4.8
(42)
2,229
riders
171
rides
Road cycling around Aislaby offers diverse terrain, from coastal roads to challenging moorland climbs and scenic valley descents. The region is characterized by its proximity to the North York Moors National Park, providing vast expanses of heather moorland and deep valleys. Cyclists can expect well-paved surfaces and varied elevation changes across routes that traverse the Esk Valley and coastal areas. This landscape provides a range of road cycling experiences for different fitness levels.
Last updated: July 8, 2026
5.0
(1)
20
riders
57.4km
02:34
240m
240m
Embark on a moderate road cycling adventure through the Vale of Pickering and Rydale, starting from Pickering. This 35.7-mile (57.4 km) loop takes you past charming villages and lush farmland,…
15
riders
59.2km
03:13
1,060m
1,060m
This difficult 36.8-mile road cycling loop from Pickering offers challenging climbs and stunning views across the North York Moors.

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5.0
(4)
77
riders
47.4km
02:16
620m
620m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
28
riders
27.7km
01:30
450m
450m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
5.0
(1)
24
riders
51.9km
02:25
490m
490m
Moderate road ride. Good fitness required. 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.
0
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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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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.
2
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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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The Lion Inn on remote Blakey Ridge is a 16th Century family owned, Freehouse. Located at the highest point of the North York Moors National Park, it stands at an elevation of 1,325 feet offering breathtaking views over the valleys of Rosedale and Farndale. Steeped in history, open fires burn in the ancient stone fireplaces. The original low beamed ceilings and stone walls add to the friendly, timeless atmosphere of the Inn. Food served daily from 12 - 9pm.
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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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Wonderful inn for bikepackers. Food, drinks by the fire and a cozy room for an acceptable amount.
1
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There are over 170 road cycling routes around Aislaby, catering to various skill levels. You'll find a good mix, with approximately 50 easy routes, 100 moderate routes, and 25 difficult options for more experienced cyclists.
Road cycling around Aislaby offers diverse terrain. You can expect coastal roads with stunning sea views, challenging moorland climbs through the North York Moors National Park, and scenic valley descents, particularly in the Esk Valley. Most routes feature well-paved surfaces, but elevation changes can be significant, especially on moorland trails.
Yes, for a more family-friendly experience, the Cinder Track is an excellent choice. This 34 km traffic-free route along a disused railway line from Whitby to Scarborough offers gentle climbs and descents, making it suitable for all ages and part of National Route 1 of the National Cycle Network.
The region is rich in natural beauty. You might encounter the vast heather moorlands of the North York Moors National Park, the tranquil Esk Valley, or dramatic coastal scenery. Keep an eye out for unique geological formations like The Bridestones or the striking Hole of Horcum. While not directly on a road cycling route, the impressive Mallyan Spout waterfall is also a significant natural attraction in the area.
Absolutely. For those seeking a challenge, routes like the Pickering loop to the hills of central North York Moors National Park offer substantial climbing through moorland landscapes. Another difficult option is the "Blakey Bank Summit – Hutton-le-Hole village loop" which involves significant elevation changes.
The road cycling routes around Aislaby are highly regarded by the komoot community, holding an average rating of 4.8 stars from over 40 reviews. Cyclists often praise the varied terrain, from coastal views to challenging moorland climbs, and the well-paved surfaces that make for an enjoyable ride.
Yes, many of the road cycling routes around Aislaby are designed as loops. For example, the Vale of Pickering & Rydale loop from Pickering is a popular circular route offering varied terrain. Another option is the Blakey Bank Summit – Hutton-le-Hole village loop from Wrelton, which takes you through moorland and charming villages.
Aislaby's diverse landscapes can be enjoyed throughout much of the year. Spring and summer offer vibrant heather moorlands and generally milder weather, ideal for coastal and valley rides. Autumn brings beautiful colors to the dales. While winter cycling is possible, be prepared for colder temperatures and potentially more challenging weather conditions, especially on exposed moorland routes.
Yes, many routes pass through charming villages in the Esk Valley and North York Moors, such as Egton Bridge, Rosedale Abbey, Glaisdale, and Hutton-le-Hole. These villages often have local pubs and cafes where you can stop for refreshments and a break during your ride.
While the focus is on natural landscapes, some routes may pass near historical points of interest. For instance, the Pickering Castle – Hutton-le-Hole village loop from Pickering takes you near Pickering Castle. The nearby town of Whitby, with its iconic Abbey and bustling harbor, is also accessible via coastal routes, offering a blend of cycling and cultural exploration.
For longer rides, you can explore options like the Pickering loop to the hills of central North York Moors National Park, which covers nearly 60 km. The Moor to Sea Cycle Network also offers extensive routes, encompassing over 100 miles, providing breathtaking views across the National Park and Heritage Coast.


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