Helmsley and Hawnby Hill Round Trip
A road cycling route starting from Helmsley
Explore the charming towns of Helmsley and Hawnby while conquering Hawnby Hill
Map
Embark on a scenic round trip from Helmsley, taking you through the picturesque village of Thimbleby before reaching the challenging ascent of Hawnby Hill. Enjoy breathtaking views from the summit before descending back to Helmsley, where you can explore the historic ruins of Helmsley Castle.
road
62 km
990 m
Tough
Route profile
Highlights on the route
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Start: Helmsley City centerHelmsley: Uncover North York Moors' beauty through cycling in Helmsley.
Helmsley is a historic market town located in North Yorkshire, United Kingdom. For road and gravel cyclists, Helmsley offers a range of scenic routes through the stunning North York Moors National Park. Cyclists can ride through picturesque countryside, passing by ancient woodlands, heather-covered moors, and charming villages. Helmsley also has cycling-friendly infrastructure, including bike racks and parking facilities. A popular cycling spot nearby is Chimney Bank, a steep climb known for its challenging gradient. Overall, Helmsley is a fantastic destination for cyclists looking to explore the natural beauty of the North York Moors.0 km
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HelmsleyTownHelmsley, the starting point, is a delightful market town filled with historic attractions and charming shops.
16 km
16 km
Sutton-under-WhitestonecliffeVillageSutton-under-Whitestonecliffe is a tranquil village surrounded by picturesque countryside, offering a peaceful stop along the route.
21 km
21 km
Knowle Hill192 mPeakKnowle Hill provides a challenging climb with rewarding views of the surrounding countryside.
23 km
23 km
UpsallHamletUpsall is a quaint hamlet with traditional stone buildings and a friendly local pub.
36 km
36 km
ThimblebyVillageThimbleby is a quintessential English village with thatched-roof cottages and a charming church.
50 km
50 km
Hawnby Hill298 mPeakHawnby Hill offers a tough but thrilling climb, with stunning panoramic views at the summit.
51 km
51 km
HawnbyVillageHawnby is a charming village nestled in the foothills of the North York Moors, surrounded by rolling green fields.
62 km
62 km
Helmsley CastleCastleHelmsley Castle, a medieval fortress, is a must-visit for history enthusiasts and offers captivating insights into the region's past.
62 km
62 km
Finish: Helmsley City centerHelmsley: Uncover North York Moors' beauty through cycling in Helmsley.
Cycling routes from Helmsley:
The Hilltops Loop: A Scenic Road Adventure The Howard Castle Loop: A Picturesque Road Adventure The Valley and Hill Climb: A Gravel Adventure The Countryside Loop: A Road Adventure Castle Howard and Gilling Circuit Carlton and Appleton-le-Moors Gravel Loop Salton and Stonegrave Loop Helmsley Gravel Loop Helmsley and Hawnby Hill Round Trip Moors and Valleys Gravel Adventure The Helmsley Loop