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United Kingdom
England
South East England
Hampshire
East Hampshire

Medstead

The best gravel rides around Medstead

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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

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#1.

Cheesefoot Head – Cheesefoot Head loop from Itchen Stoke and Ovington

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.

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Hard

Hard gravel ride. Very good fitness required. You may need to push your bike for some segments of this route.

Hard
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Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

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Popular around Medstead

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MCW73
June 17, 2026, Devil's Punch Bowl Quiet Lane

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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Chris
July 30, 2025, Passfield Pond

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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Frequently Asked Questions

What kind of terrain can I expect on gravel bike trails around Medstead?

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.

Are there any challenging gravel bike routes in the Medstead area?

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.

Are there any moderate or shorter gravel bike routes available?

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.

What natural features or wildlife might I see while gravel biking near Medstead?

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.

What historical or cultural attractions are near the gravel biking routes?

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.

Are there any unique points of interest or viewpoints along the trails?

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.

What is the best season for gravel biking in Medstead?

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.

Are there any loop routes for gravel biking in Medstead?

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.

What do other gravel bikers say about the routes in Medstead?

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.

Are there any unique local experiences near the gravel trails?

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.

Is Medstead suitable for family-friendly gravel biking?

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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