Crete Senesi Loop
Cycling RouteA 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.
SURFACE BREAKDOWN
ELEVATION PROFILE
WHY WE LOVE THIS ROUTE
This ride showcases the stark, dramatic beauty of the Sienese countryside, providing a striking contrast to the dense, shadowy streets of the medieval city. The lack of traffic and sweeping vistas make it a deeply peaceful experience.
RIDER'S NOTEBOOK
- • A gravel or hybrid bike is recommended, as some secondary roads may be unpaved.
- • There is very little shade on this route, so bring plenty of water and sunscreen.
- 1WAYPOINT
Arbia Tavern Bridge
PONTE DI TAVERNE D'ARBIACrossing the historic river marks the true entry into the rolling, desolate beauty of the clay hills.
FULL PLACE DETAILS
OVERVIEW & STATS
- Elevation
- 185 m
to next stop - 2WAYPOINT
Arbia Valley Hills
COLLINE DELLA VAL D'ARBIAThe sweeping panoramas here feature solitary farmhouses and stark ridges, offering incredible photographic opportunities.
FULL PLACE DETAILS
OVERVIEW & STATS
- Elevation
- 176 m
to next stop - 3VIEWPOINT
Roman Gate Walls
MURA DI PORTA ROMANAThe imposing medieval gate provides a grand transition from the dense urban brickwork into the open countryside.
FULL PLACE DETAILS
OVERVIEW & STATS
- Established
- In 1327, making it 699 years old
ARCHITECTURE & HERITAGE
- Heritage Status
- Italian National Heritage
to next stop - 4WAYPOINT
Lower Monastery View
VISTA DA MONASTERO BASSOThe quiet rural road grants a spectacular distant view of the city's towers rising above the green horizon.
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
Sienese Mountain Route
A 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.
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.