4.6
(48)
645
riders
7
rides
No traffic touring cycling routes around Chepstow are situated at the gateway to the Wye Valley National Landscape and on the edge of the Forest of Dean. The region is characterized by the meandering River Wye, ancient woodlands, and limestone gorges, offering diverse terrain for cycling. Chepstow itself sits where the River Wye meets the Severn Estuary, providing unique riverside and estuarial views. The landscape includes low hills and extensive tracks suitable for touring, with notable features like the Wye…
Last updated: May 18, 2026
6
riders
40.1km
02:31
400m
400m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
4.3
(7)
100
riders
127km
07:56
660m
660m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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5.0
(1)
42
riders
48.5km
03:22
810m
810m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
8
riders
76.2km
04:46
660m
660m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
3
riders
32.0km
02:07
390m
390m
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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A nice way to get to Chepstow without the traffic.
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What a gem this place is. Homemade food, great staff, a warm welcome and very popular with lovely views of the canal
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We were a team of six doing the LEJOG and this was a great stop for us. Very bike friendly with great food.
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Stunning views on a clear day and the gateway to some great cycling in Bristol, Bath and beyond.
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This was a lovely place on a sunny day to watch the world go by
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There are several dedicated no-traffic touring cycling routes around Chepstow, offering a variety of distances and difficulties. This guide features 7 such routes, ranging from moderate to difficult, ensuring options for different skill levels.
The no-traffic touring routes around Chepstow offer diverse terrain. You'll find paths winding alongside the River Wye, through ancient woodlands, and along disused railway lines like the Wye Valley Greenway. While many sections are relatively flat, especially along riverbanks, some routes may include gentle climbs and descents as they navigate the Wye Valley's limestone gorges and the edges of the Forest of Dean. Surfaces can vary from paved paths to well-maintained gravel tracks.
Yes, the area offers excellent family-friendly options. The Wye Valley Greenway, which includes the unique Tidenham Tunnel, is a fantastic traffic-free path linking Chepstow and Tintern. It's ideal for families and leisurely rides, providing a safe and scenic experience away from roads.
Spring and autumn are particularly beautiful for cycling in Chepstow, with pleasant temperatures and stunning natural scenery as the Wye Valley's woodlands change color. Summer offers longer daylight hours, though routes can be busier. Winter cycling is possible, but be prepared for cooler, potentially wetter conditions, and check for any seasonal closures or path conditions, especially in wooded areas.
Many routes offer glimpses of the region's rich history and natural beauty. You can cycle past the majestic Chepstow Castle, Britain's oldest surviving post-Roman stone castle, or the romantic ruins of Tintern Abbey. The routes also showcase the dramatic landscapes of the Wye Valley National Landscape, including views of the River Severn and its estuary, and the unique Tidenham Tunnel.
Yes, several routes are designed as loops starting and ending in Chepstow. For example, the Caldicot and Shirenewton loop from Chepstow offers a moderate 40 km ride exploring the Monmouthshire countryside. Another option is the Chepstow Castle – The Old Wye Bridge loop from Chepstow, a moderate 32 km route.
Chepstow offers various parking options suitable for cyclists. There are public car parks within the town, often close to the start points of many routes. It's advisable to check local council websites for specific car park locations, opening hours, and any associated fees before your visit.
Chepstow is well-connected by public transport. Chepstow railway station provides train services, and local bus services operate in and around the town. Many routes are accessible directly from the town center, making it convenient to start your ride after arriving by public transport. Always check with the transport provider regarding bicycle carriage policies.
The area is highly rated by the komoot community, with an average score of 4.7 stars. Reviewers often praise the tranquility and safety of the traffic-free paths, the stunning views of the Wye Valley and River Severn, and the blend of natural beauty with historical landmarks like Chepstow Castle and Tintern Abbey. The variety of routes, from easy family rides to more challenging loops, is also frequently highlighted.
Yes, for experienced touring cyclists seeking a challenge, there are longer and more demanding routes. The Chepstow Castle – Pye Corner Cycleway loop from Chepstow is a difficult 76 km route with significant elevation gain. Another challenging option is the Pye Corner Cycleway – Parish and Bowleaze Reens Road loop from Chepstow, covering 85 km with over 800 meters of ascent.
Generally, dogs are welcome on many of the public paths and trails in the Chepstow area, including the Wye Valley Greenway, provided they are kept under control, usually on a lead. However, specific rules can vary, especially in nature reserves or private land sections. Always check local signage and be mindful of other users and wildlife. It's also important to ensure your dog is comfortable with cycling alongside you for longer distances.


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