10
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1
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Gravel biking around Medstead offers routes through a landscape characterized by its elevated position on the Hampshire Downs, featuring a mix of farms and woodlands. The area's average elevation of approximately 600 feet (180 meters) provides varied terrain suitable for gravel cycling. A network of public bridleways and country lanes forms the basis for many routes, traversing natural settings like Medstead Grange and Bushy Leaze Wood. This combination of varied elevation and diverse natural features makes Medstead a compelling destination…
Last updated: July 3, 2026
4
riders
34.5km
02:11
400m
400m
Hard gravel ride. Good fitness required. You may need to push your bike for some segments of this route.
5
riders
62.6km
03:51
580m
580m
Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.

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1
riders
16.9km
01:02
190m
190m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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Branching off the main trails, the quiet country lanes surrounding the Devil’s Punch Bowl offer tranquil, traffic-free routes. These scenic paths wind past historic farmsteads and sunken valleys, providing a deeply peaceful local countryside escape.
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Following the 2011 opening of the Hindhead Tunnel, the old A3 through the Devil’s Punch Bowl was closed and dug up. Nature completely reclaimed the tarmac, transforming it into peaceful, scenic paths. Today, cyclists enjoy paved, car-free routes tracing the rim of the dramatic, sandstone amphitheater.
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The old A3 road, which once choked the Devil’s Punch Bowl with traffic, has been transformed into a peaceful, paved walking and cycling trail. Following the 2011 tunnel bypass, nature reclaimed the tarmac, creating a scenic, accessible path that seamlessly connects visitors to the wider Surrey Hills network.
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One way is so fast, other way not so much but great views either way
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Lovely section of the Camino Inglés on the Itchen Way, I think is also N22 cycle route or similar. (not well signposted or waymarked, but lovely peaceful lanes and picture-perfect villages).
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Historic waterbeds for growing watercress, on a very quiet road. There's a ford just along with a perfect cycle crossing
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Well maintained bridleway through very pleasant private estate land.
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great gravel path. In my opinion an unexperienced cyclist could struggle a bit due to the sandy bits, i.e. my mum. In general super quite and great fund. I did it with a road bike - possible but not as much fun as with a gravel bike. In general, do not go on your road bike.
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Medstead is situated on the Hampshire Downs, offering an elevated landscape with varied terrain. You'll encounter a mix of country lanes, public bridleways, and paths through farms and woodlands like Medstead Grange and Bushy Leaze Wood. The elevation, reaching up to 716 feet (218 meters) at King's Hill, provides both scenic vistas and some challenging climbs.
Yes, Medstead offers several challenging routes. For instance, the Devil's Punch Bowl Trail – Woolmer Ranges Gravel Track loop from Alton is a difficult 38.9-mile path exploring extensive woodlands with significant elevation gain. Another demanding option is the Cheesefoot Head – Cheesefoot Head loop from Itchen Stoke and Ovington, a 21.4-mile difficult trail with over 400 meters of elevation gain.
Yes, for a more moderate experience, consider the Lovington Lane – Cheesefoot Head loop from Itchen Stoke and Ovington. This 10.5-mile route leads through the Hampshire Downs and local farmlands, offering a less strenuous ride with around 190 meters of elevation gain, typically completed in just over an hour.
The fields and woodlands around Medstead are home to diverse wildlife, including foxes, badgers, various deer species (red, roe, and muntjac), and hares. You might also spot birds of prey like red kites and buzzards. In early summer, wildflower meadows, intentionally maintained to attract butterflies and bees, display beautiful wild orchids.
Medstead and its surroundings are rich in history. You can visit Jane Austen's House Museum in nearby Chawton, the former home of the famous author. The village itself has an interesting Norman church (St Andrew's Church) and an iron age fort. Other notable sites include Alton Abbey and various historic churches like St John the Baptist Church, New Alresford.
Yes, the elevated position of Medstead offers scenic vistas across the Hampshire Downs. You can also explore natural highlights such as Joan's Acre Wood and the Source of the River Itchen. For historical views, the Abbotstone Iron Age Fort and Nature Reserve provides an interesting viewpoint.
The varied terrain and woodlands make Medstead enjoyable for gravel biking across multiple seasons. Spring and summer offer pleasant weather and the chance to see wildflower meadows. Autumn brings beautiful foliage, while winter rides can be invigorating, though some paths might be muddier after rain. Always check local conditions before heading out.
Yes, many of the gravel biking routes around Medstead are designed as loops, allowing you to start and finish in the same location. Examples include the Cheesefoot Head – Cheesefoot Head loop from Itchen Stoke and Ovington and the Lovington Lane – Cheesefoot Head loop from Itchen Stoke and Ovington.
Gravel bikers who have explored Medstead with komoot often highlight the region's varied terrain, extensive woodlands, and the network of public bridleways. The area is appreciated for offering options suitable for different ability levels, from moderate loops to more challenging, longer routes through the Hampshire Downs.
Beyond biking, you can experience the historic Watercress Line, a heritage steam railway with a restored station in Medstead. For wine enthusiasts, the nearby Hattingley Valley Winery offers tours and tastings, showcasing vineyards that share the same chalk seam as Champagne, France.
While some routes are challenging, the network of country lanes and public bridleways around Medstead offers potential for family-friendly rides. Look for routes with less elevation gain and shorter distances, focusing on the quieter paths through farmlands and woodlands. Always check the route details for difficulty before setting out with children.


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