Pennabilli Holidays from £237

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Packages with flights are ATOL protected

Your Pennabilli Holiday

Reserve a Pennabilli holiday 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 holiday is just clicks away. Explore flights, hotels and more on Expedia for a getaway that's tailored just for you.

Top Pennabilli Flight + Hotel Deals

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

Alla Rocca Hotel

Save 100% on your flight
£237
per person
19 Nov - 24 Nov
found 21 hours ago
Return flight included
London (LON) to Bologna (BLQ)
8.2/10 Very good! (46 reviews)
The shower head was a bit loose and there were some flying ants in the room, but otherwise perfect for a short trip

Reviewed on 25 May 2026

Hotel Maranello Village

Hotel Maranello Village

Save 100% on your flight
£312
per person
19 Nov - 24 Nov
found 21 hours ago
Return flight included
London (LON) to Bologna (BLQ)
9/10 Wonderful! (1,007 reviews)
Bleis Hotel

Bleis Hotel

Bologna Fiere District
£275
per person
28 Oct - 1 Nov
found 5 hours ago
Return flight included
London (STN) to Bologna (BLQ)
8.6/10 Excellent! (517 reviews)
The staff at the hotel were all very courteous and helpful. The bedroom was well-appointed and spotlessly clean. The location of the hotel is not great as there is absolutely nothing around it. It is well connected to Bologna via bus (about 25/30 mins from the centre) which as advertised does stop immediately outside the premises. We had hoped to have dinner on the Sunday evening as we had a very early flight on the Monday morning. Unfortunately the restaurant was closed on Sunday despite being advertised as open 7 days which was disappointing. There wasn’t much activity in the hotel and the bar area wasn’t staffed as such and was a bit soulless and uninspiring. The cost of the hotel was much the same as others which had more amenities around them.

Reviewed on 28 Sept 2026

Grand Hotel Castrocaro Longlife Formula

Grand Hotel Castrocaro Longlife Formula

£243
per person
11 Dec - 13 Dec
found 1 day ago
Return flight included
London (LON) to Bologna (BLQ)
9.2/10 Wonderful! (167 reviews)
Very pleasant experience all around. Room is large, high ceilings, full of natural light. Staff very impressive.

Reviewed on 14 Jul 2026

Phi Hotel Emilia

Phi Hotel Emilia

Save 100% on your flight
£257
per person
19 Nov - 24 Nov
found 21 hours ago
Return flight included
London (LON) to Bologna (BLQ)
9/10 Wonderful! (246 reviews)
The staff were brilliant -Sandro at breakfast and Maria Sara on reception, very helpful and nothing was too much trouble. Probably some others as well but I didn’t get the names. Would stay again.

Reviewed on 20 Apr 2026

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
10ºC
Max Temp Summer
27ºC
Top Sights
Montebello Castle, Skypark Parco Avventura and Cathedral of San Leo

Top hotels in Pennabilli

Hotel Corallo Rimini

Hotel Corallo Rimini

Viale Vespucci 46 Rimini RN
£25
28 Oct - 29 Oct
includes taxes & fees
8.6/10 Excellent! (222 reviews)
"We chose the Hotel for its location on the seafront and that is about the only positive thing I can say about my stay here. First the pictures felt misleading, in the pictures the swimming pool looked really nice but the reality is that the swimming pool is on the front of the hotel right next to ..."

Reviewed on 27 Sept 2026

Hotel Corallo Rimini
Hotel Avana Mare

Hotel Avana Mare

Viale Gaetano Genghini Rimini RN
£22
2 Oct - 3 Oct
includes taxes & fees
8/10 Very good! (148 reviews)
"We chose this hotel because of the location and it's a smaller than most of the other hotels.We also loved being around the locals and away from the main street. The hotel staff were so friendly and accommodating, especially as we arrived really early for check in. The room was exactly what we wanted. ..."

Reviewed on 19 Sept 2026

Hotel Avana Mare
NAUTIC BEACH HOTEL

NAUTIC BEACH HOTEL

Viale Giuliano Dati 91 Rimini RN
Fully refundableReserve now, pay when you stay
£29
4 Oct - 5 Oct
includes taxes & fees
8.2/10 Very good! (90 reviews)
"No complaints at all, great location, everythin needed was there. Breakfast was fantastic!"

