Gloucester & the River Severn loop from Chepstow
Gloucester & the River Severn loop from Chepstow
3.0
(1)
12
riders
Gloucester & the River Severn loop from Chepstow
05:07
106km
1,060m
Road cycling
This difficult 66.2-mile road cycling loop from Chepstow to Gloucester offers diverse scenery, historical sites, and over 3400 feet of eleva
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Waypoints
Start point
Train Station
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5.44 km
Severn Bridge Cycle Path
Highlight • Cycleway
Tip by
13.7 km
Shaun the Sheep Sculptures at Stone Manor
Highlight • Historical Site
Tip by
52.4 km
Gloucester Cathedral
Highlight • Religious Site
The unique cathedral has also featured in Doctor Who and Sherlock as well as Harry Potter.
You can visit the cathedral and discover its 1,000 years of history from 7.30am - 6pm daily. There is also a cafe and a gift shop. You can find more information, here: gloucestercathedral.org.uk
Tip by
90.7 km
View of the Wye Valley from St. Briavels Castle
Highlight • Viewpoint
Tip by
97.8 km
Tintern Abbey
Highlight • Historical Site
The abbey fell into ruin after the Dissolution but its fame didn't fade for long. In fact, it's been the subject of poetry and art since the 18th century, notably featuring in William Turner's painting, The Chancel and Crossing of Tintern Abbey. It's under the management of the Welsh government's Cadw department and there's an entry fee if you'd like to walk around the ruins.
Tip by
101 km
Descent into Tintern
Highlight • Climb
Tip by
106 km
End point
Train Station
Way Types & Surfaces
Way Types
51.5 km
28.8 km
23.9 km
1.94 km
401 m
< 100 m
Surfaces
79.1 km
27.1 km
250 m
< 100 m
< 100 m
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Elevation
Highest point (240 m)
Lowest point (10 m)
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Weather
Powered by Foreca
Thursday 7 May
16°C
7°C
49 %
Additional weather tips
Max wind speed: 12.0 km/h
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This route was planned by komoot.
Frequently Asked Questions
How challenging is the Gloucester & the River Severn loop from Chepstow?
This is considered a difficult road cycling route, requiring very good fitness. It covers over 100 kilometers with more than 1,000 meters of elevation gain, making it a significant undertaking for experienced cyclists.
What is the terrain like on this road cycling loop?
While primarily paved with roads and cycleways, be aware that some segments may be unpaved and difficult to ride, especially along canal paths out of Gloucester. You might encounter bumpy or muddy sections, even on 28mm tires, which could require walking your bike. The route is a mix of asphalt and paved surfaces, with small unpaved sections.
What notable landmarks or points of interest will I see along the route?
You'll pass by several impressive sights. Highlights include the Severn Bridge Cycle Path, the historic Gloucester Cathedral, and the exquisitely preserved Tintern Abbey. You can also enjoy views of the Wye Valley from St. Briavels Castle.
What is the best time of year to cycle this loop?
The route offers diverse scenery, but given the potential for unpaved sections and the length, spring and summer are generally ideal. This avoids the muddier conditions of winter and allows for more comfortable riding temperatures.
Where can I park to start the Gloucester & the River Severn loop from Chepstow?
Chepstow is a common starting point for this loop. You'll find various parking options in and around the town, which is well-situated for accessing the route.
Is the Gloucester & the River Severn loop dog-friendly?
This route is designed for road cycling and includes busy road segments and potentially shared off-road sections. While some parts might be accessible with a dog, it's not generally recommended as a dog-friendly cycling route due to the nature of the ride and potential hazards.
Do I need any permits or pay entrance fees for this route?
No specific permits or entrance fees are required to cycle this route itself. The trail passes through the Wye Valley National Landscape, but there are no general entrance fees for cycling within the landscape.
What should I bring for this road cycling trip?
Given the length and varied terrain, it's highly recommended to carry puncture repair equipment, waterproofs, sufficient food, and drinks. Always be prepared for changing weather conditions and potential mechanical issues.
Are there places to eat or drink along the route?
Yes, as the route passes through towns and villages like Gloucester and Chepstow, you'll find various cafes, pubs, and shops where you can refuel and refresh. It's a good idea to plan your stops in advance.
Does the route connect with other cycling paths?
Yes, sections of this route overlap with or run close to several other official paths. You might find yourself on parts of the National Cycle Network Route 4, the Wye Valley Walk, or the Severn Way.
How long does it typically take to complete this road cycling loop?
On average, completing this challenging 106-kilometer (66-mile) loop takes approximately 5 hours and 7 minutes of active cycling time. However, this duration can vary significantly based on your fitness level, speed, and the number of stops you make.
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Trail Reviews
Lovely lanes between Popes Hill and Churcham. A peaceful area. The return from Gloucester was tough. I overlooked the forecast of a brisk South Westerly and spent 55km battling against it. Better planning needed.