Trail Running calendar near Windsor 2026-2027

A community off road running event in Marshfield on Sunday 11 October 2026 with children's and adult distances. Entries support Marshfield Primary School and the routes use temporary access across private land.

A nighttime backyard ultra from Vigo Rugby Club that sends runners repeatedly on a 4.167 mile loop, starting each hour. Options include an open-ended Backyard Ultra or a 7 hour Challenge, with buckle and medal awards plus a team prize.

A 100 mile trail race from Goring and Streatley using Thames Path and Ridgeway in four 25 mile out and back legs. The course has 16 aid stations, a 28 hour cut off and mandatory qualifying entry standards.

An annual 25 km and 50 km challenge walk, jog or run through footpaths and tracks in Kent, Surrey and Sussex on 17 October 2026. Entrants receive route files and have checkpoints, food and first aid included.

A guided 10 mile trail run around canals, reservoirs and Britain’s oldest post windmill near the Chilterns. Includes a run leader, trail technique instruction and a finisher’s medal; places are limited to 40.

Roughly 12K trail run on bridle paths and the Imber Range near the Westbury White Horse on 18 October 2026. Limited to 200 places so book early for a bespoke finisher medal and category prizes.

Trail races at Bedgebury National Pinetum & Forest on 18 October 2026, offering a half marathon, 10k and junior race on traffic-free woodland trails. Route maps with GPX files are available; entries include a medal, photos and limited free..

Cross-country race in Hardwick, Buckinghamshire on 18 October 2026, run over about 6 miles of off road terrain with water crossings and varied surfaces. Entries are limited to 300 and participants must be at least 17 years old.

A 10K trail run through the private grounds of Hole Park in Cranbrook, Kent on 18 October 2026, featuring parkland and woodland sections, timed results, official photography and bespoke finisher medals.

A 5k night trail at Dunkertons Park in Cheltenham where runners use head torches to light the course. Open to ages 16 and over, with prizes for top three men and women and on-site refreshments and safety rules.

Beachy Head Marathon Weekend runs multiple trail distances from a 10k to an ultra near Bede's Prep School in BN20 7XL on 24/10/2026. Runners comment on clear signage, friendly marshals, stocked aid stations and hilly coastal terrain.

A point to point 47 miles ultra along the Thames Path and Ridgeway from Iffley to Henley-on-Thames, mostly on trails, with five aid stations, mandatory kit checks, baggage transfer and live GPS tracking.

Scenic 30 mile ultra along the River Stort and Lee navigation, run as a 15 mile out and back on mostly grassy trail and graded footpaths. Trophies for the first three men and the first three women and medals for all finishers.

Wight Lines is a mixed-terrain coastal run at Milford on Sea with views of the Isle of Wight and Sturt Pond Nature Reserve. Runners choose distances from 5K to ultra, complete 5.3 km laps, and receive a medal for one lap or more.

Pumpkin Plod at Ferry Meadows is a multi-hour lap event on a 5.3 km mixed-surface loop where runners complete as many laps as they choose. Aid is provided each lap and finishers receive an event medal.

Experience a timed anti clockwise loop around Canvey Island featuring sea wall paths and coastal trails. This self supported adventure includes a unique pub check point and follows the scenic King Charles III England Coast Path.

ATW Grafham 5K and 10K take place at Grafham Water Visitors Centre on 25 October 2026. Entry fees range from £24 to £33, the races run alongside the ATW Grafham Duathlon, and camping is available the night before.

An off-road event south of Canterbury offering marathon and half marathon routes across scenic trails and country lanes. Checkpoints, mandatory kit requirements, OpenTracking and Event HQ facilities are provided.

Looped 7K and 10K courses near Chalfont St Peter and Gerrards Cross let entrants choose distances from 7K to 40 mile ultra on the day, with aid station, drop bag access, pacers, crew support and medical cover.

A Halloween-themed night run in Irchester Country Park with a 5k race and a 2k family run. Entry includes a finisher medal, free event photos and a bag of Halloween sweets.