Cover image

Uncover North York Moors' beauty through cycling in Helmsley.


Cycling routes from 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.

Explore the charming towns of Helmsley and Hawnby while conquering Hawnby Hill

road
62 km
990 m
Tough

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.


Embark on a scenic gravel loop exploring Carlton and Appleton-le-Moors

gravel
69 km
945 m
Tough

Set off on a gravel adventure from Helmsley, passing through the charming village of Carlton with its idyllic countryside surroundings. Explore Appleton-le-Moors, known for its quaint charm and picturesque landscapes. With challenging climbs and exhilarating descents, this route promises a thrilling and picturesque off-road experience.


Embark on an epic gravel adventure, traversing the North York Moors and scenic valleys

gravel
79 km
1418 m
Savage

Experience the thrill of off-road cycling on this gravel adventure starting from Helmsley. Traverse picturesque moorland landscapes, conquer challenging climbs, and enjoy exhilarating descents. Pass through Rievaulx Abbey, a spectacular ruined medieval monastery, before reaching Stokesley, a charming market town. This versatile route offers stunning natural beauty and a true sense of adventure.


Embark on a road cycling adventure showcasing the beautiful landscapes of Salton and Bugthorpe

road
118 km
600 m
Tough

Experience the beauty of North Yorkshire countryside on this scenic road cycling route encompassing a total ascent of 600m and a distance of 118km. Starting near Helmsley, ride through the mesmerizing landscapes surrounding Salton, known for its peaceful atmosphere and picturesque vistas. Continue your journey to Westow, a charming village with historical charm, and Bugthorpe, where the stunning Bugthorpe Carrs Nature Reserve awaits. Enjoy the scenic ride through Fangfoss and Osbaldwick, before passing by the tranquil Strensall and Gilling. Finally, return to the starting point in Helmsley, where you can visit the historic market town and its iconic castle.


Discover the grandeur of Castle Howard and the quaint village of Gilling with this scenic round trip

road
82 km
536 m
Tough

Embark on a cycling adventure from Helmsley to explore the stunning Castle Howard, a magnificent stately home surrounded by serene gardens. Continue onwards to the charming village of Gilling, nestled in the Howardian Hills, before returning to Helmsley. This route offers a mix of picturesque countryside and cultural landmarks.


Immerse yourself in the charming countryside landscapes while passing through Sinnington and Harome

road
74 km
323 m
Chill

Indulge in the serene beauty of the North Yorkshire countryside on this road cycling adventure starting near Helmsley. With a total ascent of 323m and a distance of 74km, this route offers a leisurely ride through quaint villages and picturesque landscapes. Pass Sinnington, a charming village surrounded by rolling meadows and peaceful ambiance. Cycle through Allerston, a hidden gem off the beaten path, with idyllic country scenery. Traverse the historic market town of Malton, known for its vibrant farmers' market and charming streets. Finally, stop by Harome, an enchanting village with its thatched-roof cottages and serene rural setting before returning to the starting point in Helmsley.


Explore the picturesque countryside and challenging climbs around Helmsley

road
84 km
1080 m
Tough

The Helmsley Loop is a scenic round-trip cycling route that takes you through the beautiful countryside near Helmsley in North Yorkshire. This route offers a mix of challenging climbs, breathtaking views, and charming villages, making it a delight for both seasoned cyclists and nature lovers. With a total ascent of 1080 meters and a distance of 84 kilometers, the Helmsley Loop provides a thrilling and rewarding cycling experience. It combines the tranquility of quiet country lanes with the adrenaline of steep uphill sections, offering a perfect blend of challenge and beauty.


Experience the peaceful countryside on a loop from Helmsley to Salton and Stonegrave

road
56 km
350 m
Chill

Discover the tranquil beauty of the North Yorkshire countryside on this cycling loop starting from Helmsley. Pass through the lovely village of Salton and its scenic surroundings before reaching the idyllic village of Stonegrave. Admire the rolling hills and picturesque landscapes as you pedal your way back to Helmsley.


Experience the rugged beauty of the North Yorkshire Moors on this challenging gravel route

gravel
85 km
1463 m
Tough

This 85-kilometer gravel loop from Helmsley takes you through some of the most stunning landscapes in North Yorkshire. With over 1400 meters of ascent, this route offers a challenging ride for experienced cyclists. Prepare to be amazed by the rugged beauty of the North Yorkshire Moors as you traverse rolling hills, picturesque valleys, and open moorland. Along the way, you'll encounter quaint villages, historic landmarks, and breathtaking views that will leave you in awe.


Embark on a thrilling gravel cycling adventure conquering Rievaulx and Hawnby Hill

gravel
49 km
965 m
Tough

Experience the thrill of gravel cycling on this adrenaline-packed adventure starting near Helmsley. With a total ascent of 965m and a distance of 49km, this route is perfect for those seeking a challenging ride coupled with breathtaking views. Conquer the steep ascent of Rievaulx, known for its awe-inspiring Abbey ruins and panoramic vistas. Continue your journey towards the picturesque Hawnby Hill, a challenging climb that rewards you with mesmerizing landscapes at the summit. Ride through rolling valleys and experience the raw beauty of North Yorkshire's countryside. Before reaching the finish point, make sure to enjoy the views from Noon Hill, offering sweeping vistas over the unique topography of the area.


Cycling routes nearby:

Image of Kirkbymoorside
Kirkbymoorside

Explore picturesque North Yorkshire countryside in Kirkbymoorside.

Image of Easingwold
Easingwold

Immersing in the natural beauty of Easingwold on two wheels.

Image of Thirsk
Thirsk

Cycling in Thirsk: Scenic countryside, coastal routes, and the challenging Sutton Bank climb.

Image of Pickering
Pickering

Immerse yourself in the natural beauty of North York Moors National Park from the lively town of Pickering.

Image of Malton
Malton

Discover scenic countryside and join the vibrant cycling community in Malton, North Yorkshire.

Image of Norton
Norton

Cycle through picturesque countryside and charming villages in Norton, North Yorkshire.

Image of Thornton Dale
Thornton Dale

Breathtaking scenery and proximity to Blakey Bank climb.

Image of Ingleby Greenhow
Ingleby Greenhow

Diverse terrain and cyclist-friendly amenities for all-level riders.

Image of Strensall
Strensall

Embark on an unforgettable cycling journey in Strensall

Nearby regions:

Image of Tees Valley and Durham
Tees Valley and Durham

Picturesque countryside with challenging climbs and well-connected cycling paths.

Image of Greater Manchester
Greater Manchester

Experience the perfect blend of urban energy and outdoor escapes in Greater Manchester, United Kingdom.

Image of Lancashire
Lancashire

Picturesque countryside and coastal routes await in Lancashire.

Image of East Yorkshire and Northern Lincolnshire
East Yorkshire and Northern Lincolnshire

Scenic routes and diverse landscapes for all levels of cyclists.

Image of South Yorkshire
South Yorkshire

Vibrant urban rides and picturesque rural landscapes make South Yorkshire a versatile destination for road and gravel cyclists.

Image of West Yorkshire
West Yorkshire

Discover the natural beauty and challenging climbs of West Yorkshire on two wheels

Image of Derbyshire and Nottinghamshire
Derbyshire and Nottinghamshire

Diverse routes through rolling hills, charming countryside, and historic landmarks.

Image of Lincolnshire
Lincolnshire

Cycle through the tranquil countryside of Lincolnshire.