Trail Running calendar near Windsor 2026-2027

A point to point mixed terrain 15 Mile and Marathon following the Old Way from Mayflower Park, featuring coastal landmarks and a short boat crossing of the Hamble River. Finishes are at Titchfield Abbey and Boundary Oak School.

A South Downs trail running event based at Lancing College offering 5K, 10K, Marathon and 50K routes across grassy trails, chalk paths and ridgelines, with marked, chip-timed courses and aid stations.

Experience a scenic run through the historic Richmond Park on this UK Athletics Affiliated course. Choose between a half or full marathon distance following the trails and private roads of London’s largest Royal Park.

A trail run entirely within Richmond Park offering half marathon and marathon distances, a route past the White House and park lakes, and on-course drinks and feed stations.

A self-navigation marathon along the Colne Valley Path from Stambourne, passing Great Yeldham and the mighty oak, finishing on the Cymbeline meadows. Aid stations are placed about every 10 km and the event is cupless.

MacTuffX Portsmouth at the Mountbatten Centre on 23 August 2026 combines ten Xercises with repeated running laps in Solo, Doubles and Relay formats, with Classic (10 x 400m) and Double (10 x 800m) options; entrants must be 18 or over.

A ten kilometre trail run on 23 August 2026 using the original predominately anti clockwise route, with a limited edition event T shirt included and results posted within 48 hours.

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.

London Backyard Ultra at Frylands Wood Scout Outdoor Centre on 29 August 2026 asks runners to complete *four miles* each hour until one remains. The event includes parking for one car, hot showers, water, drinks, snacks, and photography.

An outdoor mud and obstacle assault course near Dorking, Surrey, with a permanent course and over 100 natural and man made obstacles. Distance options include 5 km, 10 km or multiple laps for solo runners, teams and charities.

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.

The Plum 10k is a recurring 10 kilometre race run by Pershore Plum Plodders, with results recorded across multiple years and the next listed date on 30 August 2026. The race is part of the club's wider programme of runs and events.

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 at Barkers Lane is a functional fitness race of ten Xercises with running, offering Solo, Doubles and Relay entries across 400 m and 800 m formats and a LITE weight option.

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..