Trail Running calendar near Maidenhead 2026-2027

We have found 450 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

Ultra:5K 2026 invites runners to tackle repeated 5 km laps on the hour for 3, 5 or 10 laps, testing endurance on a hilly, twisty trail near Bedford. Enjoy on course support, a bespoke finisher medal and relaxed festival vibes.

Run the Cider 5K.ish on Friday 17 July 2026 at Myncen Farm near Blandford Forum, a scenic one lap trail over fields, grass and dusty tracks. Part of a weekend of running and optional camping, this friendly race offers finisher goodies.

Take on the 12 hour Cider Challenge solo across undulating farm trails in Dorset this July 18, with fields, wildflowers and dusty tracks underfoot. Camp onsite for a full weekend vibe and earn a medal and goodies for every finisher.

BigHeat CampFIRE is a two day trail running festival at Mill Farm offering a 50 km ultramarathon, marathon, 16 mile, 12 km and a 2 km fun run alongside camping, yoga, live music and on course aid stations.

Race The Light is an evening trail run through the scenic Wendover Woods. Choose from 10K, 5K, or a 1.5K accessible route, with all proceeds supporting the Chilterns Neuro Centre. The fully marked course is open to runners, walkers, and whe..

Tackle the Apple Plod 10K.ish on Sunday 19 July 2026 at Myncen Farm for a two lap undulating trail run or walk through fields, wildflowers and dusty tracks. Enjoy a relaxed 2.5 hour cut off, weekend camping and finisher goodies.

Trail races at Winwick Hall offering fully marked 10k and 5k routes plus a 2k children's fun run, mixed terrain, on course support and parking; proceeds support the Bruce Green Foundation.

A chip timed 10 km on 19 July 2026 in Highfield Park, St Albans, on a flat, single lap route along the Alban Way. The event village includes a free family fun run, food, music and a charity link to Alzheimer's Research UK.

Take on the challenging trails of Ashdown Forest with a choice of a 10 mile or 5 mile run. The hard-packed course offers tough climbs, rewarding views, and a friendly atmosphere. All finishers receive a bespoke medal.

Day One of the 10 day Great Barrow Challenge at Suffolk Running Centre uses the Denham Flats route and offers distances from 5k to ultra. Parking and a base camp with an aid station are provided and a bespoke medal is awarded each day.

Take on a scenic 7 hour timed challenge along the River Thames at Wraysbury, choosing how many laps to run from a 3 km minimum up to 50 km or ultra distances. Finishers from 3 km earn a medal and everyone gets goody bags with vegan options.

Join the Maidenhead Trail Run in Summerleaze Park for a scenic, flat trail race. Choose from 5K, 10K, or Half Marathon distances on soft paths around the park and lake. Your entry includes a themed medal, free photos, and post race goodies.

RunThrough Trails South Downs leads along the South Downs Way from 12k to 50k with sweeping views across Hampshire and Sussex. Marked routes, aid stations, an event village and a themed medal with free photos create a memorable day.

Bright Skies Surrey Hills on 26 July 2026 at Denbies Wine Estate in Dorking offers trail races from 10K to marathon, plus Canix and kids races. The marathon is self navigated with mandatory checkpoints.

August 2026

North Downs 50 on 1 August 2026 is a Guildford based trail event offering 50 km, 25 km and 10 km loop routes with covered rest stops, medical support and GPS tracking via an event app; camping and accommodation options are available.

This event follows the scenic and undulating Vanguard Way trail, offering marathon and half marathon distances. The route explores parkland, woodland, and historic sites starting near Croydon. Participants receive a medal, t-shirt, and good..

Tackle just over 8 miles of hilly Cotswold Way and woodland trails at the Standish Woodland Chase on 02/08/2026, hosted by Stroud & District AC. Expect scenic climbs, a metal finisher medal and a lively community atmosphere.

A four day, 184 mile race along the Thames Path from the Cotswolds to the Thames Barrier. Competitors are self-sufficient, must carry mandatory kit, and overnight accommodation is provided at the end of Days 1 to 3.

A 57 mile point-to-point ultramarathon along the Thames Path from Kemble to Oxford, with four staffed checkpoints, a bespoke finisher medal and event apparel, mandatory navigation kit and a required 4.0 mph average pace.

A 49 mile point-to-point ultra along the Thames Path from Travelodge Oxford Abingdon Road to Henley-on-Thames. Three checkpoints supply water and nutrition, and all finishers receive a bespoke medal plus a technical t-shirt, mug or hat.