4.6
(53)
1,958
riders
160
rides
Road cycling around Oakham offers routes through Rutland, England's smallest historic county, characterized by its tranquil setting. The landscape features rolling hills and the expansive Rutland Water, one of Europe's largest artificial lakes. This area provides varied terrain for road cyclists, from gentle lakeside paths to routes with significant elevation gains. The region's natural features create a scenic backdrop for outdoor exploration.
Last updated: May 17, 2026
7
riders
106km
05:01
910m
910m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
77
riders
91.0km
04:41
810m
810m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

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70
riders
63.8km
03:08
680m
680m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
4.6
(11)
62
riders
41.6km
01:41
200m
200m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(2)
83
riders
27.9km
01:15
180m
180m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Some lovely bikes for purchasing. knowledgeable staff. Well stocked assortment of accessories.
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Courtyard Cafe is Ok for a weekday. Wheel your bike through the Garden Centre. Would be too busy at the weekend. Good Coffee and a good menu
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The late Queen Elizabeth II and her corgis in a statue in Oakham
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A welcoming pub on the outskirts of Manton
1
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Oakham offers a wide variety of road cycling routes, with over 160 options available. These routes cater to different skill levels, including easy, moderate, and challenging rides.
Road cycling around Oakham features diverse terrain. You'll find routes with gentle lakeside paths, particularly around Rutland Water, as well as more challenging options that include rolling hills and significant elevation gains through the East Midlands countryside.
Yes, Oakham has several easy road cycling routes perfect for beginners. An example is the All Saints' Church, Oakham – Empingham Village loop from Oakham, which covers about 18 miles (28.8 km) with moderate elevation, offering a pleasant ride.
Absolutely. For experienced cyclists seeking a challenge, routes like the Rutland County Boundaries loop offer a substantial ride of over 65 miles (105 km) with more than 2,900 feet of elevation gain. Another challenging option is the Newbold Manor Sector – Owston Lane loop from Oakham, which is nearly 58 miles (93 km) long.
Many routes around Oakham offer picturesque views, especially those that incorporate Rutland Water. The general landscape of rolling hills and tranquil waters provides a beautiful backdrop. Routes often pass through charming villages and offer extensive views of the countryside.
Yes, many road cycling routes around Oakham are circular, allowing you to start and end in the same location. Popular options include loops around Rutland Water and various routes that explore the surrounding villages and countryside, such as the Sigma Sports – Sludge Hall Hill loop from Oakham.
Road cycling routes in Oakham often pass by notable attractions. You can cycle past the iconic Normanton Church, which appears to float on Rutland Water, or enjoy views of Rutland Water itself. Some routes may also take you near natural features like Barnsdale Bluebell Woodland.
Yes, many routes are designed to pass through or near villages and towns where you can find cafes and pubs. For example, the Wymondham Windmill, Tea Rooms & Windmill Wheels Bike Shop is a popular stop for cyclists, offering refreshments and bike services.
The area is highly rated by the komoot community, with an average score of 4.6 stars from over 50 reviews. Reviewers often praise the tranquil setting, the varied terrain from lakeside paths to rolling hills, and the extensive network of routes that cater to all abilities.
The spring and summer months generally offer the most pleasant conditions for road biking in Oakham, with milder weather and longer daylight hours. However, the picturesque landscapes, especially around Rutland Water, are enjoyable year-round, with autumn offering beautiful foliage and winter providing crisp, quiet rides.
While many routes are designed for road bikes, the area around Rutland Water offers extensive traffic-free cycle paths that are very popular with families. These paths provide a safe and enjoyable environment for cyclists of all ages, allowing for a more relaxed pace.
Parking is generally available in Oakham town center and at various points around Rutland Water, which serves as a popular starting point for many cycling routes. Specific car parks are often indicated on route maps or at key access points to the cycling network.


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