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Trail Running Calendar near Medstead 2026-2027

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Explore the top trail runs near Medstead for 2026-2027! We've gathered 145 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
Guided 30 mile trail run near Guildford on 1 May 2027 following the North Downs Way and Greensand Way, including climbs such as Leith Hill.
Spring trail races through Harewood Forest near Wherwell offering 5k, 10k, canicross and a children's fun run on marked, multi-terrain courses.
An off-road half marathon and 10 km trail event near Ludgershall through bridle and woodland tracks, with chip timing, stocked aid stations, full medical support, finishers' medals and prizes for the top three men and women.
A two day self supported navigation challenge for teams of two through the Surrey Hills with basic farm camping and virtual controls.
Pretty Muddy 5k at Southsea Common on 8 May 2027 features mud obstacles on a flat route, a minimum £50 fundraising target, and an age limit of 13 years and over.
An inflatable obstacle course event in Guildford on 8 May 2027 offering 2.5k to 15k lap distances, music zones, finisher medals and family friendly entries.
A 50 mile point-to-point trail race on the North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb, six aid stations and a 13 hour cut-off.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
Point to point trail in Surrey offering 62K, 41K and 20K routes plus 2 and 3 leg relays with marked courses, chip timing and an event village with food and partner goodies.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
A guided trail half marathon around the Surrey Hills, about 13 miles from St Martha's Hill in Guildford, following parts of the North Downs Way and notable viewpoints. The run is social in format with a guided pace and evening options.
A 24 hour off road trail event on 5 mile loops with solo, pairs and team categories, onsite campsite, parking, caterers and illuminated night routes.
June 2027
A 24 hour relay at Wasing Park, Reading where Solos, Pairs and Teams run an undulating 8 km trail lap with camping and an on-site event village.
A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.
A repeating 6.706 km trail loop at Chilton Manor Farm around Godsfield Copse and Bugmore Hill, with on-site camping, water stations and race support.
At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.
A flat five mile out and back along the old Hayling Billy railway line on Hayling Island, organised by Victory AC and scheduled for June 2027, date tbc.
A 5 km trail race at Matterley Estate with a fully marked course, medical support and a finisher medal; entries limited to 200 and minimum age 12.
A 100 mile non-stop race along the South Downs Way with 12 aid stations, medical support and a 30 hour cut off, starting at Matterley Estate and finishing at Eastbourne.
A 50 km nonstop trail ultra across the South Downs National Park with a fully marked route, four aid stations, medical cover and a nine hour cut off.
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