Title: Visit San Leo: Best of San Leo Tourism | Expedia Travel Guide - Expedia.ca [Hotels in San Leo](https://expedia.ca/San-Leo-Hotels.d6123992.Travel-Guide-Hotels)[Vacation Rentals in San Leo](https://expedia.ca/San-Leo-Vacation-Rentals.d6123992.Travel-Guide-VacationRentals)[Flights to San Leo](https://expedia.ca/Cheap-Flights-To-San-Leo.d6123992.Travel-Guide-Flights)[San Leo Car Rentals](https://expedia.ca/Car-Rentals-In-San-Leo.d6123992.Car-Rental-Guide)[San Leo Vacation Packages](https://expedia.ca/San-Leo.d6123992.Destination-Travel-Guides) # San Leo ## Travel Guide ![San Leo which includes a sunset and a small town or village](https://images.trvl-media.com/place/6123992/ebb0ba2d-4a06-4b12-899e-f48a18dd16c0.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Leo which includes a sunset and a small town or village](https://images.trvl-media.com/place/6123992/ebb0ba2d-4a06-4b12-899e-f48a18dd16c0.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Leo featuring a gorge or canyon and heritage elements](https://images.trvl-media.com/place/6123992/707fffc1-deab-4258-8bd3-f7f2d4da1bf8.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Leo featuring tranquil scenes and a small town or village](https://images.trvl-media.com/place/6123992/cfa2e620-9414-4932-8d05-c739c9e2f80d.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![San Leo which includes tranquil scenes and landscape views](https://images.trvl-media.com/place/6123992/023b3ff4-a2d1-423d-9481-f1b4fbb49271.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Visit San Leo Things to do #### Experience the charms of a bygone era while visiting the churches, palaces and fort that decorate this ancient hilltop settlement. San Leo commands a dominant and spectacular image perched on a rocky outcrop atop Mons Feretrius mountain. Its atmospheric streets and well-preserved monuments hark back to a time when its strategic location was fought over by feuding empires. The Lombards, Byzantines, Malatestas and Papacy have all left their mark on the town. San Leo served as the Italian capital in the 10th century and later welcomed esteemed guests such as Dante Alighieri and St. Francis of Assisi. Enter via the Porta di Sopra gateway, which leads passed thick fortifications to a labyrinth of cobblestone lanes and staircases. The sight of storeowners engaging in conversation with passersby is typical of time-honored Italian village life. Romanesque and Renaissance palaces stand at the edge of quiet squares. Pay your respects at grandiose churches such as the Chiesa della Madonna di Loreto and Pieve di Santa Maria Assunta. Walk uphill to the Cathedral of San Leone, a Lombard-Romanesque church erected in the 12th century. Climb to the top of the adjacent Bell Tower for panoramic views across the lush countryside of the Marecchia Valley and Montefeltro region. More impressive views are offered at the San Leo Belvedere Punto Panoramico. Among other places of interest is the 16th-century Palazzo Medici, home to the Museum of Sacred Art. Highlights include paintings by Catarino di Marco, Giovanni Francesco Guerrieri and Guercino. Access to the Fortress of San Leo is via one road that winds east from the town centre. Admire the intact battlements, courtyards and towers, see a weaponry display and spot decorative motifs. When hunger strikes, feast on homemade dishes at traditional osterias (taverns) and pizzerias. Sample a digestive liquor rumoured to have been invented by the Count of Cagliostro. San Leo is 22 miles (35 kilometres) southwest of Rimini and about a 3-hour drive west of Florence. Buses travel from Rimini with a connection in Pietracuta. Parking is available at Piazza Buscarini Mario. Get around on foot, just as members of the ruling empires did centuries before you. ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_6123992) - San Leo Hotel Deals - Vacation Rentals in San Leo ![Hotel Royal Plaza](https://images.trvl-media.com/lodging/77000000/76620000/76613900/76613837/3c32a0e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Royal Plaza Viale Trieste 22 Rimini RN CA $37 CA $53 total Feb 22 - Feb 23 includes taxes & fees Stay at this property in Rimini. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Popular attractions Rimini Beach and Italy in Miniature are located ... 7.8/10 Good! (111 reviews) Good Reviewed on Feb 1, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=76613837&PinnedHotelID=76613837&HadPinnedHotel=true®ionId=6123992) ![Hotel Aria](https://images.trvl-media.com/lodging/11000000/10400000/10391400/10391310/b64030e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hotel Aria Viale Dandolo, 13 Rimini RN CA $98 CA $120 total Feb 25 - Feb 26 includes taxes & fees Book a stay at this luxury hotel in Rimini. Enjoy free WiFi, an outdoor pool, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular ... 