Sienese Mountain Route
Cycling RouteA slightly more adventurous ride exploring the wooded hills to the west of the city. This area is known for its dense forests, hidden hermitages, and ancient marble quarries. The roads here are quiet, winding through small, untouched villages that see very few tourists.
SURFACE BREAKDOWN
ELEVATION PROFILE
WHY WE LOVE THIS ROUTE
This route offers a deep dive into the untouched, forested nature of the region, providing a cool, shaded alternative to the exposed clay hills of the south.
RIDER'S NOTEBOOK
- • E-bikes are highly recommended for this route due to the persistent inclines in the wooded sections.
- 1WAYPOINT
Saint Mark Gate
PORTA SAN MARCOThe arched gateway marks the boundary between the steep city streets and the wooded hills beyond.
FULL PLACE DETAILS
OVERVIEW & STATS
- Established
- In 1325, making it 701 years old
to next stop - 2WAYPOINT
Belcaro Castle
CASTELLO DI BELCAROThe formidable walls of the castle dominate the landscape, surrounded by elegant, mature gardens.
FULL PLACE DETAILS
ARCHITECTURE & HERITAGE
- Heritage Status
- Italian National Heritage
- Architectural Styles
- Renaissance
to next stop - 3WAYPOINT
Lecceto Hermitage
EREMO DI LECCETOThe isolated, fortified monastery sits quietly among holm oak trees, radiating a deep sense of peace.
FULL PLACE DETAILS
ARCHITECTURE & HERITAGE
- Heritage Status
- Italian National Heritage
- Architectural Styles
- Romanesque
to next stop - 4WAYPOINT
Sovicille Village
BORGO DI SOVICILLEThe quaint village square is surrounded by medieval stonework and provides a perfect spot for a quick rest.
FULL PLACE DETAILS
OVERVIEW & STATS
- Elevation
- 265 m
WEB & AMENITIES
Other Cycling Routes
Check out other routes in Siena
Chianti Castles Trail
Heading north, this ride weaves through the lush vineyards and dense oak forests of the world-famous Chianti wine region. The path connects several historic estates and medieval fortified hamlets. The landscape here is softer and greener, characterized by perfectly aligned vines and ancient stone walls.
view route
Crete Senesi Loop
A visually stunning ride that ventures south into the iconic, lunar-like landscape of clay hills and cypress avenues. The route avoids heavy traffic, relying on quiet country roads that offer expansive views of the distinct topography. It is a journey through a serene, almost barren agricultural landscape that feels miles away from civilization.
view route
Alternative Ways to Tour the City
Switch your pace. Discover curated routes by bike, foot, or self-guided exploration.
Medieval Alleys Walk
This walk deliberately avoids the main commercial streets, seeking out the narrowest, most atmospheric brick alleyways in the historic centre. It focuses on the architectural details, dramatic archways, and sudden, surprising viewpoints that define the city's unique urban fabric. It is a quiet, contemplative journey through the shadows of the past.
Gothic Architecture Trail
This tour focuses on the stunning architectural unity that defines the city's golden age. It traces the evolution of Sienese Gothic design, from early fortified towers to elaborate, multi-coloured marble facades. By observing the distinct pointed arches, slender columns, and crenelated rooflines, you can read the history of a wealthy republic obsessed with beauty and civic pride.