4.4
(51)
2,211
riders
101
rides
Touring cycling around Gillamoor offers diverse landscapes within the North York Moors National Park. The village is situated on a tabular hill, providing views of the surrounding countryside, including the eastern entrance to Farndale. The region features rolling dales, peaceful riverside paths, dense woodlands, and vast, open moorlands. Steep-sided valleys like Kirkdale and Sleightholmedale are also characteristic of the area.
Last updated: May 12, 2026
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
1
riders
34.7km
02:24
640m
640m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.0
(2)
74
riders
44.6km
03:37
580m
580m
Hard bike ride. Very good fitness required. You may need to push your bike for some segments of this route.
3.0
(1)
20
riders
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
25
riders
29.8km
02:42
560m
560m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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"Each of these crosses can tell its own story and what motivated people to erect "their" cross at this spot. (...) These wayside crosses were erected as visible signs and attract the attention of many people. The cross is a symbol of life. It stands as a sign of our Christian hope and aims to direct our gaze to Jesus Christ, who has overcome death (...). The cross is a part of our lives, just as it was a part of the life of Jesus. So I hope that many people... will seek out the wayside crosses, whether as places of silence and respite before God, or as places of community gathering, prayer, and praise." (Source: Dean Rainald M. Ollig in: "Wayside Crosses... Small Sacred Monuments as Signs of Popular Piety")
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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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Photographer @Jessica Mather had the misfortune of not being able to enjoy the view offered by the ANA CROSS site during her run here due to the weather conditions. However, more than two dozen photos of the small sacred monument and the panorama offered by the prominent location can be seen on the hiking highlight of the same name =>> https://www.komoot.com/de-de/highlight/2252418
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An ROC Post at the top of Rosedale Chimney Bank. Looks pretty much intact although the entrance as been welded shut.
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Highest cross on the moors, great views across Spaunton Moor when the weather allows.
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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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700x35 as a minimum recommended tyre size on Rudland Rigg. Watch out for swathes of sand and newly applied hard core protective surfacing when riding. An excellent well maintained surface. Can get exposed and chilly high up in Bransdale carry a gilet and arm warmers.
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Hutton Le Hole is a nice village to pass through, all the stone buildings are good to look at and they all seem to compliment each other. This is a nice tourist area which seems to present a calm atmosphere
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There are over 100 touring cycling routes around Gillamoor, offering a wide range of experiences. You'll find options for all skill levels, including 18 easy routes, 45 moderate routes, and 42 difficult routes for those seeking a challenge.
The terrain around Gillamoor is incredibly diverse, reflecting its location within the North York Moors National Park. You can expect a mix of rolling dales, peaceful riverside paths, dense woodlands, and vast, open moorlands. The village itself sits on a tabular hill, providing sweeping views, and routes often traverse steep-sided valleys like Kirkdale and Sleightholmedale. Some routes feature well-paved surfaces, while others might include unpaved segments, particularly on longer loops.
The touring cycling routes in Gillamoor are highly rated by the komoot community, with an average score of 4.3 stars from over 50 reviews. Cyclists often praise the varied scenery, from the wild, open feel of the North York Moors to picturesque villages and shady forests.
Yes, Gillamoor offers 18 easy touring cycling routes, making it suitable for beginners and families. These routes often follow forest and moorland tracks, providing a gentler experience. While specific family-friendly routes aren't detailed in the data, the presence of easy routes suggests suitable options for those looking for less strenuous rides.
Absolutely. For experienced cyclists seeking a challenge, there are 42 difficult touring cycling routes around Gillamoor. These routes often feature significant elevation changes and cover longer distances. An example is the Rosedale Railway & the River Seph valley loop from Kirkbymoorside, which is 42.1 miles (67.7 km) long with over 900 meters of elevation gain.
The region is rich in natural features and historical landmarks. You can visit the prehistoric burial mound topped with a medieval wayside cross, Ana Cross, which offers lovely views over the moors. Other points of interest include Roppa Edge trig point and Rievaulx Moor Trig Point, both offering expansive vistas. The village of Gillamoor itself is known for its 'Surprise View,' providing an enchanting panorama of the eastern entrance to Farndale.
Yes, many of the touring cycling routes around Gillamoor are circular, allowing you to start and end in the same location. For example, the Gillamore & Rosedale Abbey loop from Kirkbymoorside is a popular circular route that leads through moorland and valley villages. Another option is the Ana Cross – Rosedale East Kilns loop from Hutton-le-Hole.
The North York Moors are beautiful year-round, but late summer (August and September) is particularly stunning when the heather-clad moorlands bloom purple. Spring and early summer also offer pleasant conditions with milder weather and lush greenery. Always check local weather forecasts before heading out, as conditions can change rapidly in the uplands.
Yes, the village of Gillamoor itself provides the 'Surprise View,' offering an enchanting panorama of the eastern entrance to Farndale. Additionally, the View of the North York Moors – View of Farndale loop from Kirkbymoorside is a touring cycling route specifically designed to showcase these scenic vistas.
The area around Gillamoor and the North York Moors National Park has several charming villages that offer refreshments and accommodation. Hutton-le-Hole, often considered one of the prettiest villages, has amenities. Helmsley is a vibrant market town with various options. In Gillamoor itself, the Royal Oak Inn is a local feature offering refreshments and accommodation.
Many routes in the area connect charming villages. For instance, the Kirkdale and Kirkbymoorside route, starting from Hutton-le-Hole, traverses through Gillamoor and Fadmoor, allowing you to experience the local village life. The Hutton-le-Hole village – Bank Top Iron Kilns loop from Hutton-le-Hole also highlights a picturesque village setting.


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