Upper Woolhampton
Trail Running Calendar near Upper Woolhampton 2026-2027
Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 130 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
February 2027
A two-day, 66-mile ultramarathon along the North Downs Way with organised logistics, on-course support, and overnight accommodation.
Saturn Running's Midweek Chasing Numbers in Staines is a seven hour time challenge along the River Thames with flexible lap distances and finisher medals.
A 30 mile non-competitive group trail run from Harting Down along parts of the South Downs Way, passing Beacon Hill, Cocking Down and Kingley Vale. Led by an experienced guide and recommended for those who have run at least 22 miles in training.
March 2027
A 7 hour Time Challenge along the River Thames where participants choose distances from 3 km up to ultra with medals, distance pins, goody bags and aid stations.
Multi terrain 10 km by the River Thames near Windsor & Eton Brewery with a finisher medal, a drink option and a commemorative pint cup.
A 24-hour endurance event at Alice Holt Forest where runners repeat a 6.7 km loop each hour, aiming to complete as many laps as possible.
Point to point trail races on the South Downs Way offering a 50 mile ultra, a 50 km ultra and a marathon with marked routes, aid stations, coach transfers and an option to plant a tree instead of taking a medal.
Trail running in the South Downs around Winchester with 5 km, 16 km and 24 km marked, timed routes featuring outposts and free parking.
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 two lap multi terrain 10 km trail race on Easter Monday around Mortimer Fairground and local woodlands, with a canicross option, chip timing, medal and free race photos. The undulating course is not suitable for pushchairs or wheelchairs.
April 2027
A 40 or 50 mile trail ultra along the Testway from Linkenholt to Totton in Southampton, with aid stations every 10 miles, marshals and medical support. A shuttle option is available for an extra £10 and there is a 14 hour cutoff.
Trail run in Windsor on 4 April 2027 offering 10K and Half Marathon routes through Alexandra Gardens with Windsor Castle as a backdrop.
Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.
Trail running at Froyle Village Hall with 10 km and 21 km options, waymarked routes, marshals, water stations, event photos, and proceeds supporting the village hall.