Day-by-day trail itinerary
Cleveland Way: 9-day itinerary
The Cleveland Way is a 172 km long-distance path, climbing about 2983 m in total across 3 official sections. This summary is auto-generated, expand it and the topics below with well-sourced detail.
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Compare Cleveland Way itineraries
A practical starting point
9 days from near Helmsley to near Filey
Use these daily distances and overnight stops as a starting point, then customise the trip in the planner.
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1
Day 1: near Helmsley → Thirlby
13.9 km · 319 m ascent · 3h50–5h24 (about 4h30, incl. ~45m of stops)
Via Sproxton, Rievaulx, Old Byland, Scawton, Cold Kirby -
2
Day 2: Thirlby → Osmotherley
17.1 km · 176 m ascent · 4h29–6h20 (about 5h17, incl. ~53m of stops)
Via Boltby -
3
Day 3: Osmotherley → Carlton in Cleveland
12.2 km · 405 m ascent · 3h40–5h11 (about 4h19, incl. ~43m of stops)
Via Ingleby Arncliffe, Ingleby Cross, Swainby, Faceby -
4
Day 4: Carlton in Cleveland → Kildale
20.5 km · 451 m ascent · 5h52–8h17 (about 6h55, incl. ~1h09 of stops)
Via Ingleby Greenhow -
5
Day 5: Kildale → Saltburn by the Sea
22.4 km · 386 m ascent · 6h12–8h45 (about 7h17, incl. ~1h13 of stops)
Via Easby, Newton Under Roseberry, Hutton Village, Guisborough, Charltons, Margrove Park, Boosbeck, Lingdale, Skelton Green, Skelton-in-Cleveland, New Skelton, North Skelton -
6
Day 6: Saltburn by the Sea → Runswick Bay
19.9 km · 370 m ascent · 5h29–7h45 (about 6h28, incl. ~1h05 of stops)
Via Brotton, Carlin How, Skinningrove, Liverton Mines, Loftus, Easington, Staithes, Hinderwell -
7
Day 7: Runswick Bay → Robin Hood's Bay
24.4 km · 377 m ascent · 6h33–9h15 (about 7h43, incl. ~1h17 of stops)
Via Lythe, Sandsend, Newholm, Ruswarp, Whitby -
8
Day 8: Robin Hood's Bay → Newby
21.4 km · 309 m ascent · 5h44–8h05 (about 6h44, incl. ~1h07 of stops)
Via Ravenscar, Staintondale, Cloughton, Burniston, Scalby -
9
Day 9: Newby → near Filey
16.9 km · 172 m ascent · 4h20–6h07 (about 5h05, incl. ~51m of stops)
Via Scarborough, Eastfield, Osgodby, Cayton