5.0
(9)
142
riders
19
rides
Touring cycling around Uppingham features rolling hills and green fields, providing a scenic backdrop for outdoor pursuits. The region is characterized by its gentle rural landscapes, including the prominent Rutland Water, a large reservoir with extensive cycling paths. Cyclists can also explore the tranquil rural surroundings via peaceful country lanes and discover the impressive Welland Viaduct.
Last updated: April 29, 2026
5.0
(4)
80
riders
41.4km
02:50
350m
350m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
36.0km
02:16
340m
340m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
5
riders
33.3km
02:12
440m
440m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
39.1km
02:31
440m
440m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4
riders
24.5km
01:38
310m
310m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Beautiful pub, open 7 days a week offering food and accommodation. stopped off for a quick refreshment in the beer garden.
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The late Queen Elizabeth II and her corgis in a statue in Oakham
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Very impressive viaduct. You arrive there when you pass into Rutland area.
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A welcoming pub on the outskirts of Manton
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The spire of Oakham parish church dominates distant views of the town for several miles in all directions. The impressive west tower and spire, built during the 14th century[1] in the Decorated Gothic style, are slightly earlier in date than most of the rest of the exterior of the building, which (apart from some Victorian restoration) is in the Perpendicular style. Oddly, the south doorway and its porch seem to be the oldest parts of the church, the doorway probably dating from the early 13th century with the porch having been added later that century.[1]
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The Uppingham area is characterized by rolling hills and green fields, offering a scenic and serene backdrop for touring cyclists. You'll find a mix of extensive cycling paths, especially around Rutland Water, and peaceful country lanes. Routes like the Uppingham Market Town – Welland Viaduct loop offer views of impressive structures and the surrounding countryside.
Yes, Uppingham offers routes for various skill levels. While many routes are moderate, there are at least 2 easy touring cycling routes available. These routes provide a gentle introduction to the region's beautiful landscapes.
For those seeking a longer challenge, routes like the Lagoon 4 Track – Hambleton Peninsula Loop covers 25.7 miles (41.4 km) exploring the Hambleton Peninsula on Rutland Water. The region also features routes up to 130.7 km, such as the 'RUTLAND CIRCULAR GRAN-FONDO WITH TONY', offering extensive rides through the varied terrain.
Absolutely. Rutland Water is a prime destination for family cycling, offering extensive and well-maintained paths like the Rutland Water Cycle Path. The Rutland Water Cycle Path – Normanton Church loop is a moderate option that takes you past the iconic Normanton Church, which appears to float on the water.
Cyclists can encounter several notable landmarks. The impressive Welland Viaduct is a significant sight, and the iconic Normanton Church at Rutland Water is a must-see. The area also boasts historical sites like Lyddington Bede House and St. Andrew's Church in Stoke Dry, known for its medieval wall paintings, which can be incorporated into your cycling itinerary.
Yes, many of the touring cycling routes around Uppingham are designed as loops, allowing you to start and finish in the same location. Examples include the popular Lagoon 4 Track – Hambleton Peninsula Loop and the Uppingham Market Town – Café Ventoux loop, both offering scenic circular journeys.
Uppingham and its surrounding villages offer numerous options for refreshment. You'll find traditional country inns, stylish restaurants, and cozy tea rooms. Routes like the Uppingham Market Town – The Horse and Jockey Pub loop specifically highlight a pub stop. Launde Abbey also offers a pleasant café stop, and Uppingham itself has many independent shops and eateries.
The region's rolling hills and green fields are particularly inviting during the warmer months, from spring through early autumn, when the weather is generally mild and the landscapes are vibrant. This period offers the most comfortable conditions for exploring the extensive cycling paths and country lanes.
Yes, parking facilities are generally available, especially around popular areas like Rutland Water, which is a major hub for cyclists. Uppingham itself, as a market town, also provides parking options, making it convenient to access the various routes.
The touring cycling routes around Uppingham are highly rated by the komoot community, with an average score of 5.0 stars from more than 5 reviews. Cyclists often praise the scenic backdrop of rolling hills and green fields, the well-maintained paths around Rutland Water, and the variety of routes catering to different abilities.
While not explicitly listed in the top routes, Eyebrook Reservoir is a significant natural feature in the area, offering beautiful views and smooth gravel tracks suitable for cycling. It's a great spot to explore for those looking for tranquil rural surroundings beyond Rutland Water.


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