Cleveland Way
~9 days · 106.7 mi · strenuous · Point-to-point
Quick facts
What the Cleveland Way is known for
The Cleveland Way runs for 109 miles from Helmsley to Filey through the North York Moors and along the Yorkshire coast. This whole-trail itinerary follows OpenStreetMap super-relation 4087652 (© OpenStreetMap contributors, ODbL); official length and section scheme are published by National Trails.
Elevation profile
Elevation ranges from 33 ft to 4,596 ft over 106.7 mi. Measured from OSM geometry (approximate).
- Uphill 38.1 mi · 36%
- Downhill 38.0 mi · 36%
- Flat 30.6 mi · 29%
Ridgefold breaks every route into uphill, downhill, and flat — see the full per-day breakdown in the app.
How hard is the Cleveland Way?
On the Ridgefold Difficulty Index, the Cleveland Way scores 42/100, a relative rating across the 1,243 trails we've mapped, blending distance, elevation gain, and steepness. It is a comparison within our set, not an official rating.
Frequently asked questions
How many days does the Cleveland Way take?
Most backpackers hike the Cleveland Way in about 9 days (8 nights out) over its 106.7 miles, though pace varies with fitness and conditions.
How much elevation gain is on the Cleveland Way?
The Cleveland Way climbs roughly 18,970 ft total — about 178 ft per mile, topping out near 1,470 ft.
Related trails
Sources & attribution
Route geometry from OpenStreetMap, © OpenStreetMap contributors, ODbL 1.0 — source relation. Stats are approximate and may differ from official surveys; permit rules and conditions change — verify with the managing authority before your trip. Last reviewed July 2026.