4.4
(11)
66
riders
03:26
40.6km
600m
Mountain biking
Mountain bike the Chalk Ridge Extreme Trail on the Isle of Wight, a 25.2-mile route with 1975 feet of elevation gain and panoramic views.
Last updated: February 26, 2026
Tips
Includes a very steep uphill segment
You may need to push your bike.
After 28.4 km for 313 m
Waypoints
Start point
Parking
Get Directions
9.07 km
Highlight (Segment) • Cycleway
Tip by
13.2 km
Highlight • Trail
Tip by
16.5 km
Highlight • Viewpoint
Tip by
40.6 km
End point
Parking
Way Types & Surfaces
Way Types
17.9 km
11.1 km
7.68 km
2.83 km
893 m
218 m
Surfaces
15.3 km
11.9 km
8.46 km
4.64 km
218 m
< 100 m
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Elevation
Highest point (210 m)
Lowest point (0 m)
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Weather
Powered by Foreca
Thursday 14 May
14°C
5°C
40 %
Additional weather tips
Max wind speed: 21.0 km/h
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This route was planned by komoot.
The trail is known for its challenging conditions, especially mud. To avoid the most treacherous slippery mud and chalk sections, it's generally best to ride during drier periods, typically late spring through early autumn. Winter and wet weather can make the route significantly more difficult due to extensive mud.
Expect a diverse and demanding landscape. The route features steep, slippery, and muddy sections, alongside chalk and gravel surfaces. You'll encounter rocky, 'gnarly,' and 'super raw' sections, including steep climbs and fast descents. Significant portions are chalk ridge singletrack and downhills. Around the River Yar, conditions can be particularly muddy and slippery. Approximately 25% of the route is on paved roads, with the rest primarily bridleways and byways.
No, this trail is classified as 'Hard' with a 'Black Grading' and is considered the most challenging mountain biking route on the Isle of Wight. Its steep gradients, varied track surfaces, and technical sections require significant endurance and advanced riding skills. E-bikes are often recommended to make the demanding ascents more manageable.
Yes, dogs are generally welcome on the public bridleways and byways that make up much of the Chalk Ridge Extreme Trail. However, as the trail passes through rural farmland and areas with livestock, it's crucial to keep dogs under close control, preferably on a lead, to ensure their safety and respect for local wildlife and farming practices.
No, there are no specific permits required or entrance fees to ride the Chalk Ridge Extreme Trail itself, nor to access the general areas of the Isle of Wight National Landscape through which it passes. The trail primarily uses public rights of way. However, always respect private land and follow the Countryside Code.
While the trail is a circular route, common access points with parking can be found near towns and villages along the route. For specific parking options, consider areas around Freshwater Bay or Carisbrooke, which offer access to different sections of the trail. Public transport options to various points on the Isle of Wight are also available, allowing for flexible starting points.
The trail offers spectacular panoramic views across the Isle of Wight. You'll see ancient forests, wooded bridleways, Bronze Age burial sites, and the rural farmland of the Arreton Valley. On clear days, you might even catch a glimpse of the north coast of France. Highlights include Wellow Down - view of Freshwater Bay and View of Freshwater Bay and Tennyson Down, especially along sections of the Tennyson Trail where cliffs rise dramatically above the sea.
Yes, the Chalk Ridge Extreme Trail incorporates sections of several other routes. Notably, it includes parts of the Tennyson Trail and the Round the Island Route. It also overlaps with the '7 Hills Killer route,' a known event within the Isle of Wight Cycling Festival, and sections of the Isle of Wight Coastal Path.
Given its extreme difficulty and length, essential gear includes a well-maintained mountain bike suitable for challenging terrain, a helmet, appropriate protective gear, and plenty of water and snacks. Due to varied weather and potential for mechanical issues, carry a repair kit, spare inner tube, pump, first-aid kit, and waterproof layers. A fully charged phone and a reliable navigation device are also highly recommended.
As a circular route traversing various parts of the Isle of Wight, you'll find opportunities for refreshments in the towns and villages it passes through or near. Consider planning your stops in places like Freshwater, Carisbrooke, or other local communities along the way, where cafes and pubs offer a chance to refuel.
The Chalk Ridge Extreme Trail is a circular route, typically around 53 to 55 miles long. This allows riders to complete the entire loop, either in a single strenuous day or by breaking it up into multiple sections to fully appreciate the scenery.