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Routes
Road cycling routes
United Kingdom
England
East Midlands
Rutland

Oakham

The best road cycling routes around Oakham

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.

Best road cycling routes around Oakham

  • The most popular road cycling route is Rutland County Boundaries loop,…

Last updated: May 17, 2026

7

riders

#1.

Rutland County Boundaries loop

106km

05:01

910m

910m

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

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Hard

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate
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Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Hiking Collection by

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Tips from the Community

Derren
August 19, 2025, Sigma Sports

Some lovely bikes for purchasing. knowledgeable staff. Well stocked assortment of accessories.

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Ben
July 21, 2025, Empingham Village

Good place to ride - nice and hilly!

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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

Translated by Google

1

0

Really helpful staff - worth just going in for a chat!

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Alex Boulting
April 1, 2025, Fika Cafe

Great Cafe with vege options

0

0

on_one
March 29, 2025, Fika Cafe

Outstanding coffee! Great for a mid ride snack

0

0

Frequently Asked Questions

How many road cycling routes are available around Oakham?

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.

What types of terrain can I expect on road cycling routes in Oakham?

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.

Are there any easy road cycling routes suitable for beginners in Oakham?

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.

Can I find long-distance or advanced road cycling routes near Oakham?

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.

What are the most scenic road cycling routes in Oakham?

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.

Are there any circular road cycling routes in the area?

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.

What attractions can I see along the road cycling routes in 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.

Are there places to stop for refreshments or cafe stops on the routes?

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.

What do other road cyclists enjoy most about road cycling in Oakham?

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.

What is the best time of year for road biking in Oakham?

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.

Are there family-friendly road cycling options in Oakham?

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.

Where can I find parking for road cycling routes in Oakham?

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.

Most popular routes around Oakham

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