Parking
Start and finish at Helmsley Market Place. Long-stay parking is limited, so public transport or an overnight arrangement with your accommodation is the sensible plan.

North York Moors National Park, EN
Six days of moorland ridges, hidden dales and village inns.
Overview
A closed circular loop that begins and ends at Helmsley Market Place, covering the conventional published total of 89 miles (142 km) across the North York Moors. Six walking days is the standard plan, linking moorland ridges, wooded valleys and a string of villages with inns and pubs along the way.
Map & elevation
Plan your hike

The highest, rockiest slopes around here are a summer buffet for grizzly bears.
North York Moors Tour Guide
Parkwolf is a GPS audio tour guide for North York Moors National Park. As you drive, it chimes in with what’s ahead: hidden gems, upcoming stops, history, geology, and wildlife, right through your car’s speakers.
Recorded for this trailhead
Helmsley Castle and Town“Helmsley's market square is coming up, with the castle a short walk away. Inside those medieval defences, look for the surviving timber panelling and plasterwork: part of the fortress became an Elizabethan mansion.”
Plays as you drive up to this trailhead in the Parkwolf North York Moors Tour Guide.
More stories near here in the app
Trail guide
Field paths, forest tracks, green lanes, quiet country lanes, heather moorland and old trods. Expect rough or boggy ground, steep climbs and descents, exposed ridges and long remote stretches as the route crosses the Rosedale and Esk valleys and several moorland watersheds. Difficulty is rated 8 out of 10, so a good level of hill fitness and navigation confidence is needed.
Long-stay parking in Helmsley is limited, so arrive by public transport or arrange overnight parking with your accommodation. Book beds and evening meals ahead, since villages are small and spaced a full day apart. Shops are scarce outside the larger settlements, so plan resupply and carry food and water for each stage. Take a current map or GPS track: fog can settle quickly on the tops and the moorland ridges offer few landmarks.
Kirkdale Minster and the church and crypt at Lastingham, the industrial remains and railway lines of Rosedale, glacial meltwater channels near Levisham, and a succession of dales, ridges and stone-built villages. The route's inns are part of its character and shape the daily rhythm of the walk.
Dogs may use public rights of way, but livestock is common throughout. Keep dogs under close control, stay on rights of way when crossing moorland, and use a lead no longer than 2 metres from 1 March to 31 July to protect ground-nesting birds. Carry warm and waterproof layers year round, and be ready to shorten or reroute a stage if visibility drops.
Wildlife
15 sightingsEurasian OtterMost seen around 7 PMSighting map
10 sightingsRed DeerMost seen around 7 AMSighting map
79 sightingsGrey SealMost seen around noonSighting map
26 sightingsWestern Barn OwlMost seen around 7 PMSighting map
33 sightingsEuropean BadgerMost seen around 7 PMSighting map
10 sightingsMute SwanMost seen around noonSighting mapSighting maps show where each species has been reported across North York Moors. Wildlife moves, so no sighting is guaranteed.
Keep exploring
ChallengingSaint Aelred’s Pilgrim Trail66 km · 22 hr · 0.1 km awayNine-stage, 41-mile circuit linking Ryedale churches with Rievaulx Abbey
ModerateHelmsley and Rievaulx Abbey11.3 km · 4 hr · 0.2 km awayAbbey ruins, a terrace panorama and bluebell woods on a 7-mile circuit
ModerateEbor Way122.9 km · 1.5 days · 0.2 km awayHelmsley to Ilkley on foot: farmland, York's walls, then gritstone moor
ChallengingCleveland Way National Trail175.4 km · 2.3 days · 0.3 km awayNine days from abbey ruins over heather moors to North Sea cliffs
EasyHelmsley Circular Route5.8 km · 1.4 hr · 0.3 km awayEasy river loop along both banks of the Rye, through beech woodland
EasyRiver Folk Audio Trail3.7 km · 1 hr · 3.9 km awayShort river valley loop with downloadable audio stories by Rievaulx Abbey
EasyRievaulx Loop3.7 km · 1 hr · 4 km awayAncient canal line, Bow Bridge and abbey views in one easy hour
EasyMiles without Stiles (For some) - Rievaulx Loop4 km · 1.1 hr · 4 km awayAbbey views, bridges and bluebell woods on a short, hilly 2.5-mile loop
Sight · At the trailheadHelmsleyThe moors' only market town, and the Cleveland Way's first mile
Sight · 0.2 km awayHelmsley CastleNine centuries of siege and splendour in a towering, ditch-ringed ruin
Sight · 0.4 km awayHelmsley Walled GardenFive walled acres of borders, glasshouses and orchards below the castle
Sight · 1.1 km awayNational Centre for Birds of PreyEagles, owls and vultures flying free in ancient Duncombe woodland
Sight · 3.5 km awayRievaulx TerraceGrassy Georgian terrace with two temples and framed abbey views
Sight · 3.8 km awayRievaulx AbbeyTall Cistercian church arches in a quiet wooded river valley
Sight · 6.7 km awaySt Gregory's Minster, KirkdaleAnglo-Saxon sundial and inscription above a quiet valley church door
Sight · 8 km awayByland AbbeyByland Abbey: vast early Gothic ruins under a shattered rose windowParkwolf’s North York Moors ranking