4.9
(48)
762
riders
89
rides
Touring cycling routes around Grimstone traverse a landscape characterized by rolling hills and rural valleys, offering diverse terrain for cyclists. The region features a mix of open countryside and areas near historic estates and market towns. Cyclists can expect varied elevations, with some routes including significant climbs and descents.
Last updated: April 26, 2026
73
riders
60.6km
03:41
530m
530m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
53
riders
68.3km
05:22
1,130m
1,130m
Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route.

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23
riders
63.8km
03:48
400m
400m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(1)
10
riders
29.7km
01:46
170m
170m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
9
riders
19.5km
01:39
340m
340m
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.
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The A170 is a busy road so if cycling try to minimise the distance you have to ride along it
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Trails for every level
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Had a coffee and one of the best sausage rolls I have had in a long time. Which I had on the picnic benches in the garden across the street. Delightful!
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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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The Helmsley market as being going for 600 years and takes up most of the parking at the Market Place on Fridays.
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There are over 90 touring cycling routes around Grimstone, offering a wide variety of options for different skill levels and preferences.
The Grimstone area is characterized by rolling hills and rural valleys, providing diverse terrain. You'll encounter a mix of open countryside, areas near historic estates, and market towns. Routes often feature varied elevations, including some significant climbs and descents.
Yes, Grimstone offers 17 easy touring cycling routes. These are generally shorter and have less elevation gain, making them ideal for beginners or those looking for a more relaxed ride.
Absolutely. For experienced touring cyclists seeking a challenge, there are 37 difficult routes available. These often feature substantial elevation gain and cover longer distances, such as the Helmsley Town Centre – Nunnington Hall loop from Oswaldkirk, which is 31.3 miles (50.4 km) with significant climbing.
The best time for touring cycling in Grimstone is typically from late spring to early autumn (May to September). During these months, the weather is generally milder and drier, making for more pleasant riding conditions. However, the rolling hills offer beautiful scenery year-round, with autumn foliage being particularly striking.
Yes, many of the touring cycling routes in Grimstone are designed as loops, allowing you to start and finish in the same location. An example is the Castle Howard – Castle Howard Obelisk loop from Oswaldkirk, which explores the historic Castle Howard estate.
Grimstone's routes often pass by historic sites and natural beauty. You might cycle past landmarks like Castle Howard, or enjoy views from spots like Caulkley Bank Trig Point. The region also features serene natural areas such as Higher Fish Pond, Yearsley Woods and View of Oulston Reservoir.
While many routes involve rolling hills, there are easier options that families might enjoy. Look for the 17 easy-rated routes, which tend to be shorter and have less demanding climbs, making them more suitable for a family outing. The Helmsley — Market Town – Helmsley Town Centre loop from Oswaldkirk is a moderate route at 29.7 km that could be suitable for families with older children.
The touring cycling routes around Grimstone are highly rated by the komoot community, with an average score of 4.8 stars from over 40 reviews. Cyclists frequently praise the varied rural scenery, the mix of open countryside and historic sites, and the well-maintained roads that make for enjoyable rides.
Yes, several routes provide views of historical sites. For instance, the View of Rievaulx Abbey – Helmsley Town Centre loop from Yearsley offers scenic glimpses of the historic Rievaulx Abbey area. You can also explore routes near Castle Howard for impressive estate views.
While specific cafes are not listed for every route, many routes pass through or near market towns like Helmsley, where you'll find various options for refreshments. Additionally, some natural attractions, such as the Boathouse Café, are located near popular cycling areas, offering convenient stops.


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