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Gravel rides
United Kingdom
Wales
South Wales
Monmouthshire

Chepstow

The best gravel rides around Chepstow

5.0

(2)

31

riders

7

rides

Gravel biking around Chepstow offers diverse terrain through the historic gateway to the Wye Valley National Landscape. The region features ancient woodlands, tranquil riversides along the Wye and Severn, and varied surfaces including forestry gravel roads and old tramroads. Riders can expect a mix of challenging climbs and less strenuous paths, with routes winding through mature broadleaf and conifer species. This landscape provides extensive opportunities for exploration on two wheels.

Best gravel bike trails around Chepstow

  • The most popular gravel bike trail is Wentwood Forest Gravel Roads – Wentwood Fire Roads loop from Shirenewton, a 15.0 miles (24.2 km) trail that takes 2 hours 8 minutes to complete. This route navigates through the extensive forestry gravel of Wentwood Forest.
  • Another top favourite among local gravel bikers is View of Tintern Abbey – Tintern Abbey loop from Chepstow, a difficult 24.5 miles (39.5 km) path. This route leads through the Wye Valley.
  • Local gravel bikers also love the Coed Wern y Cwm Wood – Chepstow Park Wood loop from Shirenewton, a 17.5 miles (28.1 km) trail leading through ancient woodlands, often completed in about 2 hours 4 minutes.
  • Gravel biking around Chepstow is defined by ancient woodlands, river valleys, and varied terrain including forestry tracks and old tramroads. The network offers options for both moderate and difficult ability levels.
  • The routes in Chepstow are highly rated by the komoot community with an average score of 5.0 stars from over 1 review. More than 30 gravel bikers have used komoot to explore Chepstow's varied terrain.

Last updated: May 5, 2026

10

riders

#1.

Wentwood Forest Gravel Roads – Wentwood Fire Roads loop from Shirenewton

24.2km

02:08

470m

480m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Cycling Collection by

The Racing Collective

Tips from the Community

Klaske Schep
April 15, 2026, Tidenham Tunnel

Tidenham Tunnel opening hours 1 April -30 April 8am-6pm 1 May - 15 Aug 7am-7pm 16 Aug - 30 Sept 8am-6pm 1 Oct - 31 March Tunnel closed

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This is now closed!!! Such a shame.

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Clive G
September 30, 2025, View of Tintern Abbey

There are only a few places you can see the Abbey from the opposite bank.

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Some great views of Tintern from this viewpoint

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When i first caught sight of this monastery, I was in awe. The still standing center, though in ruins, gives this sight a haunting atmosphere.

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Flat out gravel fun with awesome descents

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Great flat out gravelness with a hefty climb to reach Westwood matched by crazy descents

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Great fire roads and criss-crossing MTB single track Some super steep descents too. Also it's beautiful

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Frequently Asked Questions

What kind of terrain can I expect on gravel bike trails around Chepstow?

The gravel bike trails around Chepstow offer a diverse mix of surfaces. You'll find extensive forestry gravel roads, old tramroads, and paths winding through ancient woodlands like Wentwood Forest and Chepstow Park Wood. The region's varied terrain includes both challenging climbs and less strenuous sections, catering to different skill levels.

Are there any easy or beginner-friendly gravel routes near Chepstow?

While many routes in the area are rated as difficult, there are moderate options suitable for those looking for a less strenuous ride. For example, the Titters Hill Bridleway – Hill Lane loop from Olveston offers a moderate 40.6 km (25.2 miles) ride with less elevation gain, providing a good introduction to gravel biking in the region.

What are some scenic gravel routes that offer great views or pass by natural features?

Many routes in the Chepstow area are incredibly scenic. The Tintern Abbey – Tintern Abbey loop from St Arvans, for instance, offers significant elevation gain and passes by the historic Tintern Abbey and through the beautiful Wye Valley landscape. You can also explore the Wye Valley Greenway, an off-road path that includes the unique 1km-long Tidenham Tunnel.

Are there any circular gravel bike trails starting near Chepstow?

Yes, many of the gravel routes around Chepstow are designed as loops. A popular option is the Wentwood Forest Gravel Roads – Wentwood Fire Roads loop from Shirenewton, which is a 24.2 km (15.0 miles) trail navigating through the extensive forestry gravel of Wentwood Forest.

What historical landmarks or attractions can I see along the gravel bike trails?

The region is rich in history and natural beauty. You can cycle past the majestic ruins of Tintern Abbey, or ride near Chepstow Castle, Britain's oldest surviving post-Roman stone castle. The River Severn also offers picturesque views along its banks.

What do other gravel bikers say about the trails in Chepstow?

The gravel biking routes in Chepstow are highly rated by the komoot community, with an average score of 4.5 stars from over 2 reviews. More than 50 gravel bikers have used komoot to explore the varied terrain, often praising the ancient woodlands and tranquil riversides.

Are there any challenging gravel bike routes for experienced riders?

Absolutely. Chepstow offers several challenging routes with significant elevation gain. For instance, the View of Tintern Abbey – Tintern Abbey loop from Chepstow is a difficult 39.5 km (24.5 miles) trail leading through the Wye Valley, often completed in about 2 hours 58 minutes, providing a good test for experienced riders.

What is the best time of year for gravel biking around Chepstow?

The diverse landscapes of the Wye Valley and Forest of Dean make Chepstow suitable for gravel biking across many seasons. Spring and autumn offer pleasant temperatures and vibrant scenery, while summer provides longer daylight hours. Even in winter, the forestry tracks can be explored, though conditions may be muddier and require appropriate gear.

Are there family-friendly gravel biking options in the Chepstow area?

While many routes are rated moderate to difficult, the Wye Valley Greenway offers a relatively flat and picturesque off-road path, making it a good starting point for families. This multi-use path links Chepstow with Tintern and is built on a disused railway line, providing a gentler experience.

Where can I find parking for gravel biking routes near Chepstow?

Parking is generally available at various access points to the Wye Valley and Forest of Dean trails. Specific parking details often accompany individual route descriptions on komoot. For general information on Chepstow and its amenities, you might find resources on local tourism sites helpful, such as Visit Dean Wye.

Are there any routes that go through Chepstow Park Wood?

Yes, you can find routes that explore the ancient woodlands of Chepstow Park Wood. The Coed Wern y Cwm Wood – Chepstow Park Wood loop from Shirenewton is a moderate 28.1 km (17.5 miles) route that takes you through this area, offering panoramic views of the Bristol Channel and beyond.

Can I access gravel trails near Chepstow using public transport?

Chepstow is a well-connected town, making it a good base for exploring the region. It's the starting point for long-distance routes on the National Cycle Network, suggesting accessibility by public transport. For specific public transport links to trailheads, it's best to check local bus or train schedules, or consult resources like Visit Monmouthshire for cycling-related transport information.

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