Sixpenny Handley And Pentridge
Sixpenny Handley And Pentridge
4.0
(71)
326
riders
52
rides
Mountain biking around Sixpenny Handley And Pentridge offers diverse terrain within the Cranborne Chase Area of Outstanding Natural Beauty. The landscape features dry chalkland, woodlands, and open downland, providing a mix of gravel tracks, grassy trails, and quiet country lanes. This region is characterized by varied elevations, including hills and escarpments, making it suitable for different riding preferences. Riders can explore a network of routes that combine natural beauty with historical landmarks.
Last updated: May 11, 2026
13
riders
35.0km
03:05
530m
530m
Ride the moderate 21.7-mile Win Green and Cranborne Droves Way Loop for panoramic views and varied terrain on ancient droving routes.
4.8
(4)
45
riders
39.6km
03:16
500m
500m
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.

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4.5
(16)
16
riders
Hard mountain bike ride. Good fitness required. Advanced riding skills necessary. Some portions of the route may require you to push your bike.
3.6
(5)
10
riders
26.7km
02:07
280m
280m
Moderate mountain bike ride. Good fitness required. Suitable for all skill levels.
2
riders
47.2km
03:33
560m
560m
Moderate mountain bike ride. Good fitness required. Advanced riding skills necessary.
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there's a few ways to climb here, all rewarding
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Bokerley Dyke is a substantial linear earthwork, approximately 5.75 kilometers (3.6 miles) long, located on Cranborne Chase. It runs along part of the border between Dorset and Hampshire, specifically between Woodyates and Martin. It is part of a larger Scheduled Monument that also includes Grim's Ditch and other earthworks. The dyke has a multi-period history. It is believed to have originated in the Bronze Age or Early Iron Age as an important political and cultural boundary. In the 1st century, it was cut through by a Roman road, Ackling Dyke, which ran between Old Sarum and Badbury Rings. In the 4th century, the dyke was remodeled and brought back into use. During this period, the Roman road was blocked. A coin of Valens found during excavations dates this activity to shortly after 364 AD, with some sources suggesting it was built between 367-368 AD. This remodeling may have been a defensive measure against attacks on Britain by Picts, Scots, and Saxons. The Roman road was eventually reopened, but the dyke may have continued to be used as a boundary after the Roman administration ended. Today, it still forms part of the border between the counties of Dorset and Hampshire.
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A great place to explore Ackling dyke (A Roman road) is from Gussage all saints there is a pub u can park at to the east called the Cockerel 🍻
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Love this place the views there are amazing cranborne to one side and Pentridge to the otherside
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One of the most beautiful places in the south of England 🏴 and amazing views of Wiltshire and Dorset 🤩
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I really enjoyed cycling the Wiltshire Droves, although in May is was very very wet and muddy and needed to walk in places. highly recommend it
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Win Green at 277 m is the highest point on Cranbourne Chase. The tree topped summit also has a Bronze Age hill barrow, topography stone and trig point. Lots of great running loops from here as well as easy parking close by.
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There are over 50 mountain bike trails available around Sixpenny Handley And Pentridge, offering a diverse range of experiences within the Cranborne Chase Area of Outstanding Natural Beauty.
The terrain primarily consists of dry chalkland, woodlands, and open downland. You'll encounter a mix of gravel tracks, grassy trails, and quiet country lanes. While some sections can get muddy in winter, many offer great views year-round.
Yes, there are 11 easy mountain bike routes available, making the area suitable for beginners and families. These trails often combine off-road sections with quiet on-road stretches, navigating through the picturesque countryside.
Yes, for experienced riders seeking a challenge, there is at least one difficult mountain bike trail. Additionally, many of the 41 moderate routes can offer sections requiring good fitness and advanced riding skills, with some even requiring you to push your bike.
The area is rich in historical features. You might encounter sections of the ancient Roman road known as Ackling Dyke, long and round barrows, and the monumental Dorset Cursus. Notable natural features include viewpoints like Win Green Summit, Melbury Beacon, and Fontmell Down, offering expansive views across the Cranborne Chase.
Yes, many routes are circular. For example, the Win Green & Berwick St. John loop from Sixpenny Handley is a moderate 35 km circular trail. Another option is the Ox Drove Gravel Road – The Compasses Inn loop from Sixpenny Handley, which is a 46.6 km circular route.
The area offers great views year-round. However, some sections, particularly grassy tracks, can become muddy in winter. Spring, summer, and autumn generally provide more consistent trail conditions, with pleasant weather for riding.
The mountain bike trails in Sixpenny Handley And Pentridge are highly rated by the komoot community, with an average score of 4.0 stars from over 60 reviews. Riders often praise the varied terrain, the beautiful Cranborne Chase scenery, and the blend of natural beauty with historical points of interest.
Yes, the area features historic routes like the Ox Drove Gravel Road. You can explore this on tours such as the Ox Drove Gravel Road – The Compasses Inn loop from Sixpenny Handley or the Ox Drove Gravel Road – Horseshoe Inn loop from Cranborne Chase & West Wiltshire Downs National Landscape. These routes pass by old ale houses, dew ponds, and grain storage sheds, offering a glimpse into the region's past.
The Sixpenny Handley Cycle Ride is a 14-mile (22km) circular route that is 80% off-road and 20% on-road, passing historical and natural attractions. For more details, you can visit the Visit Dorset website.
Many routes offer scenic views, especially those traversing the Cranborne Chase AONB. The Win Green & Berwick St. John loop from Sixpenny Handley is known for its expansive views. Routes that pass viewpoints like Fontmell Down or View from Charlton Down also offer picturesque landscapes.


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