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Walking Events Calendar near Wokingham 2026-2027

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Monthly updates for Wokingham

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Explore the top walking events near Wokingham for 2026-2027! We've gathered 30 great walks in the area. Check out our detailed list below to find your next local walk.

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..
Walkers can choose 3km, 5km, 10km or longer on a fully signed loop along the River Thames from The Last Hop in Staines Upon Thames, with a finisher medal from 3km.
January 2027
Walkers are welcome to walk distances from 3 km, 5 km, 7 km or 10 km on a signed River Thames course with 60% tarmac and some grass trail; aid tables, flexible starts, and The Last Hop in Staines as the venue.
February 2027
Walkers can choose 3 km, 5 km, 7 km or longer along a signed River Thames course starting at The Last Hop, Staines with about 60% tarmac and aid tables each lap.
April 2027
Walkers can choose 110km, 50 miles, 50km, 25km or 12km routes across the rolling Greensand hills of the South Downs at Cowdray Estate, with parking, an event village and camping for walkers.
Looped walks of 50 km, 25 km or 10 km from Windsor Racecourse go via Great Park with castle views, Thames Path and offer full support with rest stops every 12.5 km.
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..
Walks of Marathon and Half Marathon at Mapledurham near Reading on flat waymarked Thames and Chiltern trails with support stations providing toilets, drinks and tracking.
Walkers can choose 100 km, 50 km, 25 km or 10 km from a Richmond upon Thames start across Surrey and Sussex trails, with marquee rest stops every ~12.5 km, meals every 25 km and full support.
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.
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