Helmsley Walks & Walking Routes | WalkingRambler

England · North Yorkshire · Yorkshire

Walks from Helmsley, North Yorkshire

📍 Yorkshire
🌿 Moorland, wooded river dale, parkland, limestone plateau
0 routes available
⛰ Easy to Challenging
Free to access

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🥾0 RoutesAvailable
⛰Easy to ChallengingDifficulty
📅May–OctoberBest Months
🚗HelmsleyStart Point

Helmsley is the finest village in the North York Moors — a perfect market square, a ruined castle and the start of the Cleveland Way national trail, which begins here and travels 110 miles to Filey. Rievaulx Abbey, one of England’s greatest monastic ruins, is just three miles west along the river.

A simply beautiful village with exceptional accommodation, good restaurants and the Cleveland Way starting from the castle, Helmsley is one of the finest walking bases in northern England. The drive up onto the Hambleton Hills gives immediate access to wide moorland walking.

All Routes

0 Walks from Helmsley

Sorted by popularity

Map - Kingley Vale, West Sussex - 10.8 Mile Circular Walk
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Kingley Vale around the Nature Reserve, West Sussex

10.8 mile circular walk from West Stoke car park in West Sussex Distance: 10.8 milesTime: 3.5 hoursElevation: 400 footTerrain: footpaths
Distance: 10.8 miles
Starting Point: Kingley Vale Car Park, West Sussex
Ending Point: Stoughton
Terrain Type: Downland, ancient woodland and open hillside
Elevation: 400 Feet
OS Map: OS Explorer
Walking Time: 3.5 hours
Interactive Map:

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Map - Winchester via St Catherines Hill, Hampshire - 5 Mile Circular Walk
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Winchester via St Catherines Hill, Hampshire

5 mile circular walk starting from Winchester via St Catherines Hill in Hampshire. Distance: 5 Miles Time: 1.5 hours Elevation:
Distance: 5 miles
Starting Point: Winchester Car Park
Ending Point: Winchester Car Park
Terrain Type: Riverside meadows and small hilltop
Elevation: 230 Feet
OS Map: OS Explorer
Walking Time: 1.5 hours
Interactive Map:

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Map - Winchester via Chilcomb, Hampshire - 8.5 Mile Circular Walk
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Winchester via Chilcomb and River Itchen

8.5 mile circular walk starting from Winchester via St Catherines Hill and Chilcombe in Hampshire. Distance: 8.5 milesTime: 3 hoursElevation:
Distance: 8.5 miles
Starting Point: Winchester Car Park
Ending Point: Winchester Car Park
Terrain Type: Downland, river valley and urban paths
Elevation: 590 Feet
OS Map: OS Explorer
Walking Time: 3 hours
Interactive Map:

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Circular Walking Trails
Map - Hindhead Devils Punch Bowl - 4.8 Mile Circular Walk
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Hindhead Devils Punch Bowl – 4.8 Mile Circular Walk

4.8 mile circular walking route from Hindhead in Surrey. Distance: 4.8 milesTime: 1.5 hoursElevation: 879 footTerrain: Coastal foot paths and
Distance: 4.85 miles
Starting Point: Hindhead
Ending Point: Hindhead
Terrain Type: Heathland and woodland
OS Map: OS Explorer
Interactive Map:

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Circular Walking Trails
Map - Todenham Circular, Gloucestershire - 2.6 Mile Circular Walk
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Todenham Circular, Gloucestershire

2.6 mile circular walk starting from Todenham in Gloucestershire. Distance: 2.6 milesTime: 1 hoursElevation: 203 footTerrain: Footpaths and tracks.Map:Start Point:
Distance: #ref!
Starting Point: Todenham
Ending Point: Todenham
Terrain Type: Woodland
OS Map: OS Explorer
Interactive Map:

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Circular Walking Trails
Map - Cley next the Sea via Salthouse, Norfolk - 9.1 Mile Circular Walk
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Cley next the Sea via Salthouse Norfolk – 9.1 Mile Circular Walk

