Start
OSM map layer · LineString
54.37, -1.16 · rel 4087754
54.37, -1.16 · rel 4087754
Cleveland Way
78,5 km from Helmsley to Guisborough through alpine terrain and mountains.
Helmsley
→
Guisborough
linear
78,5km
Distance
multi-day
Climb · estimate
moderate
Difficulty · estimate
linear
Shape
32
views
1
Viewpoints
01 · Character of the route
Is this one for you?
Alpine Terrain
Mountains
Urban Area
Summit
Cave
1× viewpoint
Castle or ruins
Remote
Uncrowded
compiled from map data (OSM) and points of interest along the route — no editorial layer
02 · 20 points along the route
What will you encounter?
2× Attraction
6× summit
6× monument
4× ruins
1× viewpoint
1× cave
The Face Stone
Attraction ·
on the route
0,0 km
0%
Roseberry Topping
summit ·
on the route
0,0 km
0%
Hudson Air Crash
monument ·
on the route
0,0 km
0%
The Hand Stone
Attraction ·
on the route
0,0 km
0%
Captain Cook's Monument
monument ·
on the route
0,0 km
0%
Roseberry Topping
summit ·
on the route
0,0 km
0%
Tumulus
ruins ·
on the route
0,0 km
0%
Tumulus
ruins ·
on the route
0,0 km
0%
Tumulus;Chambered Cairn
ruins ·
38 m off route
0,0 km
0%
Little Roseberry
summit ·
43 m off route
0,0 km
0%
Tumulus
ruins ·
43 m off route
0,0 km
0%
Beacon Hill
summit ·
on the route
78,5 km
100%
Carlton Bank
summit ·
on the route
78,5 km
100%
Alec Falconer
monument ·
on the route
78,5 km
100%
Halifax Bomber Memorial
monument ·
on the route
78,5 km
100%
Battle of Byland
monument ·
on the route
78,5 km
100%
White Hill
summit ·
on the route
78,5 km
100%
Site of Limekiln House Inn
monument ·
on the route
78,5 km
100%
The Wainstones
viewpoint ·
on the route
78,5 km
100%
Devil's Parlour
cave ·
41 m off route
78,5 km
100%
03 · Landmarks
Steady waypoints
Quarter of the way
Halfway
Three quarters
Finish
04 · Intersecting routes
Where you meet other trails
05 · From the trail
Through the eyes of hikers
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06 ·
no reports yet
What hikers experienced
Log completion · Start your adventure
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07 · Before you go
Answers to common questions
Cleveland Way is 78.5 km long.
At an average walking pace, Cleveland Way takes approximately 19h 32min to complete.
No, Cleveland Way is a linear (point-to-point) trail. It runs from Helmsley to Guisborough. Plan ahead for return transport.
Cleveland Way starts at Helmsley.
Cleveland Way is a strenuous hike requiring excellent fitness and prior hiking experience.
Cleveland Way is maintained and managed by National Trails.
Yes, Cleveland Way is part of the National Walking Network (NWN), a wider network of long-distance hiking trails.