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Routes
Gravel rides
United Kingdom
England
South East England
Hampshire

Winchester

The best gravel rides around Winchester

4.6

(63)

675

riders

24

rides

Gravel biking around Winchester offers diverse landscapes, blending scenic countryside with historical charm. The region is characterized by chalk ridgeways, river valleys, and ancient woodlands, providing varied terrain for riders. Situated at the western gateway to the South Downs National Park, the area features notable natural features like the Meon Valley and Old Winchester Hill. These elements combine to create a rich experience for outdoor enthusiasts on gravel bikes.

Best gravel bike trails around Winchester

  • The most popular gravel bike trail is Longwood Dean Lane – Meon Valley Trail loop from Shawford, a 42.3 miles (68.0 km) trail that takes 3 hours 55 minutes to complete. This challenging route features significant elevation gain through varied landscapes.
  • Another top favourite among local gravel bikers is Meon Valley Trail – Old Winchester Hill loop from Winchester, a difficult 40.8 miles (65.6 km) path. This route offers extensive views over the surrounding countryside, including Old Winchester Hill.
  • Local gravel bikers also love the Meon Valley Trail – Meon Valley Trail loop from Wickham, a 24.6 miles (39.7 km) trail leading through the Meon Valley, often completed in about 3 hours 6 minutes.
  • Gravel biking around Winchester is defined by chalk ridgeways, river valleys, and ancient woodlands. The network offers options for different ability levels, from moderate loops to more challenging climbs.
  • The routes in Winchester are highly rated by the komoot community with an average score of 4.6 stars from over 60 reviews. More than 600 gravel bikers have used komoot to explore Winchester's varied terrain.

Last updated: May 5, 2026

4.7

(10)

110

riders

#1.

Meon Valley Trail – Old Winchester Hill loop from Winchester

65.6km

04:46

980m

980m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

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

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

Moderate

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

Moderate

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

Moderate

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

Moderate

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

Moderate

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

Moderate

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

Hard

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

Moderate
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Tips from the Community

Iain
May 26, 2025, Chilcomb Climb

poppies

Translated by Google

1

0

Karen C
March 13, 2025, Meon Valley Trail

A really nice varied route. The fast majority of it is really wide too. Very quiet on an overcast autumn week day.

0

0

Nice views but watch out for the chalk!

0

0

Dave
November 21, 2024, Goander Down Gravel Path

Be sure to visit Cheriton Village and stop for refreshment at the Flower pots

1

0

Cheriton is a stunning Hampshire village. It houses a beautiful old church and Cheriton Post Office and Stores, which is a great place to stop and restock refreshments.

1

0

This is a stunning tree-lined road where the trees arch toward each other, forming a natural canopy overhead as you cycle through.

2

0

The Meon Valley Trail is a ten mile (16 km) multi-user trail that follows a disused railway track through the Meon Valley. It's basically flat and suitable for most users; this means it's well-used by families and horses, so you can't race.

0

0

Frequently Asked Questions

How many gravel bike trails are available around Winchester?

Winchester offers nearly 30 gravel bike trails, providing a diverse range of experiences. These routes traverse chalk ridgeways, peaceful river valleys, and ancient woodlands, catering to various skill levels from moderate to challenging.

What kind of terrain should I expect on gravel bike trails near Winchester?

The gravel biking terrain around Winchester is characterized by its diverse landscapes. You'll encounter chalk ridgeways, particularly within the South Downs National Park, river valleys like the Meon Valley and Itchen Valley, and ancient woodlands such as Micheldever Wood. This mix offers both challenging climbs and scenic, smoother sections.

Are there any family-friendly gravel biking options in Winchester?

While many routes around Winchester are moderate to difficult, the Meon Valley Trail itself offers sections that are generally well-maintained and suitable for families. For a moderate loop that could be adapted, consider the Meon Valley Trail – Meon Valley Trail loop from Wickham, which is about 24.6 miles long with manageable elevation.

Can I bring my dog on gravel bike trails in Winchester?

Many public rights of way and trails in the Winchester area, including sections of the Meon Valley Trail and paths through woodlands, are dog-friendly. However, always keep your dog under control, especially near livestock or in nature reserves like Old Winchester Hill, which is a National Nature Reserve. Check local signage for specific restrictions.

What are some notable landmarks or viewpoints I can see along the gravel trails?

Several routes offer stunning views and pass by significant landmarks. The Meon Valley Trail – Old Winchester Hill loop from Winchester provides extensive vistas from Old Winchester Hill, an Iron Age hill fort. You can also find panoramic views of Winchester and the Itchen Valley from St. Catherine's Hill, which is often incorporated into local rides. For historical sites, consider routes that pass near Wolvesey Castle or King Arthur's Round Table at Winchester Castle.

Are there any circular gravel bike routes starting from Winchester?

Yes, many gravel routes around Winchester are designed as loops. For instance, the Wheely Down Farm Lane – Cheesefoot Head loop from Winchester is a moderate 18.1-mile circular ride that takes you through scenic areas. Another option is the Meon Valley Trail – Old Winchester Hill loop from Winchester, a more challenging 40.8-mile loop.

What is the best time of year for gravel biking in Winchester?

Spring and autumn are generally ideal for gravel biking in Winchester, offering pleasant temperatures and beautiful scenery, such as bluebells in Micheldever Wood in spring. Summer can be excellent, but be prepared for warmer weather. Winter riding is possible, but trails can be muddy, especially in river valleys, and chalk ridgeways can be exposed to wind.

Where can I find parking for gravel bike trails near Winchester?

Many routes start from or pass through villages and towns with public parking facilities. For example, routes like the Meon Valley Trail – Meon Valley Trail loop from North Boarhunt or the Meon Valley Trail – Meon Valley Trail loop from Swanmore likely have parking available in their respective starting villages. Winchester itself has various car parks if you plan to start directly from the city.

Are there cafes or pubs along the gravel bike routes for a stop?

Yes, the region is dotted with charming villages and towns that offer opportunities for refreshment. Routes that incorporate the Meon Valley Trail, such as the Meon Valley Trail – Meon Valley Trail loop from West Meon, will often pass through or near villages with pubs and cafes where you can refuel.

What do other gravel bikers enjoy most about the trails in Winchester?

The gravel biking routes around Winchester are highly rated by the komoot community, with an average score of 4.6 stars. Riders frequently praise the diverse landscapes, which blend challenging chalk ridgeways with serene river valleys and ancient woodlands. The opportunity to combine natural beauty with historical sites like Old Winchester Hill is also a common highlight.

How challenging are the gravel bike trails around Winchester?

The trails around Winchester offer a range of difficulties. You'll find numerous moderate routes, but also several challenging options, particularly those that involve significant elevation gain on the chalk ridgeways of the South Downs. For example, the Longwood Dean Lane – Meon Valley Trail loop from Shawford is a difficult 42.3-mile route with substantial climbing.

Can I access gravel bike trails in Winchester using public transport?

Winchester is well-connected by train, and many routes can be accessed from the city center, making it feasible to arrive by public transport. Some villages along the Meon Valley Trail or other routes may also have bus connections, allowing for varied starting points without needing a car.

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Didn’t find what you were looking for?

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