4.7
(45)
1,878
riders
148
rides
Road cycling around Gillamoor offers diverse landscapes on the edge of the North York Moors National Park. The region features significant climbs such as Sutton Bank and Rosedale Chimney, alongside expansive moorland views. Gillamoor itself is situated on a tabular hill, with dramatic drops into steep-sided valleys like Farndale and Kirkdale. The terrain provides varied experiences for road cyclists, from well-paved surfaces to challenging ascents.
Last updated: July 8, 2026
38
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
1
riders
12.3km
00:35
150m
150m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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63
riders
45.5km
01:52
270m
270m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
13
riders
39.7km
01:57
600m
600m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
9
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
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Each of the sacred monuments that you repeatedly encounter – despite all the differences in their external design – has a common concern: The cross that rises here not only wants to attract the viewer's gaze, but – and this is primarily – to make him think of God. Not only in theological books, but even in secular literature, God's voice is often represented, and this is even often the case in crime novels. For example, Ellis Peters set the series of novels about the Benedictine 'Brother Cadfael', which is set in 12th-century England, in the surroundings of a monastery. In "The Virgin in the Ice" it says: "And yet life, clinging to faith, the tenacious struggle with fate had to go on, the land had to be cultivated year in, year out. Plough and harrow must not rest, and one had to take care of sowing and harvesting the fruits of the earth as much as here, in the monastery and church, of sowing and harvesting souls." I wish the viewer here in front of the cross a good thought for his soul.
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Nice spot to fuel up with a view. Cakes simple sandwiches and drinks. Friendly staff
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Apparently regarded by the Victorians as "ill-planned and untidy", but now quite possibly one the most picturesque Moors villages, Hutton-le-Hole is a very popular starting point for hikes. Fairly sizeable car park just on the eastern side of the village off the road to Lastingham. Lots more info available at https://en.wikipedia.org/wiki/Hutton-le-Hole, https://www.yorkshire.com/hutton-le-hole/?srsltid=AfmBOoqlQxZoMrKrxFTMhz3S7ZTijB3NKHNKMKO3WYru-vDGGmjNYk2Q, https://www.northyorkmoors.org.uk/places-to-go/hutton-le-hole-lastingham-appleton-le-moors
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Brace yourselves for an 11% climb. In places it’s 18%, so prep the small gears and get churning. Great way to finish this loop if you’ve parked in Gillamoor.
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A punchy climb out of Bransdale up Cowhouse Bank before the long roll down into Helmsley.
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One of the most iconic loops in the North York Moors - the Bransdale loop to Cockayne is a cycling paradise.
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Wayside crosses are one of several types of Christian cross erected during the medieval period, mostly from the 9th to 15th centuries AD. In addition to serving the function of reiterating and reinforcing the Christian faith amongst those who passed the cross and of reassuring the traveller, wayside crosses often fulfilled a role as waymarkers, especially in difficult and otherwise unmarked terrain. The crosses might be on regularly used routes linking ordinary settlements or on routes having a more specifically religious function, including those providing access to religious sites for parishioners and funeral processions, or marking long-distance routes frequented on pilgrimages. Over 350 wayside crosses are known nationally, concentrated in south west England throughout Cornwall and on Dartmoor where they form the commonest type of stone cross. A small group also occurs on the North York Moors. The wayside cross and boundary marker known as Young Ralph survive complete even though previously broken and repaired. The cross marks the highest point on the old road from Keldholme in the south of the moors to Castleton in the north. It also marks the boundary of the Wapentake of Pickering Lyth. It has been adopted as the symbol of the North York Moors National Park and has been a listed monument since 1938.
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Beautiful spot. It's a sharp U over the bridge so don't try and carry any speed into the immediate next ascent.
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Road cycling around Gillamoor offers a diverse landscape, from well-paved surfaces to challenging ascents. You'll encounter significant climbs like Sutton Bank and Rosedale Chimney, alongside expansive moorland views and dramatic drops into steep-sided valleys such as Farndale and Kirkdale. The varied terrain provides experiences for all levels, from moderate elevation gains to more strenuous rides with up to 3,000 ft of climbing.
Yes, Gillamoor offers several easy road cycling routes. For instance, the Spaunton Manor Circuit is an easy 12.3 km path, perfect for a gentle ride through the scenic North York Moors National Park. Another option is the Hutton-le-Hole village – View of the North York Moors loop from Hutton-le-Hole, which is 14.1 km and also rated easy.
For experienced cyclists seeking a challenge, the region features routes with significant climbs. The Hutton-le-Hole village – Blakey Bank Summit loop from Hutton-le-Hole is a moderate 39.6 km route with over 600 meters of elevation gain. The wider North York Moors area is known for tough ascents like Sutton Bank and Rosedale Chimney, offering strenuous rides with up to 3,000 ft of elevation.
Yes, many routes in the Gillamoor area are designed as loops. The Barugh Bridge – Hutton-le-Hole village loop from Hutton-le-Hole is an easy 45.5 km circular trail through the lowlands of the North York Moors. The Hutton-le-Hole village – Blakey Bank Summit loop from Hutton-le-Hole also offers a moderate circular experience.
The road cycling routes around Gillamoor offer access to several notable landmarks and scenic viewpoints. You can visit historic sites like Rievaulx Abbey or explore the charming Helmsley Market Town. For impressive views, consider routes that pass by the Rievaulx Moor Trig Point or the Spires Bank Summit.
The road cycling routes in Gillamoor are highly rated by the komoot community, with an average score of 4.7 stars from over 45 reviews. Cyclists often praise the expansive moorland views, the challenging hills, and the variety of terrain that caters to different ability levels. The region's natural beauty, especially the heather-covered moors when in bloom, is a frequently highlighted aspect.
While some routes feature significant climbs, there are easier options suitable for families or those preferring a more relaxed pace. The Spaunton Manor Circuit is an easy 12.3 km ride, offering a gentle introduction to the area's beauty. The North York Moors Cycleway: 4a Hutton le Hole to Helmsley, a moderate 31.3 km route, connects two notable villages and can be adapted for a family outing.
The North York Moors are particularly stunning when the heather is in bloom, typically in late summer (August to September), offering vibrant purple landscapes. Spring and early autumn also provide pleasant conditions with milder temperatures and fewer crowds. While winter cycling is possible, be prepared for colder weather and potentially challenging road conditions, especially on higher moorland sections.
Gillamoor and nearby villages like Hutton-le-Hole and Helmsley, which serve as starting points for many routes, generally offer parking facilities. It's advisable to check local signage for specific parking regulations and availability, especially during peak seasons. Many routes start from or pass through these villages, making them convenient for parking.
There are over 150 road cycling routes available around Gillamoor, catering to various skill levels. This includes approximately 36 easy routes, 88 moderate routes, and 26 difficult routes, ensuring a suitable option for every cyclist.
Yes, the villages surrounding Gillamoor, such as Hutton-le-Hole, Helmsley, and Kirbymoorside, are well-equipped with cafes, pubs, and other amenities perfect for a mid-ride stop. Many routes are designed to pass through or near these charming settlements, allowing cyclists to refuel and relax.
Absolutely. Beyond road cycling, the Gillamoor area is excellent for other outdoor pursuits. Walking is very popular, with numerous trails starting from the village. Mountain biking trails are also available. For a broader experience, you can visit attractions like the North Yorkshire Moors Railway or the Ryedale Folk Museum in Hutton-le-Hole, making it easy to combine activities.


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