9.6/10 Exceptional! (439 reviews) Great location, wonderful breakfast Reviewed on Oct 28, 2025 [](https://expedia.ca/Hotel-Search?startDate=25%2F02%2F2026&endDate=26%2F02%2F2026&selected=10391310&PinnedHotelID=10391310&HadPinnedHotel=true®ionId=6123992) ![Savoia Hotel Rimini](https://images.trvl-media.com/lodging/1000000/590000/583800/583741/13f0f183_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Savoia Hotel Rimini Viale Lungomare Murri 13 Rimini RN CA $151 CA $180 total Feb 22 - Feb 23 includes taxes & fees Book a stay at this luxury hotel in Rimini. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the helpful staff in our reviews. Popular ... 8.8/10 Excellent! (584 reviews) Music blasting in the hotel until midnight due to a party. Numerous guests complained, but they refused to turn the sound down. Reviewed on Jan 14, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=583741&PinnedHotelID=583741&HadPinnedHotel=true®ionId=6123992) [See all 2,747 properties in San Leo](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=22%2F02%2F2026&endDate=23%2F02%2F2026®ionId=6123992) 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. ![Newly renovated Italian villa with external hot tub and heated swimming pool](https://images.trvl-media.com/lodging/72000000/71400000/71392600/71392556/72c9ab28_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Newly renovated Italian villa with external hot tub and heated swimming pool San Leo Provincia di Rimini Book a stay at this family-friendly vacation home in San Leo. Enjoy free WiFi, private pools, and a garden. Popular attractions Fortress of San Leo and Cathedral ... 10/10 Exceptional! (2 reviews) Perfect! Perfect Check-in. Our host (Matteo) lead us the last kilometers to the house. We got delicious welcome-snacks and aperitifs. Additionally Matteo showed us arround and we got a lot of information and tips from him. The villa was clean and very nice. Matteo was very thoughtful, friendly and provided ... Reviewed on Aug 16, 2024 [](https://expedia.ca/San-Leo-Hotels-Vrbo-Property.h71392556.Hotel-Information) ![Le Rose Spa Hotel](https://images.trvl-media.com/lodging/2000000/1570000/1566600/1566584/f06a97bd_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Le Rose Spa Hotel Viale Regina Elena 46 Rimini RN Book a stay at this beach residence in Rimini. Enjoy free WiFi, a full-service spa, and a beach locale. Popular attractions Rimini Beach and Italy in Miniature ... 9.2/10 Wonderful! (252 reviews) Booked this because it was a Spa Hotel ! They fail to make it clear there is a charge for guests to use the Spa £29 euros for 2 hrs ,and that dogs are welcome ! Was kept awake by crying children and dogs barking ,not a relaxing break at all ! It should all be made clear on websites they use ! Reviewed on Jan 13, 2026 [](https://expedia.ca/Rimini-Hotels-Le-Rose-Suite-Hotel.h1566584.Hotel-Information) ![Nero D'Avorio Aparthotel & SPA](https://images.trvl-media.com/lodging/16000000/15390000/15386400/15386306/70c6eb75_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Nero D'Avorio Aparthotel & SPA Via Cavalieri di Vittorio Veneto 10 Rimini RN Book a stay at this spa property in Rimini. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Rimini Beach and Misano World Circuit Marco ... 8.8/10 Excellent! (75 reviews) Very nice close to airport. Reviewed on Oct 21, 2025 [](https://expedia.ca/Rimini-Hotels-Nero-DAvorio-Aparthotel-SPA.h15386306.Hotel-Information) [See all properties in San Leo](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience®ionId=6123992&sort=VACATION_RENTAL) 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. ## Check San Leo hotel availability [Tonight ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6123992&startDate=2026-02-21&endDate=2026-02-22)[Feb 21 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6123992&startDate=2026-02-21&endDate=2026-02-22) [Tomorrow night ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6123992&startDate=2026-02-22&endDate=2026-02-23)[Feb 22 - Feb 23](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6123992&startDate=2026-02-22&endDate=2026-02-23) [Next weekend ](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6123992&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true®ionId=6123992&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026) ### Popular places to visit ![View of the Fortress of San Leo and town of the Marche regions. There is the death-place of Count Cagliostro.](https://images.trvl-media.com/place/6250454/620b6719-3f92-48e3-a82c-4cfba2c2cd30.