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Bike touring routes & trails

Chepstow Castle – Caerwent Roman Town Walls loop from Chepstow

Bike touring routes & trails

Chepstow Castle – Caerwent Roman Town Walls loop from Chepstow

Moderate

3

riders

Chepstow Castle – Caerwent Roman Town Walls loop from Chepstow

02:06

31.9km

390m

Cycling

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: April 16, 2026

Tips

Cycling is not permitted along parts of this route

After 18.3 km for 54 m

After 21.8 km for 214 m

Waypoints

A

Start point

Train Station

Get Directions

1

570 m

The Ugly Mug Café

Highlight • Cafe

Great cafe, nice fresh cooked food

Tip by

2

884 m

Chepstow Castle

Highlight • Castle

A Castle with parking space/WCs & coffee shop next to it. We parked here to explore the Wye Valley.

Tip by

3

1.09 km

Old Wye Bridge (closed)

Highlight • Castle

On a lighter note, 3 weeks ago I did a 53 mile round trip to Chepstow only to find, on getting there, that I'd left both my phone and camera (and money!) at home. Doh!

Tip by

1.37 km

River Wye

Lake

14.9 km

Caer-went Roman Town

Archaeological Site

6

15.2 km

Caerwent Roman Town Walls

Highlight • Historical Site

Amazing Roman walls remain, but not much else in Caerwent

Tip by

7

17.8 km

Caldicot Castle

Highlight • Historical Site

lovely place for a picnic.

Tip by

8

22.0 km

View of the Severn Bridge from Black Rock

Highlight • Bridge

9

30.6 km

Chepstow Woodland Path

Highlight • Viewpoint

Pretty traffic-free route in and out of Chepstow towards the Severn Bridge. Look over the fence on the right for a nice view out over the town.

Tip by

B

31.9 km

End point

Train Station

Way Types & Surfaces

Way Types

21.5 km

4.77 km

2.49 km

2.21 km

375 m

261 m

250 m

Surfaces

21.1 km

9.88 km

396 m

250 m

< 100 m

< 100 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (150 m)

Lowest point (0 m)

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Weather

Powered by Foreca

Wednesday 20 May

21°C

11°C

21 %

Additional weather tips

Max wind speed: 19.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

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