Chesterfield

Hiking routes around Chesterfield

55 waymarked hiking routes run within 15 km of Chesterfield: 5 regional and 50 local.

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Around Chesterfield

No national or international trail comes within 15 km; the longest-distance routes here are regional. Peak District Boundary Walk passes through Chesterfield: 20 sections with 309 km mapped in all, 35 km of them within 15 km. Trans-Pennine Trail passes through Chesterfield: 15 sections with 452 km mapped in all, 23 km of them within 15 km. Chesterfield Round Walk has more of its length here than any other route: 52 km within 15 km. Of the routes listed here, the longest is Sheffield Country Walk, 89 km long. Most of the 50 local routes are short walks: 37 of them are under 10 km.

The routes with most of their length within 15 km

Each name opens the route on Waymarked Trails.

Good to know

  • Routes from Waymarked Trails, which draws the hiking routes mapped on OpenStreetMap (data © OpenStreetMap contributors, ODbL); counted on Oct 19, 2026.
  • Only routes someone has mapped as a route on OpenStreetMap are counted. Signposted paths no one has mapped, and walks without waymarks, are not.
  • Lengths within 15 km are measured on Waymarked Trails’ simplified lines and take in a route’s branches and variants; a path two routes share counts for each. A route’s length in all follows its main line along the mapped ways, and those marked “about” come from the simplified lines.

How the layers work, where their data comes from and what they can’t tell you: Hiking routes

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