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Fortress of San Leo Learn about the local history of San Leo when you take a trip to Fortress of San Leo. Discover the mountain views while you're in the area. [](https://expedia.ca/Fortress-Of-San-Leo-San-Leo.d6250454.Vacation-Attraction) #### Cathedral of San Leo You can learn about the history of San Leo with a stop at Cathedral of San Leo. Discover the mountain views while you're in the area. [](https://expedia.ca/Cathedral-Of-San-Leo-San-Leo.d6333845.Vacation-Attraction) ### Things to do ![Rimini: San Valentino Vineyards Tour with DOC Wine Tastings](https://mediaim.expedia.com/localexpert/48162460/1bb7ce3d-c147-4623-a32d-4d2f72c6606b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Rimini: San Valentino DOC Wine Tastings CA $52 per adult [](https://expedia.ca/things-to-do/rimini-san-valentino-doc-wine-tastings.a48162460.activity-details) ![Entrance Ticket - Titanus Museum: Multimedia Experience](https://mediaim.expedia.com/localexpert/45907263/bae52494-db43-4505-85a0-be5c10ab07f1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Entrance Ticket - Titanus Museum: Multimedia Experience CA $10 per adult [](https://expedia.ca/things-to-do/entrance-ticket-titanus-museum-multimedia-experience.a45907263.activity-details) ![FORTRESS AT SUNSET](https://mediaim.expedia.com/localexpert/45969692/43bd12f5-0190-4459-a017-1eedf76e4d97.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### San Leo : Entrance Ticket to the Fortress and Cagliostro’s Prison CA $18 per adult [](https://expedia.ca/things-to-do/san-leo-entrance-ticket-to-the-fortress-and-cagliostros-prison.a45969692.activity-details) ![San Leo Cashmere: Farm Experience](https://mediaim.expedia.com/localexpert/46962672/f553cfc2-82c3-4d56-91db-811611796226.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### San Leo Cashmere : Farm Experience CA $82 per adult [](https://expedia.ca/things-to-do/san-leo-cashmere-farm-experience.a46962672.activity-details) ![Museo Archeologico di Verucchio: Tales from the afterlife](https://mediaim.expedia.com/localexpert/47996050/fcb2e955-5e2d-4e95-aafc-83b725915152.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Museo Archeologico di Verucchio: Tales from the afterlife CA $13 per adult [](https://expedia.ca/things-to-do/museo-archeologico-di-verucchio-tales-from-the-afterlife.a47996050.activity-details) ![People walking up stone stairs to the top of mountain in San Marino](https://mediaim.expedia.com/localexpert/538413/52b4b7e7-e43b-41cd-9494-8ff93ee420a4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Private Tour of San Marino: UNESCO World Heritage Site CA $256 per traveller **80%** of travellers recommend [](https://expedia.ca/things-to-do/private-tour-of-san-marino-unesco-world-heritage-site.a538413.activity-details) [See all activities in San Leo](https://expedia.ca/Things-To-Do-In-San-Leo.d6123992.Travel-Guide-Activities) ## Cities near San Leo ![countryside of Romagna in Italy](https://images.trvl-media.com/place/6070011/87d33be4-6736-468c-9e64-7eebb9185e26.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Verucchio ![particolare](https://images.trvl-media.com/place/6094728/ccd74125-4c57-4617-8bed-c209ceb58298.jpg?impolicy=fcrop&w=512&h=288&q=medium) [Photo](https://creativecommons.org/licenses/by/3.0) by [buonsulio](https://www.panoramio.com/user/1494638?with_photo_id=56512172) ([Creative Commons Attribution 3.0](https://creativecommons.org/licenses/by/3.0)) ### Novafeltria - Cities near San Leo - Places of interest [Verucchio](https://expedia.ca/Verucchio.dx6070011)[Novafeltria](https://expedia.ca/Novafeltria.dx6094728)[Acquaviva](https://expedia.ca/Acquaviva.dx3000391655) - [Rimini Fiera Expo Center ](https://expedia.ca/Rimini-Fiera-Expo-Center-Rimini.d6073948.Vacation-Attraction) - [Misano World Circuit Marco Simoncelli ](https://expedia.ca/Misano-World-Circuit-Marco-Simoncelli-Misano-Adriatico.d6105280.Vacation-Attraction) - [Viale Dante ](https://expedia.ca/Viale-Dante-Riccione.d553248634042015151.Vacation-Attraction) - [Eurocamp ](https://expedia.ca/Eurocamp-Cesenatico.d553248621532500993.Vacation-Attraction) - [Piazza Cavour ](https://expedia.ca/Piazza-Cavour-Rimini-Historic-Center.d6073964.Vacation-Attraction) - [Tiber River ](https://expedia.ca/Tiber-River-Marcigliana.d553248621532500472.Vacation-Attraction) - [Viale Vespucci ](https://expedia.ca/Viale-Vespucci-Marina-Centro.d6311112.Vacation-Attraction) - [Tempio Malatestiano ](https://expedia.ca/Tempio-Malatestiano-Rimini-Historic-Center.d6073972.Vacation-Attraction) - [Levante Park ](https://expedia.ca/Levante-Park-Cesenatico.d6326417.Vacation-Attraction) - [Piazzale Roma ](https://expedia.ca/Piazzale-Roma-Riccione.d553248634042043726.Vacation-Attraction) - [Rimini Ferris Wheel ](https://expedia.ca/Rimini-Ferris-Wheel-Marina-Centro.d6333364.Vacation-Attraction) - [Atlantica Water Park ](https://expedia.ca/Atlantica-Water-Park-Cesenatico.d6229539.Vacation-Attraction) - [Beach Village Water Park ](https://expedia.ca/Beach-Village-Water-Park-Riccione.d6333833.Vacation-Attraction) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. 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