South East (England)
Walking Events Calendar South East (England) 2026-2027
Monthly updates for South East (England)
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Explore the best walking events in South East (England) for 2026-2027! Our updated list features 20 great walks across the region. Find your next walk in South East (England) below and join the walking community at these great events!
July 2026
The event offers an accessible 1.5K loop at Wendover Woods for wheelchair users and under 12s, while forest trails include 5K and 10K options. Routes are fully marked and marshalled on undulating trail terrain with a water stop about halfway on..
September 2026
Walkers can take part in a free, non competitive event at Tinwood Estate in Chichester, following a route through the vineyard and surrounding countryside. The event is open to all and optional donations support cancer research.
Trailwalker is a team walk of 100km on the South Downs Way from Queen Elizabeth Country Park across rolling chalk hills. Nine manned checkpoints provide water, toilets and hot meals and teams must use a support crew.
Guided 21km walk from Victoria Station through the Surrey Hills AONB over sandy woodland trails with 640m ascent via Leith Hill and Holmbury Hill. Very hilly with some steep sections where hands are needed; return train travel included and toilet..
Woodland Walk from New Park Showground in Brockenhurst offers a gentle route through New Forest woodland alongside the event races. The course is not suitable for wheelchairs and cyclists and child buggies are not permitted.
Walkers can choose 2.5K, 10K, or a Half Marathon, starting at Thames Hospice, Windsor Road SL6 2DN. Routes run through countryside with views and hand painted elephant sculptures; children 14 and under walk free.
Walkers of all ages can choose a 2km or 5km route around Four Seasons Hotel Hampshire's Dogmersfield Park Estate on hotel grounds. The event features family activities and a dedicated children area on the estate.
Walkers tackle 26.2 miles on a charity route starting at Tonbridge Baptist Church through countryside, scenic parks and pretty villages around Tonbridge. There are checkpoints for water and facilities, breakfast and a hot drink on arrival and a f..
October 2026
A guided circular coastal hike of 24 km starting at Friston Forest Car Park, Seaford BN25 4AJ, across chalk cliffs, rolling coastal paths and exposed sections with steady climbs. The off road route includes regular breaks, a pub lunch stop and pa..
Guided approximately 37km circular hike from Box Hill Country Pk, Tadworth across the Surrey Hills with varied terrain and steady climbs. Group support and parking provided; walkers should carry water, food and sturdy footwear.
November 2026
Walkers take the 36km route starting in Petersfield and finishing at the Royal Naval Dockyard in Portsmouth, heading towards the coast. The event is fully supported with 3 break stops offering food and drink, satellite trackers and medical suppor..
Walkers are welcome on the 15.5 mile and 21.5 mile courses from Swanmore Village Hall via the Meon Valley and South Downs Way. About 80% trail with climbs and tricky underfoot; fully stocked checkpoints, finish food and hot drinks, and walker..
December 2026
Walkers can follow one or more 10-mile trail loops around scenic Box Hill, starting at Box Hill Main Car Park in Dorking, Surrey, with about 2,400 ft elevation gain per lap. The course is fully marked and supported with aid stations, bag drop and..
May 2027
Walkers can choose 2.5k, 5k, 10k or 15k, each lap a 2.5k loop of giant inflatable obstacles in Guildford, Surrey. The event is untimed so participants may walk at their own pace, with a midway water station, toilets and no on site par..
Walkers can choose 2.5k, 5k, 10k or 15k (each lap 2.5k) around the inflatable obstacle course at Brands Hatch, Kent, navigating giant inflatables and music zones alongside runners. The event is untimed and offers a midway water statio..
July 2027
Walkers on The Ridgeway can choose 50km, 100km Non Stop or 100km Over Two Days across chalk downs, forests and undulating trails. The route is fully signposted with seven pitstops and a basecamp offering hot food and showers.
Walkers can choose 2.5k, 5k, 10k or 15k, each lap a 2.5k circuit of giant inflatable obstacles in Southampton, Hampshire. The route is clearly marked with a midway water station, toilets and bag drop and there is no timing so walkers..