Day-by-day trail itinerary
Cleveland Way: 10-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
10 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 → Skelton-in-Cleveland
18.8 km · 377 m ascent · 5h17–7h27 (about 6h13, incl. ~1h02 of stops)
Via Easby, Newton Under Roseberry, Hutton Village, Guisborough, Charltons, Margrove Park, Boosbeck, Lingdale, Skelton Green -
6
Day 6: Skelton-in-Cleveland → Staithes
17.5 km · 279 m ascent · 4h47–6h46 (about 5h38, incl. ~56m of stops)
Via New Skelton, North Skelton, Saltburn by the Sea, Brotton, Carlin How, Skinningrove, Liverton Mines, Loftus, Easington -
7
Day 7: Staithes → Whitby
19.3 km · 286 m ascent · 5h10–7h18 (about 6h05, incl. ~1h01 of stops)
Via Hinderwell, Runswick Bay, Lythe, Sandsend, Newholm -
8
Day 8: Whitby → Ravenscar
16.7 km · 363 m ascent · 4h37–6h31 (about 5h26, incl. ~55m of stops)
Via Fylingthorpe, Robin Hood's Bay -
9
Day 9: Ravenscar → Scarborough
19.7 km · 156 m ascent · 5h04–7h10 (about 5h58, incl. ~59m of stops)
Via Staintondale, Cloughton, Burniston, Scalby, Newby -
10
Day 10: Scarborough → near Filey
13.0 km · 154 m ascent · 3h23–4h46 (about 3h58, incl. ~40m of stops)
Via Eastfield, Osgodby, Cayton