9.1 mile circular walking route from Cley next the Sea via, north Norfolk coastal path, Salthouse in Norfolk. Distance: 9.1
Distance: 9.14 miles
Starting Point: Salthouse
Ending Point: Salthouse
Terrain Type: Coastal marshes, farmland and shingle beach paths
Elevation: Low-lying, largely flat coastal terrain
OS Map: OS Explorer
Interactive Map:

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Circular Walking Trails
Map - Waxham via Sea Palling & Horsey Gap, Norfolk - 7 Mile Circular Walk
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Waxham via Sea Palling & Horsey Gap Norfolk – 7 Mile Circular Walk

9.7 mile circular walking route from Waxham via Sea Palling & Horsey Gap in Norfolk. Distance: 7 milesTime: 2.5 hoursElevation:
Distance: 7 miles
Starting Point: Waxham Car Park
Ending Point: Waxham Car Park
Terrain Type: Coastal foot paths and tracks.
Elevation: 114 Feet
OS Map: OS Explorer
Walking Time: 2.5 hours
Interactive Map:

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Circular Walking Trails
Map - Horsey Mere, Norfolk - 3.7 Mile Circular Walk
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Horsey Mere Norfolk – 3.7 Mile Circular Walk

3.7 mile circular walking route starting from Horsey Mere in Norfolk. Distance: 3.7 miles Time: 1.5 hours Elevation: 91 foot
Distance: 3.73 miles
Starting Point: Horsey Windpump National Trust Car Park
Ending Point: Horsey Windpump National Trust Car Park
Terrain Type: Flat coastal marshland and beach paths
Elevation: 91 Feet
OS Map: #REF!
Walking Time: 1.5 hours
Interactive Map:

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Colyton
Map - Colyton
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Colyton via Whitford – 5.9 Mile Circular Walk

5.9 mile circular walking route from Colyton in Devon. Distance: 8.7 milesTime: 3.5 hoursElevation: 196 footTerrain: footpaths and tracks.Map: OS
Distance: 5.9 miles
Starting Point: Colyton Car Park, Devon
Ending Point: Colyton Car Park, Devon
Terrain Type: footpaths and tracks.
Elevation: 196 Feet
OS Map: OS Explorer
Walking Time: 3.5 hours
Interactive Map:

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England
Map - Midhust via Cowdray Estate, West Sussex
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Midhust via Cowdray Estate West Sussex

2.7 mile circular walk starting from Midhurst via West Lavington and the Cowdray Estate in West Sussex. Distance Time Elevation
Distance: 3.45 miles
Starting Point: Midhurst
Ending Point: Midhurst
Terrain Type: footpath
Elevation: 150 Foot
OS Map: OS Explorer
Walking Time: 1 hour and 20 minutes
Interactive Map:

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Chichester
Map - Chichester Via Canal and Harbour
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Chichester Via Canal and Harbour

9.1 mile circular walk following the Chichester Canal to Chichester Marina heading north via Dell Quay & Fishbourne then turning
Distance: 9.1 miles
Starting Point: Cattlemarket Car Park, Chichester.
Ending Point: Cattlemarket Car Park, Chichester.
Terrain Type: Gravel paths, footpaths and pavements.
Elevation: 86 Feet
OS Map: #REF!
Walking Time: 4 hours
Interactive Map:

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Meltham ~ Netherthong Circular 7 Miles

Distance: 7.1 Miles Time: 3 hours 25 minutes Elevation: 922 Feet Terrain: Mixed Start Point: Meltham End Point: Meltham Starting
Distance: 7.1 miles
Starting Point: Meltham
Terrain Type: Mixed
Elevation: 922 Feet
OS Map: OS Explorer
Walking Time: 3 hours 25 minutes
Interactive Map:
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Walk With Niamh

Distance: 4.4 Miles Time: 2 hours 08 minutes Elevation: 587 Feet Terrain: Mixed Start Point: Meanwood End Point: Meanwood null
Distance: 4.4 miles
Starting Point: Meanwood
Terrain Type: Mixed
Elevation: 587 Feet
OS Map: OS Explorer
Walking Time: 2 hours 08 minutes
Interactive Map:
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Walk With Niamh

