Maidenhead
Trail Running Calendar near Maidenhead 2026-2027
Explore the top trail runs near Maidenhead for 2026-2027! We've gathered 227 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
June 2027
A Wild Hybrid fitness race at Alice Holt Forest in Surrey combining trail running, fitness stations, timed results, multiple distance options, and event merchandise.
Trail running at Alice Holt Forest on 27 June 2027 with 10 km and Half Marathon routes, canicross friendly, chip timing and finisher medal.
A ten-leg team relay along sections of The Ridgeway national trail covering the 86.5 mile route, organised by Marlborough Running Club with gender composition rules.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
July 2027
A 21.1 km off road trail half marathon on The Ridgeway in Buckinghamshire with undulating terrain, two aid station visits and UTMB World Series index status.
A 10 km trail run and 10 km canicross at Renegade Brewery in Yattendon on July 4th, with a medal, pint cup and a free drink included.
Group guided 10 km trail run across the boardwalk and heathland of Thursley National Nature Reserve with evening and night options, car parking and a post-run alcohol-free beer.
A trail ultramarathon on the Ridgeway with 50km and 100km options, passing ancient sites and finishing at Avebury Standing Stones on 10 to 11 July 2027.
Summer 10K at Highfield Park St Albans on 18 July 2027 with a flat, traffic-free route along the Alban Way and a family-friendly event village.
August 2027
A 49 mile point to point race along the Thames Path from Travelodge Oxford Abingdon Road to Henley on Thames, with three staffed checkpoints offering water and food. Finishers receive a bespoke medal and a choice of technical shirt mug or hat.
A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.
A 103 mile continuous trail race along the North Downs Way from Farnham to Ashford with 11,000 ft of climb, a 30 hour cut off and a 50 mile qualifying standard.
Timed looped trail at Denbies Wine Estate offering distances from a single 5.3 km loop up to ultramarathon within a seven hour limit, flexible start window and medal options.
Late August trail event in Windsor offering 10K and half marathon through Alexandra Gardens with views of Windsor Castle and chip timed results.
September 2027
A mixed-terrain trail event along the Thames at Remenham Farm on 4 September 2027, offering a half marathon, a 10K and a junior race for under 11s with chip timing and themed medals.
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.
A multi-distance Thames Path event from Putney Bridge to Henley with rest stops, GPS tracking, camping options and on-course medical and catering support.