4.7
(23)
233
riders
8
rides
Gravel biking around Helmsley offers routes through the varied landscapes of the North York Moors and Howardian Hills. The region features rolling hills, expansive farmlands, and historical abbey ruins. Gravel bike trails in Helmsley often follow ancient tracks and quiet country lanes, connecting picturesque villages and natural features. The terrain includes both open moorland sections and sheltered valleys.
Last updated: May 6, 2026
5.0
(2)
49
riders
48.4km
04:46
850m
850m
Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.
4.0
(1)
31
riders
55.4km
05:02
660m
660m
Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.

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4.9
(8)
34
riders
36.8km
03:25
660m
660m
Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.
4.6
(7)
29
riders
23.9km
02:11
220m
220m
Hard gravel ride. Good fitness required. You may need to push your bike for some segments of this route.
23
riders
37.9km
02:20
450m
450m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Hiking around Helmsley
Road Cycling Routes around Helmsley
This is a great access point to jump onto the Cleveland Way from Cleveland Road. There is a car park a few hundred metres away to ditch the vehicle. This also happens to be an exceptional viewing point to enjoy the scenes of North York Moors
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Note that the Abbey itself is English Heritage and has both cafe and toilets available accessible without paying admission/requiring membership. The only downside is that to get there from Rievaulx Terrace it is down a steep hill.
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Free parking with access to toilets and a cafe in the courtyard, cafe a little expensive. it's also possible to park up at the woods off the Terrington Rd which save having to use the fast road section from the obelisk
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Easy parking (ice cream van in summer!) at Sheep Wash, great path through the coniferous wood running along the southern edge of the reservoir, awesome views, cool breeze across the water, option to follow numerous tracks east into the woods around Cote Garth and Golden Square. Lots of familys, dog walkers and hikers - something for everyone here.
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This section is good to ride on, nice countryside, scenic and good singletrack which are compact and easy to ride on. Bad weather would not really make these surfaces worse.
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The scenery is nice in this area. You can see for miles in many parts. This is a slightly elevated area, the wind is far more stronger as it is an exposed area
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There are nearly 10 gravel bike routes available around Helmsley on komoot, offering a variety of experiences through the North York Moors and Howardian Hills. These include options for different skill levels, from moderate to difficult.
The terrain around Helmsley is diverse, featuring rolling hills, ancient tracks, and quiet country lanes. You'll encounter both open moorland sections and sheltered valleys, with some routes involving significant climbs and descents, such as the challenging Hambleton Street Track – High Paradise Farm Tearoom loop from Helmsley.
While many routes around Helmsley are rated moderate to difficult, there is at least one easy gravel bike trail available. For beginners, it's advisable to check the route details carefully for distance and elevation before setting out.
Helmsley is known for its challenging gravel routes, with five classified as difficult. For a significant test, consider the Howardian Hills loop from Yearsley, which covers 34.4 miles (55.4 km) with substantial elevation changes, or the even longer Hambleton Street Track – High Paradise Farm Tearoom loop from Helmsley.
For families, look for shorter, less challenging routes. While specific 'family-friendly' designations aren't always explicit, routes with lower elevation gain and shorter distances, like the moderate View from Clay Bank loop from Broughton Bank SSSI, might be more suitable. Always check the route's difficulty and length to ensure it matches your family's ability.
Many routes pass by notable natural and historical sites. You could encounter impressive rock formations like The Wainstones, serene spots like Gormire Lake, or the iconic Kilburn White Horse. Historical sites like Rievaulx Abbey and Helmsley Castle are also often part of the landscape, as seen on the Rievaulx Abbey – Helmsley Castle loop from Wombleton.
Yes, most of the gravel bike routes around Helmsley are designed as loops, allowing you to start and finish in the same location. Examples include the Byland Abbey – Byland Abbey Ruins loop from Oswaldkirk and the Howardian Hills loop from Yearsley.
Yes, some routes incorporate stops for refreshments. The Hambleton Street Track loop, for instance, passes by the High Paradise Farm Tearoom. Additionally, the Sutton Bank National Park Centre, located near some routes, offers cafe facilities.
Spring and autumn are generally considered the best times for gravel biking around Helmsley. The weather is often milder, and the landscapes are vibrant with spring blooms or autumn colours. Summer can also be excellent, but be prepared for potentially busier trails and warmer temperatures. Always check local weather forecasts before heading out.
Winter conditions can make gravel biking in Helmsley more challenging. Trails, especially those on moorland or through valleys, can become muddy, wet, and slippery. Icy patches are also possible. Shorter daylight hours and colder temperatures require appropriate gear and careful route planning. Some higher elevation sections might be exposed to stronger winds.
The gravel biking routes around Helmsley are highly regarded by the komoot community, with an average score of 4.7 stars from over 20 reviews. Riders often praise the varied scenery, the mix of challenging climbs and rewarding descents, and the opportunity to explore historical sites and quiet country lanes.
For gravel biking in Helmsley, it's advisable to bring a well-maintained gravel bike, appropriate clothing layers for changeable weather, a helmet, water, snacks, a repair kit (including spare tubes and a pump), and a fully charged phone with the komoot app for navigation. Given the varied terrain, sturdy tires are also recommended.


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