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United Kingdom
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Monmouthshire
Chepstow

Chepstow Castle – Severn Bridge loop from Chepstow

Moderate

5.0

(3)

81

riders

Chepstow Castle – Severn Bridge loop from Chepstow

03:47

63.3km

390m

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: October 15, 2025

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Waypoints

A

Start point

Train Station

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1

924 m

Chepstow Castle

Highlight • Historical Site

A huge and incredible castle. Well worth stopping off for a mooch around.

Tip by

2

1.33 km

River Wye

Lake

3

5.68 km

Severn Bridge Graffiti Underpass

Highlight • Structure

Tunnel underpass linking east and west sides of the Severn bridge. Worth a look to see the cool 😎 graffiti.

Tip by

4

12.2 km

Red Hill

Forest

5

14.1 km

Stonage Brake

Forest

6

25.9 km

Hill Village Picnic Area

Highlight • Rest Area

A nice spot to sit and contemplate the world.

Tip by

7

27.6 km

Hill Lane

Highlight • Cycleway

Gorgeous and good for getting a bit of speed up

Tip by

8

32.4 km

Berkeley Castle

Highlight • Historical Site

Dating back to the 11th century Berkeley Castle has belonged to the Berkeley family for over eight centuries. The castle has witness turbulent history – believed to be the murder …

Tip by

9

56.9 km

Severn Bridge

Highlight • Cycleway

The original Severn Road Bridge was completed in 1966 and replaced the old ferry. It's a suspension bridge with a span of 3,240 ft (988 m). Originally it carried the …

Tip by

10

57.6 km

Severn Bridge

Highlight • Monument

Cycling over the Severn Bridge is a scenic and memorable experience, with the bridge crossing the Severn Estuary and connecting South Gloucestershire in England to Monmouthshire in Wales.

It's part …

Tip by

11

62.1 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

63.3 km

End point

Train Station

Way Types & Surfaces

Way Types

46.1 km

15.8 km

797 m

360 m

< 100 m

< 100 m

Surfaces

43.3 km

19.8 km

< 100 m

< 100 m

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Elevation

Elevation

Highest point (70 m)

Lowest point (0 m)

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Weather

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Sunday 16 November

9°C

4°C

0 %

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

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