Win Green and Cranborne Droves Way Loop
Win Green and Cranborne Droves Way Loop
12
riders
03:05
35.0km
530m
Mountain biking
Ride the moderate 21.7-mile Win Green and Cranborne Droves Way Loop for panoramic views and varied terrain on ancient droving routes.
Last updated: February 26, 2026
Tips
Your route passes through protected areas
Please check local regulations for:
Cranborne Chase & West Wiltshire Downs AONB
Waypoints
Start point
Parking
Get Directions
7.93 km
Highlight • Viewpoint
Tip by
13.4 km
Highlight • Historical Site
Tip by
18.4 km
Highlight (Segment) • Summit
Tip by
35.0 km
End point
Parking
Way Types & Surfaces
Way Types
11.4 km
11.4 km
5.97 km
5.42 km
502 m
310 m
Surfaces
17.7 km
6.07 km
4.93 km
3.94 km
1.35 km
1.03 km
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Elevation
Highest point (270 m)
Lowest point (90 m)
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Weather
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Sunday 10 May
14°C
2°C
25 %
Additional weather tips
Max wind speed: 20.0 km/h
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This route was planned by komoot.
While specific parking details aren't provided, the loop is accessible from various points along its route. Many riders start near Sixpenny Handley or Berwick St John, which are good options for finding local parking. Always check for designated parking areas or local regulations before you go.
Yes, dogs are generally welcome on this route. However, as the trail passes through farmland and areas with livestock, it's essential to keep your dog under close control, preferably on a leash, especially near grazing animals. Always follow the Countryside Code.
The best time to ride this loop is during the drier months, from late spring to early autumn. During winter and after heavy rain, sections of the trail, particularly the ancient droving routes, can become significantly muddy, waterlogged, and feature deep ruts, making for a much more challenging ride.
No, there are no specific permits or entrance fees required to ride the Win Green and Cranborne Droves Way Loop. It is located within the Cranborne Chase and West Wiltshire Downs National Landscape, which is freely accessible to the public. However, always respect private land and follow local signage.
The route features a diverse mix of terrain, including unpaved sections, gravel tracks, natural earth paths, and quiet country lanes. You'll ride along ancient droving routes like the Ox Drove and parts of old Roman roads. Be prepared for moderate gradients, some exhilarating descents, and potentially muddy, rutted sections, especially in wet conditions.
This loop is generally considered a moderate mountain bike ride. It demands good fitness for the climbs and some advanced riding skills to navigate the more technical sections, particularly when dealing with mud, ruts, or steeper descents. It's not typically recommended for absolute beginners.
You'll encounter several notable features and stunning views. Highlights include the historic Ox Drove Road (Cranborne Droves Way Trail), the iconic Win Green Summit with its distinctive beech trees and panoramic views over Blackmore Vale and Salisbury Plain, and White Sheet Hill. The route also passes through historic villages and ancient burial sites.
Yes, the Win Green and Cranborne Droves Way Loop incorporates sections of several other official trails. You'll find yourself on parts of the Cranborne Droves Way Trail, the Wessex Ridgeway Trail, The Hardy Way, and the Wiltshire Cycleway, among others. It also follows significant portions of the historic Ox Drove.
On average, mountain bikers can expect to complete this 35 km (21.7 miles) loop in approximately 3 to 3.5 hours. This duration can vary depending on your fitness level, riding speed, and how often you stop to enjoy the views or navigate challenging sections.
Due to its moderate difficulty, varied terrain, and sections requiring advanced riding skills, this loop is generally not recommended for beginner mountain bikers or young families. Riders should have good fitness and some experience with off-road cycling, especially if conditions are wet.
The Cranborne Droves Way, which forms a significant part of this loop, is generally well-waymarked. Look out for the distinctive ram's head logo on green discs, which will help guide you along the ancient droving routes.