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Road cycling routes

South West England

Gloucestershire

Severn Bridge Cycleway – Chepstow Castle loop from Coleford

Road cycling routes

South West England

Gloucestershire

Severn Bridge Cycleway – Chepstow Castle loop from Coleford

Moderate

25

riders

Severn Bridge Cycleway – Chepstow Castle loop from Coleford

02:40

54.3km

710m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: May 9, 2026

Tips

Includes a segment in which cycling is not permitted

After 34.7 km for 101 m

Waypoints

A

Start point

Parking

Get Directions

1

7.59 km

View of the Wye Valley from St. Briavels Castle

Highlight • Viewpoint

From the castle down into the Wye Valley amazing views!!

Tip by

2

17.1 km

View of the River Wye from Wintour's Leap

Highlight • Climb

Wintour's Leap is a noted rock climbing location and viewpoint. It is located near the village of Woodcroft in Gloucestershire, on the English side of the Wye Valley, north of Chepstow.
Wintour's Leap is named after Royalist Sir John Wintour who, hotly pursued on his horse by Parliamentary forces, according to local myth survived a leap off the cliff and, landing safely in the Wye below, swam to safety in the nearby Chepstow Castle. In fact, Wintour did escape from the Roundheads by using the river nearby on two separate occasions, but from less spectacular positions at Lancaut and Sedbury.

Tip by

3

18.4 km

Tidenham Chase Climb

Highlight • Climb

Beautiful climb at a consistent 6-7% gradient with glorious views to the right over the Severn Estuary

Tip by

4

21.4 km

Coffee#1, Chepstow

Highlight • Cafe

My favourite place to stop for mid-ride coffee & cake or a more substantial lunch. Popular with locals and cyclists, staff are welcoming and friendly and food & drinks are great.

Tip by

5

24.5 km

Severn Bridge Graffiti Underpass

Highlight • Structure

Some amazing street art, by some very talented artisits on the walls of the Severn Bridge underpass.

Tip by

6

27.4 km

Severn Bridge Cycleway

Highlight • Bridge

The First Severn Bridge, completed in 1966, connects England and Wales over the River Severn. It was a monumental engineering feat, reducing travel time and promoting economic growth between the two nations. It's pretty cool to cycle over too!

Tip by

7

33.4 km

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

8

33.7 km

Bandstand and Riverside Pub on the Green

Highlight • Structure

Lovely spot for a rest by the river. Pub has outdoor seating and there’s a bandstand on the green nearby.

Tip by

B

54.3 km

End point

Parking

Way Types & Surfaces

Way Types

43.7 km

7.75 km

1.37 km

817 m

582 m

118 m

< 100 m

Surfaces

52.2 km

1.86 km

226 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 (240 m)

Lowest point (10 m)

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Weather

Powered by Foreca

Monday 13 July

29°C

12°C

0 %

Additional weather tips

Max wind speed: 20.0 km/h

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