Upper Helmsley, a small village located approximately seven miles east of York in North Yorkshire, serves as a prime base for exploring the wider Helmsley region. The surrounding area features diverse natural landscapes, including the heather moorlands and rolling hills of the North York Moors National Park to the north, and the wooded hills and farmlands of the Howardian Hills Area of Outstanding Natural Beauty to the south. This varied terrain provides a suitable backdrop for several sports like road…
69
Routes
4.5
(78)
Average rating
797
People visited

4.0
(3)
25
riders
40.4km
01:48
110m
110m
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

26
riders
70.5km
03:08
640m
640m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

27
riders
35.0km
01:25
100m
100m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.

23
riders
39.5km
01:44
160m
160m
Moderate road ride. Great for any fitness level. Some segments of this route may be unpaved and difficult to ride.
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4.5
(11)
51
hikers
5.50km
01:24
20m
20m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

4.7
(9)
35
hikers
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.

5.0
(6)
30
hikers
5.46km
01:23
10m
10m
Easy hike. Great for any fitness level. Easily-accessible paths. Suitable for all skill levels.

3.0
(5)
14
hikers
10.7km
02:44
40m
40m
Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels.
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4.9
(7)
32
riders
40.4km
02:20
130m
130m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

23
riders
71.6km
04:20
420m
420m
Hard bike ride. Good fitness required. You may need to push your bike for some segments of this route.

8
riders
51.4km
03:06
430m
430m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

7
riders
51.8km
03:12
460m
460m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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21
runners
7.67km
00:53
10m
10m
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

15
runners
4.76km
00:29
10m
10m
Easy run. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

11
runners
Moderate run. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

13
runners
17.1km
01:53
30m
30m
Hard run. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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6
riders
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.

4.0
(1)
6
riders
19.3km
01:16
30m
30m
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

3.0
(2)
6
riders
Easy mountain bike ride. Great for any fitness level. Suitable for all skill levels.

1
riders
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.
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The Upper Helmsley region offers a variety of outdoor activities including Road cycling, Hiking, Jogging, Touring cycling, and Mountain biking. The area provides diverse terrain, from the North York Moors to the Howardian Hills, suitable for various skill levels.
The Upper Helmsley area provides varied terrain for road cycling, including routes through the Howardian Hills and towards the North York Moors. Specific routes can be found in the Road Cycling Routes around Upper Helmsley guide. These routes cater to different preferences, from challenging climbs to gentler paths.
Yes, the Upper Helmsley region offers hiking trails suitable for beginners. The Easy hikes around Upper Helmsley guide provides options for less strenuous walks. These routes often traverse gentler paths through the Howardian Hills or along riverbanks.
Mountain biking trails are available in the Upper Helmsley area, offering off-road experiences. Information on specific routes and their characteristics can be found in the MTB Trails around Upper Helmsley guide. These trails often utilize the varied terrain of the surrounding natural landscapes.
The region features diverse natural landscapes including the heather moorlands and rolling hills of the North York Moors National Park. To the south, the Howardian Hills AONB presents wooded hills and farmland. The River Rye also flows through the area, offering scenic views.
Yes, komoot offers several guides for the Upper Helmsley region. These include Road Cycling Routes around Upper Helmsley, Hiking around Upper Helmsley, and MTB Trails around Upper Helmsley. Guides for jogging, touring cycling, and easy hikes are also available.
The outdoor routes in the Upper Helmsley region are well-regarded on komoot. More than 15,000 visitors have shared their experiences, resulting in an average rating of 4.54 out of 5 stars. This indicates a high level of satisfaction among users.
Cycling routes in Upper Helmsley vary in difficulty. The North York Moors offer more challenging climbs, while paths through the Howardian Hills can be gentler. Users can find routes suitable for various fitness levels, from leisurely rides to more demanding excursions.
Yes, the region offers family-friendly outdoor options, particularly with easier hiking and cycling routes. The gentler paths through the Howardian Hills and along the River Rye are often suitable for families. The Easy hikes around Upper Helmsley guide provides suitable choices.
Cycling routes in Upper Helmsley feature diverse terrain. This includes rolling hills and moorland in the North York Moors, as well as wooded hills, farmland, and picturesque villages in the Howardian Hills. Routes can range from paved roads to gravel paths, depending on the specific trail.
Yes, the area offers historical and cultural points of interest. Nunnington Hall, a picturesque manor house near Helmsley, is situated on the River Rye and features gardens. The historic town of Helmsley itself, with its castle ruins and market square, also provides cultural enrichment.
Jogging and running trails are available in the Upper Helmsley area, offering opportunities for runners to explore the local landscape. The Running Trails around Upper Helmsley guide provides specific routes. These trails often showcase the scenic beauty of North Yorkshire.

