4.6
(25)
847
riders
51
rides
Road cycling routes around Kirkbymoorside benefit from the region's position on the edge of the North York Moors National Park and the Howardian Hills Area of Outstanding Natural Beauty. The landscape features moorland roads, undulating terrain, and quiet country lanes. Cyclists encounter varied environments, including woodlands and river valleys, with routes offering both challenging climbs and relaxed rides.
Last updated: October 10, 2026
4.8
(5)
168
riders
45.3km
02:23
630m
630m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(4)
165
riders
44.0km
02:07
620m
620m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

4.5
(2)
5
riders
40.5km
01:44
270m
270m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.
5.0
(2)
65
riders
40.7km
01:53
410m
410m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(1)
9
riders
61.0km
03:23
1,230m
1,230m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
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Popular around Kirkbymoorside
The vast majority of small sacred monuments encountered by cyclists have a very long history, often dating back centuries. This is completely different with the object found here. Even though the cross on top of the shaft draws on the ancient tradition and formal language of a "Celtic cross," it is very modern. It was erected to mark the turn of the millennium, which is why it is also called the "Millennium Cross." Therefore, here is a very short passage from the prayer for the Stations of the Cross with the Holy Father, Pope John Paul II, on Good Friday of the Jubilee Year 2000: + "To you, crucified Lord Jesus Christ, the power and wisdom of God, be honor and praise forever and ever. Amen."
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Beautiful winding and undulating road in lovely scenery. Very quiet.
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Steeeeeep!! Must ride in the Moors and worthy of its place on the UK 100 climbs list. Smooth road, no traffic.
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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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English Heritage site No cafe, or undercover seating area. Hot drinks available but not good if it's raining!
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This is where to turn off the Bransdale road to ascend to meet Rudland Rigg.
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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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There are over 50 road cycling routes around Kirkbymoorside, offering a wide range of options for different skill levels. These routes are highly rated by the komoot community, with an average score of 4.8 stars.
The region offers diverse terrain, from challenging moorland roads with significant elevation gains to quiet country lanes through tranquil rural landscapes. You'll encounter undulating terrain, woodlands, and river valleys, providing varied and picturesque environments for exploration.
Yes, there are several easy routes. For instance, the Kirbymoorside loop of the lowlands of the North York Moors National Park is predominantly on well-paved surfaces and is suitable for cyclists of any fitness level, offering a relaxed ride through the lowlands.
For a rigorous workout with rewarding vistas, consider routes like the Cocayne Loop, which traverses the remote North York Moors with over 2,000 feet of elevation gain. Another challenging option is the Descent from Kildale – Blakey Bank Summit loop from Kirkbymoorside, featuring over 1000 meters of ascent.
Many routes provide panoramic views, especially those ascending to higher ground. The ascent to Gillamoor, for example, offers stunning views, including the 'Surprise View' over the Vale of Pickering. Routes through the North York Moors, such as the Bransdale Loop — North York Moors National Park, also showcase varied and picturesque landscapes.
Yes, many of the routes around Kirkbymoorside are designed as loops, allowing you to start and finish in the same location. Examples include the Cocayne Loop and the Kirbymoorside loop of the lowlands, both offering circular journeys through the region's diverse landscapes.
You can explore charming historic villages like Gillamoor, Fadmoor, and Hutton-le-Hole, with Hutton-le-Hole being home to the Ryedale Folk Museum. Historical sites include the beautiful Saxon church of St Gregory's Minster at Kirkdale. For specific attractions, consider routes that pass near Pickering Castle or Helmsley Castle.
While many routes involve undulating terrain, easier lowland loops are suitable for families. The Kirbymoorside loop of the lowlands is a good example of a route on well-paved surfaces that can be enjoyed by a wider range of cyclists.
The region offers enjoyable cycling conditions for much of the year. Spring and summer provide warmer weather and lush scenery, while autumn brings vibrant colors. Always check local weather forecasts, especially when planning rides on exposed moorland roads.
Kirkbymoorside is a lively market town and typically offers parking facilities. It's advisable to check local council websites or parking apps for specific car park locations and charges in the town centre before your visit.
Kirkbymoorside itself provides cafés, pubs, and local shops for refreshments and breaks. Many routes pass through or near charming villages like Hutton-le-Hole, which also offer amenities. Planning your route with komoot allows you to identify potential stops along the way.
Kirkbymoorside is accessible by public transport, though options may vary. It's recommended to check local bus schedules or national rail connections to nearby towns like Pickering, from which you might find onward connections to Kirkbymoorside. Always confirm if bikes are permitted on public transport services.
The area is highly rated by the komoot community, with an average score of 4.8 stars from over 18 reviews. Cyclists frequently praise the varied terrain, from challenging climbs to relaxed lowland loops, and the stunning scenic beauty of the North York Moors and Howardian Hills.


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