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.

- San Leo Hotel Deals
- Vacation Rentals in San Leo

![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 $113

CA $137 total

Feb 21 - Feb 22

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 ...

9.4/10 Exceptional! (433 reviews)

Great location, wonderful breakfast

Reviewed on Oct 28, 2025

[](https://expedia.ca/Hotel-Search?startDate=21%2F02%2F2026&endDate=22%2F02%2F2026&selected=10391310&PinnedHotelID=10391310&HadPinnedHotel=true&regionId=6123992)

![Grand Hotel Rimini](https://images.trvl-media.com/lodging/1000000/20000/19700/19695/5133a0c9_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Grand Hotel Rimini

Parco Federico Fellini Rimini RN

CA $245

CA $286 total

Feb 28 - Mar 1

includes taxes & fees

Book a stay at this luxury hotel in Rimini. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular ...

8.4/10 Very Good! (338 reviews)

Loved our stay

Reviewed on Jan 19, 2026

[](https://expedia.ca/Hotel-Search?startDate=28%2F02%2F2026&endDate=01%2F03%2F2026&selected=19695&PinnedHotelID=19695&HadPinnedHotel=true&regionId=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

Fully refundableReserve now, pay when you stay

CA $155

CA $183 total

Feb 2 - Feb 3

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 ...

8.6/10 Excellent! (558 reviews)

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

Reviewed on Jan 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F02%2F2026&endDate=03%2F02%2F2026&selected=583741&PinnedHotelID=583741&HadPinnedHotel=true&regionId=6123992)

[See all 2,679 properties in San Leo](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=29%2F01%2F2026&endDate=30%2F01%2F2026&regionId=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 ...

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! (250 reviews)

Staff were amazing. Thanks so much. Sea view with 2 balconies overlooking the Adriatic was unforgettable and beautiful. Loved afternoon swimming in the pool. Great breakfast with cappuccinos. Highly recommended.

Reviewed on Sep 24, 2025

[](https://expedia.ca/Rimini-Hotels-Le-Rose-Suite-Hotel.h1566584.Hotel-Information)

![Residence I Girasoli](https://images.trvl-media.com/lodging/4000000/3560000/3556600/3556576/a3292910_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Residence I Girasoli

Via Dogali 4 Rimini RN

Book a stay at this family-friendly residence in Rimini. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Italy in Miniature and Rimini ...

8.2/10 Very Good! (53 reviews)

Thin walls, people partying in the halls all hours of the night, dog barking all hours of the night in the hallway, lobby, apartment next door. Coffee machine in lobby not working. Maid and girl at check in were nice. Other than that, no service. No response to emails or phone calls. Charge for use ...

Reviewed on Aug 16, 2017

[](https://expedia.ca/Rimini-Hotels-Residence-I-Girasoli.h3556576.Hotel-Information)

[See all properties in San Leo](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=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

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[Tomorrow night

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[This weekend

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[Next weekend

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### 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 $53

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 $257

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)

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