We know this area
Dog walks near Chepstow
We have measured 1,050 walks that start within 5 km of the middle of Chepstow, each against the same public map data. This page says what they are like, beside Monmouthshire as a whole, and how many pass the checks we run for five kinds of dog.
Three walks near Chepstow
Three of the 1,050 walks near Chepstow, from those that start nearest its middle: a 3.7 km loop, a 10.0 km there and back and a 1.9 km one-way walk. How we pick them
Where these go is in the app
Create an account- Tidenham loop3.7 km · 64 min · A loop
- Shirenewton and back10.0 km · 172 min · There and back
- Chepstow one-way walk1.9 km · 33 min · One way
Walks near Chepstow for your dog
When you tell us what your dog finds hard, the app checks every walk against it before you see one. These are five of those checks, run over the walks near Chepstow, and the share that pass each.
- 22%A dog who is nervous of other dogs and of livestock22% near Chepstow for a nervous or reactive dog, against 8% near the typical town we cover.2.5 to 8 km long, a busy or fast road beside no more than 15% of the way, at most one busy road to cross and pasture beside no more than 30% of the way.That is 240 walks or more within 5 km that pass our checks for a nervous or reactive dog.Walks for a nervous or reactive dog near Chepstow
- 31%A dog frightened by traffic31% near Chepstow for a dog scared of traffic, against 28% near the typical town we cover.2.5 to 8 km long, a busy or fast road beside no more than 15% of the way and at most one busy road to cross.That is 330 walks or more within 5 km that pass our checks for a dog scared of traffic.Walks for a dog scared of traffic near Chepstow
- 41%A big dog, or two on the lead at once41% near Chepstow for a big dog, against 42% near the typical town we cover.2.5 to 8 km long and at most one stile, gate or cattle grid.That is 430 walks or more within 5 km that pass our checks for a big dog.Walks for a big dog near Chepstow
- 26%An older dog, on a short walk26% near Chepstow for an older dog, against 28% near the typical town we cover.1 to 2.5 km long and at most one stile, gate or cattle grid.That is 270 walks or more within 5 km that pass our checks for an older dog.Short walks for an older dog near Chepstow
- 43%A short walk from the car43% near Chepstow for a short walk from the car, against 47% near the typical town we cover.1 to 4.5 km long and starting where you can park, at a car park or on a minor road.That is 450 walks or more within 5 km that pass our checks for a short walk from the car.Short dog walks from the car near Chepstow
The app searches further than 5 km when it has to, and it weighs what you tell it about your own dog, so these are a starting point rather than your answer.
What the walks near Chepstow are like
Each bar is the share of the 1,050 walks near Chepstow the sentence is true of. The upright mark on each bar, and the small number beside it, is the same share for Monmouthshire as a whole.
How far they go
5 to 8 km: 17% of the walks near Chepstow, against 19% across Monmouthshire, and no row here differs by more.
Where the walks fall by length. The five bars add up to the whole, give or take the rounding.
| Walks that | Share of walks measured | Monmouthshire |
|---|---|---|
| Under 3 km | 36% | 36% |
| 3 to 5 km | 22% | 21% |
| 5 to 8 km | 17% | 19% |
| 8 to 12 km | 11% | 12% |
| Over 12 km | 11% | 9% |
What shape they are
A loop: 19% of the walks near Chepstow, against 16% across Monmouthshire.
A loop brings you back without repeating a step. There and back retraces the way out.
| Walks that | Share of walks measured | Monmouthshire |
|---|---|---|
| A loop | 19% | 16% |
| There and back the same way | 51% | 53% |
| One way, ending somewhere else | 28% | 29% |
What is beside the path
Beside water for a tenth or more: 32% of the walks near Chepstow, against 62% across Monmouthshire.
Shares of walks where the ground beside the path is a given kind for the stated part of the way.
| Walks that | Share of walks measured | Monmouthshire |
|---|---|---|
| Under trees for a third or more of the way | 60% | 46% |
| Beside water for a tenth or more | 32% | 62% |
| On open access land for a third or more | 28% | 31% |
| Through a park or green space for a third or more | 7% | 3% |
| Beside crop fields for a third or more | 82% | 73% |
| Beside farm grassland for half or more | 81% | 91% |
| No farm grassland at all | 4% | 1% |
| Off road for four fifths or more | 10% | 16% |
| On roads or lanes for half or more | 61% | 63% |
| Through built-up streets for half or more | <1% | <1% |
What might stop you
Never beside a busy road: 59% of the walks near Chepstow, against 81% across Monmouthshire.
Shares of walks with none of each thing on the way. A road counts when it runs within about fifteen metres of the path.
| Walks that | Share of walks measured | Monmouthshire |
|---|---|---|
| Never beside a fast road | 88% | 91% |
| Never beside a busy road | 59% | 81% |
| No busy road to cross | 60% | 80% |
| No stile, gate or cattle grid | 65% | 70% |
| No steps | 82% | 93% |
What is on the way
Pass a busy beauty spot: 48% of the walks near Chepstow, against 29% across Monmouthshire.
Shares of walks that start by, or pass, each of these.
| Walks that | Share of walks measured | Monmouthshire |
|---|---|---|
| Start where you can park, at a car park or on a minor road | 80% | 79% |
| Pass a pub | 28% | 20% |
| Pass a dog-waste bin | 16% | 6% |
| Pass a public toilet | 7% | 5% |
| Pass a drinking-water tap | 2% | 5% |
| Pass a busy beauty spot | 48% | 29% |
Measured on 12 October 2026 from the map. Wales has no crop map, so farm grassland here is read from the Phase 1 habitat survey, which is not directly comparable with England's figures. How these figures are made
Walks near Chepstow, for your dog
If you live in Monmouthshire, it is your home county, and every walk in it is free, for good. Tell the app what your dog finds hard and it shows you walks that suit, with anything that might stop you shown first.
Anywhere in Great Britain, even with no signal.
Further is the Trekosa subscription: walks beyond your home county, and help on the walk itself. The OS Explorer map, 1:25,000, on any walk while you have signal. Press Offline on a walk and its map stays on your phone until you remove it, for when the signal goes. Drift off the path and you get a quiet buzz.
The first 250 households have it for good. After that, £4.99 a month or £34.99 a year.
The rules around Chepstow
In Wales you may walk on public rights of way and on the open access land Natural Resources Wales publishes. We hold both for Monmouthshire, and a walk that leaves them is refused before you ever see it.
We have read the dog orders of every council in Monmouthshire, and a walk here tells you when it crosses a place an order names.
We checked Monmouthshire for military live-firing ground and hold one area of it: Rogiet Moor Ranges. A walk is checked against it before we show it.