4.6
(7)
366
riders
39
rides
Road cycling routes around Pickering are characterized by the varied terrain of the Vale of Pickering and the southern edge of the North York Moors National Park. The region features a mix of flat, open agricultural land in the vale, transitioning to rolling hills and more significant climbs as routes extend into the national park. Road cyclists can expect routes that traverse valleys and offer views of the surrounding countryside.
Last updated: October 10, 2026
5.0
(2)
21
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.

11
riders
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5.0
(2)
33
riders
60.2km
03:27
1,090m
1,090m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
27
riders
38.7km
02:51
120m
120m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
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Popular around Pickering
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Had a delicious meal where fresh herbs were used, such as in the Hake fillet
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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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Anglican Church situated next to the market place in the centre of Malton.
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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 a lovely village to make a stop at. The views from the High Street (particularly towards the south) are fantastic. There is a wonderful green, with a few seats and an interesting monument in memory of John Foster (although at first sight it looks like a war monument). There are pubs and inns too, for refreshments if needed. The village is quieter than Egton Bridge (not that it's on a par with Oxford Street!) and makes a perfect place to stop for a breather and re-energise.
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This is a beautiful and quiet lane between Rosedale Abbey and Cropton, with only minor traffic here. There are beautiful views of the hilly moorlands, particularly to the west, where Cropton Forest lies. Some climbs, but very gentle, and it's just a joy to ride this part of the world.
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This large church dominates the village of Kirby Misperton (Kirby is from Old Norse, meaning "church village"). The church has been in the village since the 9th century. Apparently, this was one of very few stone churches in Yorkshire at that time when almost all other churches were built of wood. Of course, as you can imagine, over the centuries, the church has undergone tremendous changes: it was completely rebuilt in the 15th century, and then lots of changes were made to it in the 19th century. It is a wonderful place to stop on your cycle while passing this interesting village.
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Road cycling routes around Pickering offer a diverse landscape. You'll find flat, open agricultural land in the Vale of Pickering, transitioning to rolling hills and more significant climbs as routes extend into the North York Moors National Park. The area features routes that traverse valleys and provide views of the surrounding countryside.
Yes, Pickering offers routes with substantial elevation gain, particularly those venturing into the central hills of the North York Moors National Park. For example, the Pickering loop to the hills of central North York Moors National Park is a difficult 36.8-mile (59.2 km) path with over 1000 meters of ascent.
Absolutely. The region provides options for various ability levels. You can find moderate valley loops, such as the Vale of Pickering & Rydale loop from Pickering, which is 35.7 miles (57.4 km) and explores open landscapes with moderate elevation changes. There are 27 moderate and 9 easy routes available.
Many routes offer picturesque views of the Vale of Pickering and the North York Moors National Park. You might encounter natural features like the Hole of Horcum Bridleway or scenic gorges like Troutsdale, which provide stunning vistas of the landscape.
The road cycling routes around Pickering are highly rated by the komoot community, with an average score of 4.3 stars from over 400 road cyclists. Users often praise the varied terrain, which offers everything from open plains to challenging climbs, and the scenic beauty of the Vale of Pickering and the North York Moors National Park.
Yes, many routes are designed as loops starting and ending in Pickering. For instance, the Vale of Pickering & Rydale loop from Pickering and the Pickering Castle – Barugh Bridge loop from Pickering are popular circular options.
Yes, some routes pass by or are near interesting attractions. For example, you could explore routes that offer views of Dalby Forest Visitor Centre or other points of interest within the North York Moors National Park.
The best time for road cycling generally depends on weather conditions. Spring and summer typically offer milder temperatures and longer daylight hours, making them ideal for exploring the varied terrain. Autumn can also be beautiful with changing foliage, though weather can be more unpredictable.
Yes, you can find routes that extend towards the coast. The North York Moors Cycleway: 1a Pickering to Scarborough is a 22.6-mile (36.4 km) trail that leads through the North York Moors towards the coast, often completed in about two hours.
There are over 40 road cycling routes available around Pickering, catering to various skill levels from easy to difficult. This includes 9 easy, 27 moderate, and 7 difficult routes.
While specific landmarks vary by route, some routes, like the Pickering Castle – Barugh Bridge loop from Pickering, offer views of historical sites such as Pickering Castle. The broader region is rich in history, and many routes traverse areas with historical significance.


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