Routes

Planner

Features

Updates

App

Get the App

Routes

Hiking trails & Routes

Chepstow Castle – Chepstow Castle loop from Chepstow

Routes

Hiking trails & Routes

Chepstow Castle – Chepstow Castle loop from Chepstow

Moderate

5.0

(2)

hikers

Chepstow Castle – Chepstow Castle loop from Chepstow

02:10

8.00km

110m

Hiking

Moderate hike. Good fitness required. Easily-accessible paths. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: May 10, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Wye Valley National Landscape

Waypoints

Start point

Bus stop

Get Directions

48 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

208 m

Standing proudly on a limestone cliff above the River Wye, Chepstow Castle is a magnificent fortress with a history that stretches back nearly 1,000 years. Founded in 1067 by Earl William fitz Osbern, a close friend of William the Conqueror, the castle was one of the first Norman strongholds in Wales. These days, it is an interesting place to visit and affords some stunning views.

Tip by

4.77 km

Offa's Dyke Path Southern Terminus

Highlight • Monument

Here, overlooking the Severn Bridge, stands the stone that marks the starting point of the Offa's Dyke Path in a south-north direction. If you walk in a north-south direction, you will end up here. If you walk the whole way and have time, it is a good idea to make the detour to the starting point on the day you arrive. Then you can start walking from Chepstow on the first day without having to make the detour.

Translated by Google •

Tip by

7.71 km

Viva Vita Italian Restaurant

Highlight • Cafe

Stopped here for breakfast and a coffee and the quality was amazing. Has a sheltered outdoor seating area where you can lean your bikes against the wall in sight.

Tip by

8.00 km

End point

Bus stop

Way Types & Surfaces

Way Types

2.53 km

1.78 km

1.72 km

1.28 km

691 m

Surfaces

2.06 km

2.04 km

1.82 km

1.47 km

600 m

Elevation

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

Weather

Saturday 11 July

31°C

16°C

0 %

Additional weather tips

Max wind speed: 27.0 km/h

to get more detailed weather forecasts along your route

Comments

Want to know more?

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

Navigate

Send to Phone

Save

Edit route

Download GPX

Move start point

Embed on a website

Report an Issue

Report restricted access

Nearby routes

Moderate

4.8

525

Devil's Pulpit & Brockweir loop from Tintern Abbey

03:33h

12.4km

280m

Moderate

4.6

577

Ferry crossings to King Arthur's Cave from Symonds Yat East — Wye Valley

02:44h

9.57km

220m

Easy

4.5

462

Symonds Yat & Biblins Bridge loop — Wye Valley

01:46h

6.20km

130m

Easy

4.6

315

Peregrine Path and Biblins Bridge Loop

01:15h

4.66km

50m

Easy

4.5

486

Wapping Wharf & SS Great Britain loop from Bristol Temple Meads

01:49h

7.12km

20m

Easy

4.7

335

Brockweir Loop from Tintern Abbey — Wye Valley

01:31h

5.37km

110m

Hard

4.6

248

Tintern Abbey loop from Chepstow

06:14h

21.2km

590m

Moderate

4.9

245

Woodchester Park loop

02:24h

8.72km

140m

Easy

4.5

269

Frome Valley Walkway: Oldbury Court Loop

01:28h

5.64km

30m

Moderate

4.6

153

Tintern Abbey to Brockweir loop — Wye Valley

02:41h

8.73km

290m

Moderate

4.6

185

Chepstow Castle to Wyndcliff Wood — Wye Valley Way

04:31h

15.8km

370m

Moderate

4.8

238

Llandegfedd Reservoir loop

02:41h

9.75km

160m

Chepstow Castle – Chepstow Castle loop from Chepstow

Chepstow Castle

Chepstow Castle

Offa's Dyke Path Southern Terminus

Viva Vita Italian Restaurant

Nearby routes

Sign up or log in to keep exploring this route

We value your privacy ⛰️

We value your privacy ⛰️