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Routes
Road cycling routes
United Kingdom
England
East Midlands

Rutland

The best road cycling routes in Rutland

4.7

(119)

4,369

riders

362

rides

Road cycling routes in Rutland traverse a landscape characterized by quiet roads, rolling farmland, and the expansive Rutland Water. The region offers a mix of gentle gradients and short, sharp climbs, particularly around features like the Hambleton Peninsula. Cyclists encounter picturesque villages and open countryside, providing varied terrain for different skill levels. This compact county provides a network of routes through its natural features.

Best road cycling routes in Rutland

  • The most popular road cycling route is Rutland County Boundariesโ€ฆ

Last updated: May 1, 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. Mostly well-paved surfaces and easy to ride.

Moderate
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Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

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

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

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

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
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Popular around Rutland

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Dan Hobson

Tips from the Community

Derren
August 19, 2025, Seaton Hill Climb

Decent climb.a good workout.

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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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Must see viaduct just amazing

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Red Lion Square is a historic market place and the center of Stamford, Lincolnshire, England, known for its cobbled surface.

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Very impressive viaduct. You arrive there when you pass into Rutland area.

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Paul
April 25, 2025, Lyndon Village

Picks Barn is a great place for coffee and a bite to eat although itโ€™s not open on Monday and Tuesday

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Frequently Asked Questions

How many road cycling routes are available in Rutland?

Rutland offers a wide selection of road cycling routes, with over 360 options available on komoot. These routes cater to various skill levels, from easy loops to more challenging long-distance rides.

What is the typical terrain and elevation like for road cycling in Rutland?

The terrain in Rutland is characterized by quiet country roads and rolling farmland. While many routes feature gentle gradients, you will also encounter short, sharp climbs, particularly around features like the Hambleton Peninsula. This provides a varied experience for cyclists.

Are there any family-friendly road cycling routes in Rutland?

Yes, Rutland has over 115 easy-graded road cycling routes suitable for families or those looking for a more relaxed ride. These routes often pass through charming villages and offer scenic views without overly challenging climbs. For example, the Oakham Castle โ€“ Windmill Wheels Bike Shop loop from Oakham is an easy 25.6-mile route.

What kind of landmarks and viewpoints can I expect to see along the road cycling routes?

Rutland's road cycling routes offer numerous points of interest. You can cycle past historical sites like Normanton Church, enjoy views of the expansive Rutland Water, or even spot the impressive Welland Viaduct. Many routes also wind through picturesque villages with thatched cottages.

What is the best time of year for road cycling in Rutland?

Rutland benefits from a comparatively drier climate than the national average, making it suitable for cycling for much of the year. Spring and summer offer pleasant weather for exploring the rolling farmland and villages. Autumn provides beautiful scenery, and even winter can be enjoyable on clear days, though conditions may vary.

Are there cafes or pubs along the road cycling routes in Rutland?

Yes, many road cycling routes in Rutland pass through quaint villages where you can find cozy pubs and cafes. Popular spots include waterside cafes at Normanton and Whitwell, or village pubs like The Horse & Jockey at Manton. Exton is also known for being a bike-friendly village with pub stops.

Where can I park my car when going road cycling in Rutland?

Parking is available at various points around Rutland Water, such as Normanton Car Park, which is a starting point for some suggested routes. Many villages also offer parking options, providing convenient access to the wider network of quiet country roads.

Are there any challenging road cycling routes for experienced riders?

Absolutely. For experienced riders seeking a challenge, the Rutland County Boundaries loop is a difficult 65.6-mile route that circumnavigates the county, featuring diverse landscapes and significant ascents. Other routes, like the Newbold Manor Sector โ€“ Owston Lane loop from Oakham, offer moderate challenges over longer distances.

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

The komoot community highly rates road cycling in Rutland, with an average score of 4.6 stars from over 120 reviews. Cyclists frequently praise the region's quiet country roads, picturesque villages, and the stunning views around Rutland Water. The varied terrain, from gentle gradients to short, sharp climbs, is also a popular aspect.

Can I rent a road bike in Rutland?

Yes, Rutland offers several options for cycle hire. You can find cycle hire at Whitwell, and extensive cycle shops like Specialized at Rutland Water, which rent out a variety of bikes, including hybrids, mountain bikes, and electric bikes. Rutland Cycling, a well-known brand, also has a flagship store in Whitwell.

Are there any circular road cycling routes in Rutland?

Yes, Rutland features many excellent circular road cycling routes. A notable example is the Lyndon Village โ€“ Rutland Water South Shore loop from Rutland, a moderate 21.1-mile path offering beautiful views of Rutland Water. The Rutland County Boundaries loop is another popular circular option for more experienced riders.

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Didnโ€™t find what you were looking for?

Check out more Road cycling routes throughout Rutland below and find the perfect route in your destination.

Market OvertonLyddingtonMantonNormantonBurleyWhitwellThorpe By WaterBarrowOakhamLittle CastertonEssendineRyhallPickworthAshwellMorcottWingGlastonBisbrookeRidlingtonThistletonStrettonCottesmoreExton And HornGreethamSouth LuffenhamBarrowdenBeaumont ChasePiltonTeighStoke DryRutland WaterBarleythorpeAystonLanghamEmpinghamTickencoteLeighfieldBrookePickworth Great WoodNorth LuffenhamKettonBelton-In-RutlandMartinsthorpePrestonBraunston-In-RutlandCaldecottHambletonWhissendineTinwellLyndonGreat CastertonClipshamEdith WestonTixoverWardleyEgletonUppingham

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