How much does a San Leo vacation package cost?

You'll find cheap prices from $1,482 on Expedia for your San Leo escape. However, a range of factors like the season, length of stay and your choice of hotel will determine how much your vacation to San Leo costs.

What are the cheapest months to go to San Leo?

You're likely to find reduced prices and greater availability in November, December and January. Explore our cheap San Leo vacation packages and you could land some excellent off-season deals.

How many days is enough for San Leo?

With a well-organized travel plan, you can easily tick off the top San Leo sights in a few days. But if you'd like to discover hidden spots or go on day tours, think about booking your San Leo vacation for longer.

Is it worth booking a vacation package to San Leo?

San Leo is a good vacation destination with attractions like Fortress of San Leo among the many things to keep you busy. Whether you're traveling with the family or planning a trip with friends, a San Leo vacation promises a good time for everyone.

How to find the best San Leo package deals?

Start your search for a San Leo package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal San Leo package deal straight away, simply tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your San Leo adventure underway.

Is it cheaper to book a San Leo vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and hotels individually. Better still, you can tailor your San Leo trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.

When to book a vacation package to San Leo?

If you're considering a spontaneous San Leo adventure, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.

How to plan a trip to San Leo?

Choose when to get away: Check your diary and get your bags packed. Your favorite season and the activities on offer will also help you decide when to escape to San Leo. Plan your budget wisely: Besides the price of your hotel, you'll need to consider other expenses. These include flights, transportation and food. Also, set aside a little extra for unexpected expenses that could crop up during your trip to San Leo. Explore San Leo using Expedia's trip planning tool : Gain insights into the top attractions and best hotels for your trip to San Leo. You can also save your favorite locations, collaborate with family and friends and manage all your plans in one place. Decide how many days away: Start by making a list of all the activities and attractions you'd like to get to in San Leo. Then, estimate how long you'll need at each, including any travel time. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose a San Leo vacation package that brings all your bookings together. Book activities and experiences in advance: Whether it's a ticket to a major attraction or a walking tour, you won't have to worry about missing out on the highlights of San Leo. Find all the fun things to do in San Leo with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later San Leo vacation packages?

Your San Leo getaway is meant to be a relaxing escape from your daily routine, not a reason for money worries. So to allow you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

San Leo Vacation Packages 2026 from $1,482

Your San Leo Vacation

Let our vacation packages to San Leo inspire your next getaway. There's loads to like about this interesting city, starting with the neighborhood of Montegrimano, which is good for nature and views. Eager to start exploring your surroundings? Fortress of San Leo, Montebello Castle and Rocca del Sasso are some of the best places to visit during your trip to San Leo. Browse Expedia's extensive range of travel options and start organizing your ideal vacation to San Leo today.

The Latest San Leo vacation packages

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

Phi Hotel Bologna

Historic Center

$1,482

per person

Mar 20 - Mar 26

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Bologna (BLQ)

9.4/10 Exceptional! (1,002 reviews)

Fantastic location. Fantastic room and comfy bed. Breakfast

Reviewed on Dec 15, 2025

Smy Bologna Centrale

Santo Stefano

$1,721

per person

Mar 25 - Mar 29

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Bologna (BLQ)

7.6/10 Good! (472 reviews)

Good position, close to station and downtown. Clean, quiet and regular price

Reviewed on Sep 3, 2025

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San Leo Hotel Deals

Hotel Aria

Viale Dandolo, 13 Rimini RN

Fully refundableReserve now, pay when you stay

$78 nightly

$96 total

Jan 25 - Jan 26

Total with taxes and fees

9.4/10 Exceptional! (430 reviews)

Great location, wonderful breakfast

Reviewed on Oct 28, 2025

Savoia Hotel Rimini

Viale Lungomare Murri 13 Rimini RN

Fully refundableReserve now, pay when you stay

$118 nightly

$140 total

Jan 20 - Jan 21

Total with taxes and fees

8.6/10 Excellent! (555 reviews)

Always a pleasure to be back at Savoia Hotel. Every time I go to Rimini I feel

Reviewed on Jan 5, 2026

Hotel De Londres

Viale Vespucci 24 Rimini RN

$84 nightly

$101 total

Jan 12 - Jan 13

Total with taxes and fees

9/10 Wonderful! (463 reviews)

Amazing under all aspects.

Reviewed on Nov 15, 2025

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.

Things to do near San Leo

San Leo offers a charming escape for outdoor enthusiasts and couples alike, featuring stunning scenery perfect for romantic getaways. Visitors can indulge in motor racing, explore family-friendly hiking trails, and enjoy various leisure activities. While there are shopping options to satisfy your retail cravings, don't forget to search for cozy resorts to enhance your stay. Whether you're after adventure or relaxation, San Leo has something for everyone.

Shopping

For shopping in San Leo, visit Fosse Venturi, a charming store just 7 miles away. If you're up for a drive, check out Le Befane Centro Commerciale, a vibrant shopping mall 14 miles away, offering entertainment and a variety of shops. Antica Stamperia Artigiana Marchi is also worth a visit, located 11 miles from San Leo.

Recreation

Experience the thrill of golf at the Rimini Verucchio Golf Club, just 7 miles from San Leo, surrounded by picturesque landscapes. For relaxation, visit Monte Grimano Terme Park, 6 miles away, offering rejuvenating body treatments. Enjoy family-friendly entertainment at the Osservatorio Astronomico, also 7 miles from San Leo.

Adventure

At Italy in Miniature, located 14 miles from San Leo, enjoy thrilling water slides and family-friendly entertainment. Eremo Monte Carpegna, 8 miles away, offers exhilarating skiing adventures amidst breathtaking outdoor scenery. Experience the excitement of Skypark Parco Avventura, a zipline ropes course, just 6 miles from San Leo.

Nightlife

San Leo’s nightlife offers a charming blend of local bars and cozy eateries. Visit Ristorante Il Cantuccio for a delightful dinner, then head to Bar Centrale for a refreshing cocktail and live music. The warm atmosphere and friendly locals will make your evening truly memorable.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around San Leo

San Leo, located in Emilia-Romagna, Italy, is an ideal destination for outdoor enthusiasts and romantic getaways. Visitors can explore key attractions such as the San Leo Fortress, charming piazzas, and historic churches. The area offers a rich blend of culture and scenic beauty, perfect for those seeking a unique city experience. Don't miss out on the local tourism highlights and attractions that showcase the best of Italy's heritage.

Rimini Fiera Expo Center: Located 13 miles from San Leo, this vibrant venue hosts a variety of events and conferences, making it a hub for business and networking. Its modern facilities and professional atmosphere are perfect for those interested in the dynamic world of trade and commerce.
Montebello Castle: Just 4 miles away, this enchanting castle offers a romantic glimpse into history with its stunning architecture and rich cultural heritage. Visitors can explore its charming grounds and learn about the legends that surround this picturesque site.
Fortress of San Leo: Situated within San Leo, this historic fortress is a cultural landmark with breathtaking views. Its impressive walls and fascinating history make it a must-see for anyone interested in Italy's storied past.

Tips to save on your trip to San Leo

Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to San Leo.
Consider traveling to San Leo during the low season (February to March and October) for more affordable options.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Closest Airport	Federico Fellini Intl. Airport (RMI)
Population	200
Max Temp Winter	50ºF
Max Temp Summer	80ºF
Top Sights	Montebello Castle, Skypark Parco Avventura and Grotte di Onferno

Language

Italian

Currency

Euros

Local Welcome

Ciao

Local Goodbye

Ciao

Closest Airport

Federico Fellini Intl. Airport (RMI)

Population

200