Chepstow

Wales · Monmouthshire · Wales

Walks from Chepstow, Monmouthshire

📍 Wales
🌿 Wooded river gorge, limestone cliff, estuary, ancient earthwork
0 routes available
⛰ Easy to Moderate
Free to access

🥾0 RoutesAvailable
⛰Easy to ModerateDifficulty
📅Year-roundBest Months
🚗ChepstowStart Point

Chepstow is the starting point of Offa’s Dyke Path — at 177 miles the longest national trail in Britain — and sits at the point where the River Wye meets the Severn Estuary beneath one of the finest Norman castles in Wales. The Wye Valley Walk also begins here, heading north through the gorge towards Tintern and beyond.

An excellent small town with a magnificent castle and good rail connections from Cardiff and Bristol, Chepstow is the natural starting point for Offa’s Dyke and a superb base for the lower Wye Valley — one of the most beautiful landscapes in southern Britain.

All Routes

0 Walks from Chepstow

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Minions
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Minions via Cheesewring Quarry and Stowes Hill

Portwrinkle
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Cawsands To Portwrinkle via South West Coast Path Walk

England
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Kingley Vale around the Nature Reserve, West Sussex

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Winchester via St Catherines Hill, Hampshire

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Winchester via Chilcomb and River Itchen

Fishbourne
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Fishbourne via Bosham West Sussex – 9.4 Circular Mile Walk

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Hindhead Devils Punch Bowl – 4.8 Mile Circular Walk

Devon
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Seaton Devon to Seatown Dorset via South West Coast Path 15 Mile Walk

Devon
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Sidmouth to Seaton via South West Coast Path

Devon
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Exmouth to Sidmouth via South West Coast Path

Babbacombe
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Babbacombe to Exmouth via South West Coast Path

Babbacombe
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Brixham to Babbacombe via South West Coast Path

Cornwall
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Portwrinkle to Plymouth via South West Coast Path

Coastal Walks
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Polperro to Portwrinkle via South West Coast Path

Coastal Walks
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Par to Polperro via South West Coastal Path

Coastal Walks
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Marazion to Porthleven via South West Coastal Path

Coastal Walks
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St Ives to Pendeen via South West Coast Path

Coastal Walks
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Newquay to Perranporth via South West Coast Path

Coastal Walks
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Porthcothan to Newquay – South West Coastal Path

Coastal Walks
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Padstow to Porthcothan via South West Coast Path

At a Glance

Walks available0 routes
DifficultyEasy to Moderate
Best monthsYear-round
TerrainWooded river gorge, limestone cliff, estuary, ancient earthwork
CountyMonmouthshire
Dogs welcome✓ Yes

Getting There

📍
Chepstow, Monmouthshire
Open in Google Maps

Town car parks. Chepstow station (Cardiff–Gloucester line)

Food & Drink

The Boat Inn, The Three Tuns, La Siciliana

Notable Walks Nearby

  • Offa’s Dyke first day to Monmouth
  • Wye Valley Walk to Tintern
  • Devil’s Pulpit from Chepstow
  • Lancaut Peninsula loop
  • Chepstow racecourse circular
  • St Arvans & Piercefield
  • All Monmouthshire towns →

🗺 OS Map Reference

Walking around Chepstow is covered by OS OL14 / Explorer 167. Recommended for all routes in this area.

View OS Map Guide

Long Distance Trails Nearby

  • Offa’s Dyke Path
  • Wye Valley Walk

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