Trail Running calendar near Windsor 2026-2027

We have found 601 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

Trail races in Trent Country Park, Enfield offering 2 km, 4.5 km and 10 km distances. The senior race is chip timed and run under UKA rules while junior and fun races have additional marshals.

A lap-based timed event at Ardingly Reservoir offering distances from 5 km up to ultra with a seven hour limit and flexible start times. Chip timing, an aid station and an optional no-medal entry are available.

MacTuffX Bournemouth on 21 June 2026 at Poole BH17 8RE combines ten Xercises with repeated running intervals and offers Solo, Doubles, and five person Relay entries with a LITE weight option and live leaderboard data.

A flat, timed 10 kilometre out-and-back from the toll bridge in Shoreham to Bramber and back on 21 June 2026, with a halfway aid station, full marshals, 4x4 pickup and a new medal; entries open 20 March.

A single lap fully off road 10K trail through Panshanger Park on 21 June 2026, passing a 500 year old oak, the Queen’s Wood and the Mimram River. The event includes chip timing, a sustainable finisher’s medal and a Family Fun Run.

A 9 km two-lap country park race in The Valley, Evesham on 24 June 2026. Series entry is available until 1 May 2026; canicross is permitted and the minimum age is 14 years.

A twilight trail race at Ashburnham Place with 10k, 5k and a junior run. The event raises funds for four charities and offers on site parking, a bespoke medal and on site food.

Run the Seasons at Cowdray on 26 June 2026 offers 3km and 5km races plus a 10km with dog friendly CaniRun options. The event includes stacking medals, course maps, free photos and an on site BBQ and bar.

Complete three races over three days to achieve a full marathon distance at the Colworth Estate. This multi terrain event in North Bedfordshire offers distances of 5 miles, 8.1 miles, and a half marathon.

A last person standing backyard ultra near Alfriston where runners repeat hourly laps of at least 4.167 miles until only one can start another lap. Limited field, token checks each loop, basic aid station and barn facilities.

A seasonal trail running series at Cowdray Estate featuring 5km, 10km and 10 mile races across spring, summer, autumn and a winter night run, with a dedicated kids series and a summer event that includes a BBQ and bar.

A trail event at Hyde Hall Farm on 27 June 2026 with distances from 5k to ultra. Onsite parking, a lap aid station, baggage provision and event medals are included.

A one-day trail running event in Cranleigh, Surrey on 27 June 2026 with five routes from 5 km to 52 km across the North Downs Way and Surrey Hills, outposts on longer routes, GPX files and mandatory kit for the longest races.

Single-loop off-road races at Matterley Estate in the South Downs National Park on 27 June 2026. Choose 10km or a 21km half marathon over gravel, grass and woodland with chip timing and a finishers medal.

A family festival at Culden Faw Estate on June 27, 2026, focused on a children's obstacle course and a lively event village with food and activities. Race options include two youth OCR categories and a festival-only entry.

A muddy 5k obstacle event at Cheltenham Racecourse on Saturday 27 June 2026 featuring climb crawl and slide obstacles, staggered wave starts, a minimum fundraising target and on-site facilities including parking and toilets.

A 5 km obstacle course at Stanmer Park on 27 June 2026 featuring muddy climbs, crawls and slides across fields and woodland. The event is for ages 13 and over, has staggered wave starts, and a minimum fundraising target of £50.

RunThrough Marlow Trail Run on 28 June 2026 features off-road Half Marathon, 10K and 5K routes around the Thames Valley, with marked trails, chip timing, free photos and a themed medal.

A multi-distance trail running day at Salcey Forest near Northampton offering 10K, half marathon, marathon and 50 km on mostly hard-packed forest trails. The event is cupless, no dogs are allowed, and all finishers receive a medal and drink..

A countryside trail run at 3 Brewers Brewery in Hertfordshire offering 10 km and 5 km options on mostly off road terrain. Finishers receive a medal, a pint cup and a free drink while the event supports local charity Earthworks.

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