’s in a quiet area that still has a lot of amentities and is close to the station

Reviewed on Aug. 5, 2025

La Meridiana Bleisure Hotel

La Meridiana Bleisure Hotel

4 out of 5
per person
Oct 4 - Oct 10
found 9 hours ago
Roundtrip flight included
Toronto (YYZ) to Ancona (AOI)
8.4/10 Very Good! (326 reviews)
Struttura di recente costruzione dotata di tutti i confort, personale super gentile e soprattutto ottimo ristorante. Solitamente non ceno negli hotel ma in questo caso lo consiglio per la fantastica selezione di piatti, tutti buonissimi, dei vini e per la simpatia unica della manager

Reviewed on Jun. 23, 2025

Hotel Maranello Village

Hotel Maranello Village

4 out of 5
per person
Sep 27 - Oct 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Bologna (BLQ)
9/10 Wonderful! (1,006 reviews)
The Ferrari theme was what we were looking for. This was perfect for that. Our son who is crazy about Ferrari loved it.

Reviewed on Aug. 13, 2025

Ready to book your vacation to Pennabilli?

 

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Pennabilli Hotel Deals

Hotel Avana Mare

Hotel Avana Mare

3 out of 5
Viale Gaetano Genghini, Rimini, RN
Fully refundableReserve now, pay when you stay
The price is CA $44 per night from Sep 7 to Sep 8
CA $44
CA $57 total
Sep 7 - Sep 8
includes taxes & fees
7.8/10 Good! (128 reviews)
"Staff were very helpful & friendly. Quiet area & a stones throw from the beach"

Reviewed on May 17, 2025

Hotel Avana Mare
HOTEL YOUNG PEOPLE UNDER 40

HOTEL YOUNG PEOPLE UNDER 40

Viale Regina Elena 253, Rimini, RN
The price is CA $39 per night from Aug 31 to Sep 1
CA $39
CA $52 total
Aug 31 - Sep 1
includes taxes & fees
6/10 (14 reviews)
"Nice place , close to the beach"

Reviewed on Aug. 5, 2025

HOTEL YOUNG PEOPLE UNDER 40
Hotel Radar

Hotel Radar

3 out of 5
Viale Giuseppe Giusti, 4, Rimini, RN
The price is CA $102 per night from Aug 27 to Aug 28
CA $102
CA $120 total
Aug 27 - Aug 28
includes taxes & fees
8.4/10 Very Good! (145 reviews)
"Great stay, helpful staff"

Reviewed on Aug. 3, 2025

Hotel Radar
See all 2,301 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.
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What to do in Pennabilli

San Leo Cashmere: Farm Experience

San Leo Cashmere: Farm Experience

CA $79
per adult
San Leo Cashmere: Farm Experience
View on the First Tower

Tourist visit of the UNESCO Historic Center of San Marino

CA $193
per adult
Tourist visit of the UNESCO Historic Center of San Marino
See all activities in Pennabilli

Frequently asked questions

How much does a Pennabilli vacation package cost?
You'll find cheap prices from CA $1,213 on Expedia for your Pennabilli escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Pennabilli costs.
What are the cheapest months to go to Pennabilli?
To score cheap Pennabilli vacation packages, plan your getaway outside of peak times like public holidays and major festivals. You'll typically find better availability and lower prices for flights and hotels.
How many days is enough for Pennabilli?
You can easily see all the top sights in Pennabilli within a few days, including the must-see Chiesa del Santuario della Madonna delle Grazie. If you're looking for a longer Pennabilli vacation, check out what sort of activities and excursions are available nearby.
Is it worth booking a vacation package to Pennabilli?
It's easy to see why a Pennabilli vacation is on the must-do list of many travellers. Major attractions like Valle del Marecchia are just the beginning of what you can explore 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 select a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible 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 escape off to a flying start.
Is it cheaper to book a Pennabilli vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging hotels and flights separately. Better still, you can customize your Pennabilli trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Pennabilli?
If you're considering a spur-of-the-moment Pennabilli getaway, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Pennabilli?

  1. Pick the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Pennabilli.
  2. Plan your budget wisely: As well as the cost of your stay, you'll need to factor in other expenses. These include transportation, food and flights. Also, set aside some extra funds for unexpected costs that may arise during your trip to Pennabilli.
  3. Decide how long to go away for: Now that you know more about Pennabilli, you can work out the right length of your vacation. Create a draft plan and give yourself enough time to cover everything you want to do.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Pennabilli vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.