Distance: 5.0 Miles Time: 2 hours 23 minutes Elevation: 121 Feet Terrain: Mixed Start Point: Meanwood End Point: Meanwood null
Distance: 5.0 miles
Starting Point: Meanwood
Terrain Type: Mixed
Elevation: 121 Feet
OS Map: OS Explorer
Walking Time: 2 hours 23 minutes
Interactive Map:
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Lister Park And Heaton Woods Sponsored Walk

Distance: 3.7 Miles Time: 1 hour 45 minutes Elevation: 56 Feet Terrain: Mixed Start Point: Manningham End Point: Manningham null
Distance: 3.7 miles
Starting Point: Manningham
Terrain Type: Mixed
Elevation: 56 Feet
OS Map: OS Explorer
Walking Time: 1 hour 45 minutes
Interactive Map:
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Walk Up South Loftus

Distance: 1.4 Miles Time: 47 minutes Elevation: 610 Feet Terrain: Mixed Start Point: Loftus End Point: Loftus null OS Maps
Distance: 1.4 miles
Starting Point: Loftus
Terrain Type: Mixed
Elevation: 610 Feet
OS Map: OS Explorer
Walking Time: 47 minutes
Interactive Map:
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Keighley To Gargrave

Distance: 18.4 Miles Time: 7 hours 54 minutes Elevation: 948 Feet Terrain: Mixed Start Point: Keighley End Point: Keighley null
Distance: 18.4 miles
Starting Point: Keighley
Terrain Type: Mixed
Elevation: 948 Feet
OS Map: OS Explorer
Walking Time: 7 hours 54 minutes
Interactive Map:
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Ogden Loop 6m

Distance: 6.4 Miles Time: 3 hours 03 minutes Elevation: 397 Feet Terrain: Mixed Start Point: Illingworth End Point: Illingworth null
Distance: 6.4 miles
Starting Point: Illingworth
Terrain Type: Mixed
Elevation: 397 Feet
OS Map: OS Explorer
Walking Time: 3 hours 03 minutes
Interactive Map:
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Ilkley To Leeds via Dales Way

Distance: 19.6 Miles Time: 9 hours 07 minutes Elevation: 2185 Feet Terrain: Mixed Start Point: Ilkley End Point: Ilkley null
Distance: 19.6 miles
Starting Point: Ilkley
Terrain Type: Mixed
Elevation: 2185 Feet
OS Map: OS Explorer
Walking Time: 9 hours 07 minutes
Interactive Map:
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Ilkley To Leeds

Distance: 21.8 Miles Time: 10 hours 10 minutes Elevation: 233 Feet Terrain: Mixed Start Point: Ilkley End Point: Ilkley null
Distance: 21.8 miles
Starting Point: Ilkley
Terrain Type: Mixed
Elevation: 233 Feet
OS Map: OS Explorer
Walking Time: 10 hours 10 minutes
Interactive Map:

At a Glance

Walks available0 routes
DifficultyEasy to Challenging
Best monthsMay–October
TerrainMoorland, wooded river dale, parkland, limestone plateau
CountyNorth Yorkshire
Dogs welcome✓ Yes

Getting There

📍
Helmsley, North Yorkshire
Open in Google Maps

Market Square car park. Bus from Thirsk and York (Moorsbus, seasonal)

Food & Drink

The Black Swan Hotel, Feversham Arms Hotel, Helmsley Kitchen

Notable Walks Nearby

  • Cleveland Way to Sutton Bank
  • Rievaulx Abbey & Terrace
  • Duncombe Park
  • Hawtby & Ryedale
  • Cold Kirkby & Black Hambleton
  • Byland Abbey circular
  • All North Yorkshire towns →

🗺 OS Map Reference

Walking around Helmsley is covered by OS OL26. Recommended for all routes in this area.

View OS Map Guide

Long Distance Trails Nearby

  • Cleveland Way

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