Trail Running calendar near Maidenhead 2026-2027

We have found 616 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

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.

Coastal trail event in Eastbourne on 6 March 2027 with 10K, half, marathon and ultra routes along the Seven Sisters cliffs. Part of the Endurancelife season leaderboard with online pre-event check-in and varied chalk and forest terrain.

Trail races at Brixworth Country Park over 10k and half marathon, fully marked and marshaled, with multiple water stations, first aid cover, and prizes for top finishers.

The Imber Ultra is an annual trail run of just over 33 miles organised by Avon Valley Runners and the Rotary Club of Westbury, with route details, checkpoints, results and photos provided by the organisers.

A coastal mixed terrain event at Milford on Sea with an out and back 5.3 km lap. Runners pick their distance from 5K to ultra with aid stations, toilets, and a medal for anyone completing at least one lap.

Trail races from Larmer Tree Gardens take runners around the Rushmore Estate with distances from a fun mile to a marathon. Courses pass chalk valleys and woodlands and include multiple feed stations and event medals.

A night time trail 10K at Coombe Abbey Park that requires a head torch and runs across woodland, meadow and fields. Entry fees increase in February and the course includes on course water with biodegradable cups.

Hare Challenge is a running event at Coombe Abbey Park on 9 March 2027, organized by Big Bear Events. The listing shows a single entry price of £40 and an event page with an accompanying video.

Run the Wild Half Marathon Autumn Edition is a guided 13 mile trail run in the Chiltern Hills on 10 October 2026. The route includes about 300 m of ascent, a staffed refreshment point and a finisher’s medal.

Two trail race distances, 25 km and 50 km, at Harrold-Odell Country Park in Bedford on 13 March 2027, organised by Thunder Races with early-bird and standard fees and instalment options.

Trail event at Hyde Hall Farm offering 10k, half, full and ultra distances with lap-based courses, water at the lap point, secure parking and a bespoke finisher medal. The event is cupless so bring a refillable cup or bottle.

TrailX Women Run is an all female trail event at Culden Faw Estate near Henley on Thames celebrating International Women’s Day, offering 3 km, 6.5 km and 13 km chip timed courses with medals, prizes and on site refreshments.

A novelty wife carrying race in Dorking featuring a 380 m out and back up The Nower with obstacles and a Splash Zone. Carried participants must meet a 50 kg minimum and wear helmets while competitors are encouraged to wear fancy dress.

A 13.1 mile out-and-back trail half marathon from Dorking to Leith Hill Tower, featuring 1,800 feet of ascent, four water stations, marshal support and a post-race cooked breakfast; profits support a local food rescue charity.

A circular walking and running event in Sevenoaks with three new routes showing the North Downs and Greensand Way. Distances of 30 miles, 20 miles and 14 miles feature indoor checkpoints and on course catering.

Twelve consecutive days of timed riverside running in Walton on Thames with multiple distance options, collectible daily lantern medals, finishers shirts, and a Double-Down option to run two half marathons each day.

A 50km trail ultramarathon through the Chilterns centered at Stonor Park, run as two 25km loops with 4000 ft of climb, five aid stations and full medical support. The event has a nine hour finish limit and medals for all finishers.

Looped trail event from Bath Racecourse offering 50 km, 29 km and 10 km routes through Bath. The event features signed routes with GPS tracking, covered rest stops, medical and massage support, and categories for walkers and competitive run..

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 races of 21.4k, 16.1k and 10k through Stansted Park’s woodland and open fields, with chip timing, water stations, first aid support and a metal finisher medal.

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