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The Bassett Hill Challenge


A road cycling route starting from Uppingham

Take on the challenging Bassett Hill and explore picturesque villages on this epic road cycling route.

Map

The Bassett Hill Challenge is a demanding road cycling route covering a distance of 124 kilometers with an ascent of 1063 meters. This epic route takes you through various villages and offers breathtaking views, steep climbs, and thrilling descents. Highlights along the route include Sutton Bassett with its rural charm and picturesque setting, Rupert's Viewpoint providing panoramic vistas, South Kilworth known for its scenic countryside, Street Ashton offering a glimpse into local history, Claybrooke Parva with its quaint cottages, Wigston featuring a pleasant blend of rural and urban landscapes, Tilton on the Hill with its panoramic views, and Ayston known for its traditional architecture and tranquil atmosphere.

road
124 km
1063 m
Savage
Route profile

Highlights on the route

Start: Uppingham City center
Uppingham: Tranquil countryside rides near scenic Rutland Water.
Uppingham, situated in Leicestershire, Rutland and Northamptonshire, United Kingdom, offers a delightful cycling experience amidst tranquil countryside surroundings. The locality features a mix of rolling hills, charming villages, and scenic routes, making it perfect for leisurely rides. Uppingham is also known for its proximity to Rutland Water, a popular cycling destination with a dedicated cycle path encircling the reservoir. Cyclists can enjoy the serene beauty of Rutland Water while pedaling along well-maintained paths. Overall, Uppingham provides a serene and enjoyable cycling getaway for riders of all levels.
Sutton BassettVillage
Pass through Sutton Bassett, a charming village surrounded by rolling hills and verdant landscapes.
Rupert's ViewpointViewpoint
Take in the breathtaking panoramic views from Rupert's Viewpoint, an elevated spot overlooking stunning natural scenery.
South KilworthVillage
Cycle through the picturesque countryside surrounding South Kilworth, a village known for its tranquil setting and vibrant nature.
Street AshtonHamlet
Discover Street Ashton, a village that preserves its rich history with cobbled streets, historic buildings, and a timeless charm.
Claybrooke ParvaVillage
Explore Claybrooke Parva, a hidden gem boasting well-preserved cottages and a tranquil, rural atmosphere.
WigstonTown
Ride through Wigston, a town with countryside vibes, rural landscapes, and picturesque views.
Tilton on the HillVillage
Marvel at the panoramic views from Tilton on the Hill, a village perched upon an elevated position.
AystonVillage
Visit Ayston, a charming village known for its traditional stone-built architecture and tranquil environment.
Finish: Uppingham City center
Uppingham: Tranquil countryside rides near scenic Rutland Water.

Cycling routes nearby:

Image of Oakham
Oakham

Relaxing cycling through the pleasant countryside of Oakham

Image of Corby
Corby

Experience Cycling Bliss in Corby

Image of Geddington
Geddington

Exploring Nature in Geddington

Image of Desborough
Desborough

Cycle through the scenic landscapes of Desborough

Image of Stamford
Stamford

Discovering the historic architecture and scenic trails of Stamford on a road or gravel bike.

Image of Market Harborough
Market Harborough

A cycling paradise in the heart of the UK's East Midlands region.

Image of Kibworth Harcourt
Kibworth Harcourt

Tranquil cycling experience near Foxton Locks.