Grassmoor, Hasland And Winswick
Grassmoor, Hasland And Winswick
4.5
(132)
557
riders
36
rides
Gravel biking around Grassmoor, Hasland And Winswick features a landscape shaped by former industrial heritage, now offering a network of multi-use paths. The region includes sections of the Trans Pennine Trail and the Five Pits Trail, providing varied surfaces suitable for gravel bikes. Riders can expect routes along disused railway lines, canal paths, and through country parks, with gentle gradients and some rolling terrain. The area's trails connect various local communities and natural spaces.
Last updated: July 3, 2026
4.5
(4)
57
riders
68.7km
03:58
470m
470m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.5
(12)
40
riders
52.4km
03:11
440m
440m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
13
riders
55.2km
03:27
830m
830m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
15
riders
36.2km
02:01
250m
250m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
14
riders
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Busy at weekend and Evenings but overall lovely place with lots to do. Be careful of the water if you’re not used to wild swimming/ outdoor swimming. Great staff and a couple of cafe’s.
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Take the mtb route up/down through the wood to the North East of the statue, look out for it near the bench on the main gravel track
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Nice easy flat ride round both lakes a mixture of gravel paths and tarmac roads around the park also a caffe and toilets within the park.
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Nice wooded and shaded climb, on the tarmac to start with and then turning into gravel and rocks, plus sand and deep ruts at the top. Excellent views from the edge though.
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Yes, the region offers many routes with gentle gradients, making them suitable for beginners and families. The landscape, shaped by former industrial heritage, now features a network of multi-use paths, including sections of the Trans Pennine Trail and the Five Pits Trail. These paths often follow disused railway lines and canal paths, providing a smooth and accessible experience. For example, the Chesterfield Canal – Chesterfield Canal Underpass loop from Outwood Academy Hasland Hall is a moderate 25.5 km route that offers a pleasant ride.
The gravel bike trails in Grassmoor, Hasland And Winswick are characterized by varied surfaces, including former railway lines, canal towpaths, and paths through country parks. You'll encounter gentle gradients and some rolling terrain, reflecting the area's industrial past transformed into greenways. Expect views of lakes, woodlands, and open countryside, with opportunities to observe local wildlife.
The multi-use paths and former railway lines that make up many of the gravel trails here are generally suitable for riding year-round. However, spring and autumn offer pleasant temperatures and vibrant scenery, while summer provides longer daylight hours. During winter, some sections might be muddier, but many of the well-maintained paths remain rideable.
Yes, many of the gravel bike routes in the Grassmoor, Hasland And Winswick area are designed as loops, allowing you to start and finish at the same point. For instance, the Trans Pennine Trail – Poolsbrook Country Park Lake loop from Chesterfield and the Five Pits Trail – Pond at Silverhill Wood loop from Chesterfield are popular circular options that showcase the region's diverse landscapes.
The region offers several points of interest. You can explore historical sites like Hardwick Old Hall or The Riding House at Bolsover Castle. For natural beauty, consider visiting Ogston Reservoir or the Pleasley Pit Colliery and Nature Reserve, which offers a glimpse into the area's industrial past and its ecological transformation.
Many of the trails, especially those that are part of larger networks like the Trans Pennine Trail or Five Pits Trail, have designated parking areas at various access points. Country parks and trailheads often provide facilities for visitors. It's advisable to check the specific route details on komoot for recommended starting points and parking information.
The gravel biking routes around Grassmoor, Hasland And Winswick are highly rated by the komoot community, with an average score of 4.5 stars from over 125 reviews. Riders often praise the well-maintained multi-use paths, the scenic variety, and the accessibility of the trails, which cater to different skill levels.
While many routes feature gentle gradients, the area also offers more challenging options. Some routes, like the Trans Pennine Trail – Poolsbrook Country Park Lake loop from Chesterfield, are classified as 'difficult' due to their length (69.1 km) and elevation gain (469 m), providing a good test for experienced gravel bikers looking for a longer ride.
The duration of gravel bike routes varies significantly depending on the distance and your pace. Shorter, moderate routes like the View of the Five Pits Trail – Five Pits Trail loop from Clay Cross CP (36.2 km) can take around 2 hours, while longer, more challenging loops such as the Trans Pennine Trail – Poolsbrook Country Park Lake loop from Williamthorpe (45.9 km) might take closer to 3 hours 45 minutes.
Given the region's network of trails connecting various local communities and country parks, you will often find pubs, cafes, or shops in nearby villages and towns. While specific amenities vary by route, many popular trails pass close to or through areas where you can stop for refreshments. It's always a good idea to check your chosen route on komoot for points of interest or plan your stops in advance.


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