Maidenhead
Walking Events Calendar near Maidenhead 2026-2027
Monthly updates for Maidenhead
Get new running races (and updates) in your inbox every month.
Explore the top walking events near Maidenhead for 2026-2027! We've gathered 60 great walks in the area. Check out our detailed list below to find your next local walk.
December 2026
Walkers can choose 5km, 10km, Half Marathon, Marathon or 50km routes from Unit 2, Thames Edge, Staines upon Thames along mainly paved riverside paths with aid stations, toilets and bag drop.
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 start at The Last Hop, Staines and follow signed Thames paths from a 3 km minimum with a 5 km turn point or repeat 7 km laps, with aid tables each lap.
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.
Walkers can choose 3 km, 5 km or 10 km routes from The Last Hop in Staines on a signed riverside course of mainly well made paths and tarmac with aid tables each lap.
Walkers are welcome; distances from a minimum 3 km up to a lap 7 km, with 3 km and 5 km turn points, on signed riverside paths and tarmac with a short grass section, aid tables at the start/finish at The Last Hop Staines.
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.
March 2027
Walkers can choose distances from 3 km up to 50 km on a signed riverside loop from The Last Hop, Staines, mainly well made paths and tarmac with aid tables and toilets.
April 2027
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.
June 2027
Routes of 55km and 25km start in Woolwich or Upper Norwood on signed Capital Ring trails through Richmond Park and Wimbledon Common; feed stations and medical support available.
Walkers can enter the Walking Half Marathon, a scenic closed road route around St Albans from Verulamium Park through country lanes. Walking entrants must finish within 5 hours and receive the same half marathon medal and an ice lolly at the fini..
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.