4.6
(120)
7,456
riders
346
rides
Road cycling around Stretton encompasses diverse landscapes, from the undulating terrain of the Shropshire Hills to the scenic routes surrounding Rutland Water. The region features challenging ascents and descents through ancient volcanic hills, alongside flatter, paved paths around reservoirs. Road cyclists can expect varied topography, including prominent hills like the Long Mynd and Caer Caradoc, as well as extensive water bodies.
Last updated: May 19, 2026
53
riders
41.1km
02:01
380m
380m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
14
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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11
riders
40.3km
01:59
560m
560m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
14
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
11
riders
36.8km
02:00
580m
580m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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Hiking down the a road for a stunning view of Ogston Reservoir from Ashover
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beautiful peaceful spot with car park and bird hide
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Greart Climb from Beeley. Road is closed to traffic due to a landslip but you can ride up on a bike after negotiating the barriers.
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Great cafe with a large menu, good coffee & good service. Toilets clean & accessible. Also a great base for accessing the HIgh Peak trail if you’re into off roading
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A lovely "flat" compared to the surrounding peaks!
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The Stretton region offers a wide variety of road cycling routes, with over 350 tours available. These routes cater to different skill levels, including 59 easy, 227 moderate, and 71 difficult options.
Road cycling in Stretton offers diverse terrain. In the Shropshire Hills around Church Stretton, you'll encounter undulating hills, challenging ascents, and exhilarating descents through ancient volcanic landscapes, including prominent features like the Long Mynd and Caer Caradoc. Near Rutland Water, the terrain is generally flatter with scenic routes around the reservoir, though some routes may include moderate elevation changes.
The Stretton area is rich in natural beauty and landmarks. Around Church Stretton, you can experience the panoramic views from the Long Mynd and Caer Caradoc, or explore picturesque areas like Carding Mill Valley. Near Rutland Water, the reservoir itself is a major feature, alongside the Rutland Water Nature Reserve. Some routes may pass by highlights such as High Tor and Giddy Edge or Black Rocks.
Yes, Stretton offers numerous challenging road cycling routes, particularly in the Shropshire Hills. These routes feature significant elevation changes and steep climbs. For example, the 'Stretton Summits Round' is an 18.5-mile circular route with approximately 4,000 feet of ascent. You can find 71 difficult routes in the area, such as the Halls Ice Cream, Matlock Bath – Cromford Pond loop from Brackenfield CP, which includes substantial elevation gain.
Absolutely. The Stretton area provides 59 easy road cycling routes, perfect for beginners or those seeking a more relaxed ride. Routes around Rutland Water are often flatter and well-suited for an easier pace. An example of an easy route is the Doe Hill Country Park Pond – Grassmoor Country Park loop from Clay Cross CP, which navigates through country parks with minimal elevation.
Yes, many road cycling routes in Stretton are designed as loops, allowing you to start and finish at the same point. This is particularly true for routes around Rutland Water and many of the routes in the Shropshire Hills. The Bolsover Castle – Hardwick Inn loop from Morton CP is a popular moderate circular route offering views of historic landmarks.
The Stretton area is highly rated by the komoot community, with an average score of 4.6 stars from over 100 reviews. Road cyclists often praise the varied terrain, from the challenging climbs of the Shropshire Hills to the scenic, gentler routes around Rutland Water. The combination of natural beauty, historic landmarks, and well-maintained paths makes it a popular destination, with over 6,500 road cyclists having explored the area using komoot.
For family-friendly road cycling, the flatter routes around Rutland Water are generally a good choice, offering accessible cycling paths with minimal elevation. While specific family-designated road routes are not highlighted, easy-grade routes, such as the Doe Hill Country Park Pond – Grassmoor Country Park loop from Clay Cross CP, can be suitable for families depending on their cycling experience.
Parking is generally available in towns like Church Stretton and around key attractions such as Rutland Water, often with designated car parks. For public transport, Church Stretton has a railway station, making it accessible by train. Bus services also operate in both the Shropshire and Rutland areas, though it's advisable to check specific routes and bike carriage policies in advance.
Yes, both Church Stretton in Shropshire and the area around Rutland Water offer amenities for cyclists. Church Stretton has a range of cafes, pubs, and accommodation options, being a popular tourist town. Near Rutland Water, you'll find cafes and pubs, with Wymondham Windmill offering tea rooms and a bike shop. It's always a good idea to check opening times, especially in smaller villages.
The best time for road cycling in Stretton is typically during the spring, summer, and early autumn months (April to October). During these periods, the weather is generally milder and drier, making for more pleasant riding conditions and better visibility of the scenic landscapes. The vibrant spring blooms and autumn colours add to the experience, particularly in areas like the Long Mynd or Barnsdale Bluebell Woodland.
Yes, for those seeking longer rides, Stretton offers several routes that can be combined or are themselves substantial in distance. Many of the moderate and difficult routes extend for 40km or more, such as the Bolsover Castle – Hardwick Inn loop from Morton CP (41.0 km) or the Halls Ice Cream, Matlock Bath – Cromford Pond loop from Brackenfield CP (40.3 km). These provide excellent opportunities for longer excursions through varied landscapes.


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