Reviewed on 11 Jul 2026

NAUTIC BEACH HOTEL
See all 2,457 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.

Stay near popular Pennabilli attractions

Mateureka Museum of Calculation

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

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.
See properties

Valle del Marecchia

Commune with nature and explore the great outdoors at Valle del Marecchia during your travels in Pennabilli. Wander the seaside or discover the area's mountain views.
See properties

Chiesa del Santuario della Madonna delle Grazie

Chiesa del Santuario della Madonna delle Grazie is just one of the places to see in Pennabilli, so why not enjoy the other things to explore during your travels? Discover the mountain views while you're in the area.
See properties

Porta San Francesco

You can find out about the history of Pennabilli with a trip to Porta San Francesco. Take in the art scene and mountain views in the area.
See properties

What to do in Pennabilli

FORTRESS AT SUNSET

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

£10
per adult
San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison
Entrance Ticket - Titanus Museum: Multimedia Experience

Entrance Ticket - Titanus Museum: Multimedia Experience

£5
per adult
Entrance Ticket - Titanus Museum: Multimedia Experience
San Marino's Three Towers: An Audio Tour of the Ancient Republic

San Marino's Three Towers: An Audio Tour of the Ancient Republic

£4
per adult
San Marino's Three Towers: An Audio Tour of the Ancient Republic
See all activities in Pennabilli

Frequently asked questions

How much does a Pennabilli travel package cost?
The most affordable Pennabilli travel package is £237, so your dream trip can become a reality — without the high price tag. Bundle flights, hotels and car rentals to custom build a package that matches your travelling style.
If I'm not able to travel, can I cancel my Pennabilli travel package?
Because we know life can be unpredictable, the answer is yes. To find out more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.
How do I get a cheap travel package to Pennabilli?
You'll save loads of cash if you combine your flights, car rentals and hotels into a Pennabilli travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer more than 550 partner airlines and 1,000,000 properties all over the world, which means you'll always have plenty of options to choose from. Want to save even more? Add some interesting activities to your package deal to unlock even more bargains! After all, travel is about more than just getting to your destination.
Does Expedia offer Book Now, Pay Later Pennabilli holidays?
We sure do. Expedia has teamed up with online lender Klarna to help you easily pay for your trip in instalments. Simply pick the payment plan best suited to your needs during the checkout process and take the stress out of budgeting for your next trip. Don't forget to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Browse our flexible payment options below:
  • Pay monthly holidays: Make your holiday dreams come true sooner with Klarna's manageable monthly instalment plans. If making small repayments each month sounds right for you, choose this option at checkout.
  • Pay in instalments holidays: With this Book Now, Pay Later option, Klarna allows you to pay off your holiday in multiple transactions.
  • Low deposit holidays: When you spot an awesome deal but your budget doesn't quite go that far, Klarna's low deposit holiday plan will help you lock in your getaway.
Where should I stay in Pennabilli?
With popular attractions like Orto dei Frutti Dimenticati and Valle del Marecchia in this neighbourhood, look for a hotel positioned near either of them. Chiesa del Santuario della Madonna delle Grazie is another Pennabilli sight that people flock to.
What are the top hotels in Pennabilli?
One of the most popular places to stay in Pennabilli is Hotel il Duca del Montefeltro, in the neighbourhood of Scavolino. Wander the city by day and then relax in your comfortable room after sundown.
How far in advance should I book my Pennabilli holiday?
To land cheap prices, book nice and early. Air carriers typically advertise flight tickets, along with some of the lowest fares, around 12 months prior to departure. Hotels, experiences and car rental should also be booked early so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Pennabilli, there are always lots of great deals on Expedia. Check them out now!
What does an Expedia Pennabilli travel package include?
Hotels, rental cars and flights, or any combination of the three — you decide! Whether you're venturing to Pennabilli with the entire family or enjoying a solo break, there's a bundle to suit every style and budget. Once you've made your booking, why not add on some activities?
What should I know before booking a Pennabilli travel package?
You'll pick up excellent savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything together makes trip planning much easier. So why waste your time or money? Whether you're putting together a ritzy romantic getaway or an affordable family break, take a look at our package deals today.
Can I choose my airline with a Pennabilli Expedia travel package?
Most definitely. Expedia has over 550 airline partners to select from worldwide. With so many choices, finding the perfect carrier to take you to Pennabilli will be a breeze.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.