4.0
(1)
17
riders
3
rides
Gravel biking around Winstone offers routes through the rolling hills and valleys of the Cotswolds, characterized by ancient woodlands and open countryside. The area features a network of bridleways and quiet country lanes suitable for gravel bikes. Elevations are moderate, providing varied terrain without extreme climbs. The landscape includes historic tracks and scenic views across the Gloucestershire countryside.
Last updated: July 2, 2026
4.0
(1)
9
riders
34.3km
02:10
390m
400m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5
riders
44.8km
03:14
710m
710m
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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2
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Stop at Knead for a coffee and toilet stop. Also good place to park from to start walk
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A fine country pub in the beautifully quiet Sheepscombe village. Perfect for a mid ride refreshment. Pairs well with the Cherry Glade Campsite should you decide to end your ride here.
3
0
Great circular walking route - beautiful part of the world!
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0
Food was excellent but took an age to arrive as cafe was far too busy - need to avoid Saturdays in future
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Lovely gravel track connecting Welsh Way to Daglingworth via Quarry
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Gravel biking around Winstone features routes through the rolling hills and valleys of the Cotswolds. You'll encounter ancient woodlands, open countryside, a network of bridleways, and quiet country lanes. The elevations are moderate, offering varied terrain without extreme climbs, and many routes include historic tracks and scenic views across the Gloucestershire countryside.
While the routes in Winstone are generally rated moderate to difficult, the area's network of bridleways and quiet country lanes can be explored by beginners looking for less challenging sections. For a moderate introduction, consider routes like The Mercian Way – Minchinhampton Village loop from The Cotswolds National Landscape, which offers a good mix of terrain without extreme difficulty.
Yes, Winstone offers several routes that provide a good distance challenge. For example, the Daglingworth Gravel Track – Chedworth Roman Villa loop from Chedworth is a difficult 27.9-mile (44.9 km) path that explores historic Roman landscapes and varied gravel surfaces, making it suitable for a longer ride.
The duration of gravel bike rides in Winstone varies depending on the route and your pace. For instance, the Daneway Descent – The Butchers Arms loop from Painswick, a 21.3-mile (34.3 km) trail, typically takes about 2 hours 10 minutes to complete. Longer routes, like the 27.9-mile Daglingworth Gravel Track – Chedworth Roman Villa loop, can take closer to 3 hours 15 minutes.
Many routes pass by or near notable landmarks. You might encounter natural features like Painswick Beacon or the unique Devil's Chimney, Leckhampton Hill. Historic sites such as the Cirencester Amphitheatre and the area around Chedworth Roman Villa are also accessible from some trails. The Painswick Rococo Garden offers a beautiful detour.
Yes, all the featured gravel bike routes around Winstone are designed as loops, allowing you to start and end at the same point. Examples include the Daneway Descent – The Butchers Arms loop from Painswick and the View of Painswick – Painswick Village loop from Cotswold Commons and Beechwoods.
The gravel biking routes in Winstone are highly rated by the komoot community, with an average score of 4.3 stars. Reviewers often praise the varied terrain, the scenic views across the Cotswolds, and the opportunity to explore ancient woodlands and historic tracks. Many appreciate the well-maintained bridleways and quiet country lanes that make for an enjoyable gravel biking experience.
Yes, Winstone offers challenging routes for experienced gravel bikers. Two of the four featured routes are rated as difficult. For instance, the Daglingworth Gravel Track – Chedworth Roman Villa loop from Chedworth and the View of Painswick – Painswick Village loop from Cotswold Commons and Beechwoods both present more demanding terrain and elevation changes.
The Winstone area, being part of the Cotswolds, has charming villages with pubs and cafes. While specific establishments aren't listed for every route, many trails, like the Daneway Descent – The Butchers Arms loop from Painswick, are named after or pass near local pubs, offering opportunities for refreshments.
The Cotswolds region, including Winstone, is beautiful year-round. Spring and autumn offer pleasant temperatures and stunning scenery with blooming wildflowers or vibrant fall foliage. Summer is also popular, though trails can be busier. Winter rides are possible, but be prepared for potentially muddy conditions on unpaved sections and shorter daylight hours.
There are at least four distinct gravel bike trails detailed for the Winstone area, offering a range of moderate to difficult options for exploration. These routes are highly rated by the komoot community.


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