Trail Running calendar near Maidenhead 2026-2027

We have found 620 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

A 10 km trail race on 23 August 2026 using the original predominantly anti-clockwise route. Entries include a limited edition T-shirt; runners must carry a mobile with ICE and wear their race number visibly for time recording.

A new Isle of Wight trail run at Rusty Meadow with scenic but steep 5K and 10K loops to the Worsley Monument. The community focused event raises funds for Lymphoma Action and supports a local scout attending the World Scout Jamboree 2027.

A last person standing backyard ultra at Gosfield School in Essex where runners repeat *4.167-mile* loops each hour until one runner remains. The event includes camping, showers, a small aid station and a prize for the winner.

A Backyard Ultra at Frylands Wood Scout Outdoor Centre on 29 August 2026 where runners complete four miles each hour until one remains; the event includes medals, a winner trophy, showers, limited parking, rest space and on-site snacks.

An obstacle mud run near Dorking in Surrey on a permanent year-round assault course, featuring muddy trails, water sections and climbing challenges. Distance options include 5 km, 10 km and a 7 km assault course; teams and charity entries a..

Experience a flat trail run through the scenic Alexandra Gardens with stunning views of Windsor Castle. Choose between 10k and half marathon distances with chip timing and free race photos included in a historic UK setting.

An England Athletics affiliated club in Pershore, Worcestershire, Pershore Plum Plodders runs weekly parkrun meetups and Plod Nights, operates a members-only kit shop, and organises the annual Plum 10k with published results for recent year..

Take on the Muntjac 15, a 15 mile trail around Danbury Essex with 1600 ft of climbing across scenic woodland and technical singletrack. Enjoy a well stocked checkpoint, a quality memento and bespoke local trophies.

A trail and rural road event around Woldingham, offering a 13.1 mile lap used once for the half and twice for the full marathon, with sections on the North Downs Way and Vanguard Way and a finish at Woldingham School.

Experience a scenic trail run through the grounds of Shoreham Woods in Kent. This chip timed 10k event features woodland paths and supports the local environment and dementia research.

MacTuffX Bedford on 30 August 2026 features individual and team formats using 10x400m and 10x800m leg structures. Entry is for participants aged 18 or older and fees vary by category.

September 2026

A sunset trail event at Ickworth Park offering 5K and 10K routes across limestone paths, woodland and meadows. The 10K is chip timed, all finishers receive a medal and the event operates as cupless with water refill points.

Scenic mixed terrain races follow the Thames from Remenham Farm, with a Half Marathon, a 10K and a junior out and back. Entries include chip timed results, a themed medal and free race photos.

A multi-distance trek on the South Downs Way on 5 to 6 September 2026, starting in Eastbourne and passing Beachy Head, the Seven Sisters and Arundel. Distances of 100 km, 50 km and 25 km include covered rest stops, GPS tracking and medical..

Join a fun muddy obstacle course in Brentwood featuring 5km and 1.5km distances filled with foam and obstacles. Enjoy a non competitive atmosphere with hot wash downs and finisher medals for all participants.

A series of runs at Westonbirt Arboretum in Sept 2026 and Feb 2027, offering distances from 1 mile to half marathon on solid forest paths, with marked courses, feed stations, event medals and age‑based entry rules.

Choose a half marathon or full marathon along a flat, scenic riverside towpath from Walton on Thames to Hampton Court and back, run in laps for easy pacing. Limited places and medals for all finishers plus a giveaway for every entrant.

Nuclear Mud Sisters is an empowering women only obstacle course in Essex featuring a 5km muddy challenge. This non competitive event focuses on teamwork and fun with no chip timing or swimming required.

A 50 km multi terrain point to point ultra between Ramsbury Brewery and Renegade Brewery on September 5th 2026, mostly off road with four checkpoints, a 9 hour cut off and a pre event shuttle bus option.

Trail marathon and half-marathon near Andover with hilly terrain to 280 m, marked routes, aid stations and chip timing; includes a Military Cup team competition for serving personnel.

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