Trail Running calendar near Windsor 2025-2026

Tackle the legendary Surrey Hills on forest trails and fields from Cranleigh Showground, with routes from 5 km to a 50 km ultra. Enjoy big climbs, stunning North Downs views, on course support and a medal to celebrate your trail adventure.

Run scenic off road trails through the Thames Valley at the RunThrough Marlow Trail Run, with 5K, 10K and half marathon options. Enjoy chip timing, a themed medal, free race photos and a lively event village with food and drinks.

Run scenic forest trails at TrailFest Salcey Forest on 28 June 2026 with 10K, half marathon, marathon or 50 km options. Routes are clearly marked, all finishers get a medal and a Big Bear drink for a memorable day out.

Run the 3 Brewers 10km at 3 Brewers Brewery in the Hertfordshire countryside, or try the new 5km option over mostly off road multi terrain trails. Celebrate with a free pint, live jazz and support charity Earthworks.

Tackle the Housedean Half or 10K on scenic South Downs trails from Housedean Farm, with sweeping views across Lewes and Plumpton. Expect chip timing, stocked aid stations, bespoke medals and on site camping for a memorable race day.

Guided 10 km trail run around the Devil's Punchbowl in Hindhead, tackling rolling hills and a dramatic natural amphitheatre. Run as a friendly group at sunset or by night with headtorches, pause atop for views and try kit and trail shoes.

Run the full 82 mile Essex Way from Epping tube to Harwich lighthouse over challenging trails and country lanes. Enjoy supported checkpoints, GPS tracking and a 24 hour finish window for an epic route across Essex.

Event overview The SATURN Midweek Chasing Numbers event takes place on Friday, 3 July 2026 at Wraysbury Skiff & Punting Club, Egham (TW20 0AE). It is a 7 hour Time Challenge with flexible start times available throughout the day. The ev..

Explore the South Downs on the Serpent Trail, offering distances from 10 km to 100 km as it winds through rare heath and ancient woodland. Entries include coach transport to the start, plus camping, food, a licensed bar and a kids race.

Fen Gallop on Sunday 5 July 2026 in Willingham offers a flat, scenic run through the Cambridgeshire fens with 10 km and 4 mile options. Friendly for families and walkers, the community event raises funds for Willingham School Association an..

Run the scenic Chiltern Ridge Half Marathon along the ancient Ridgeway on 5 July 2026. Expect 21.1 km of chalk trail with rolling climbs, great support, and a friendly field limited to 350 runners.

Join the Bishop's Stortford Mitre at Jobbers Wood on Sunday 5 July 2026 for chip timed 10K and 5K races plus a fun 1K for kids. Support the Mitre Fund for new school sports facilities and pick a free finisher T shirt or tree planting.

Take in lakeside views at Bewl Water on 5 July 2026 with Wadhurst Runners, choosing a scenic off road 15 mile challenge or a friendly 5 mile route. All finishers get a bespoke medal and t shirt while supporting the Kent Surrey Sussex Air Am..

Join a guided 10 km trail run through Thursley Common's heathland and famed boardwalk, enjoying wildlife and sweeping views. Group paced runs include dusk and night options with supplied headtorches.

Run the Summer 10K at Coombe Abbey Park on 10 July 2026, a scenic two lap trail through woodland, meadow and grass fields with gentle undulations. Enjoy on course water stations and opt for a charity tree token instead of a medal.

Race to the Stones on 11 to 12 July 2026 offers 50 km and 100 km routes, nonstop or over two days. Run the Ridgeway past chalk figures and hill forts to a dramatic finish at the Avebury Standing Stones with pitstops and basecamp support.

Take on the rolling Chiltern Hills with stunning woodland trails, chalky paths and big ridge views at Maverick Chilterns Trail 2026. With routes from 8 km to a challenging 50 km ultra, this summer trail race has something for every adventur..

Tackle varied off road terrain at Ultra:5K on 12 July 2026 near Bedford, choosing 15 km, 25 km or 50 km by running 5K laps on the hour every hour. All finishers get a bespoke medal and can enjoy sports massage and snacks between laps.

Join BigHeat CAMP FIRE, a fiery weekend trail festival on 18 and 19 July 2026 at Mill Farm near Petworth with single lap routes through woodland. Relax in the event village with camping, yoga, live music, food, wild sauna and firepits.

Join Race The Light at Wendover Woods for scenic, challenging trail races supporting the Chilterns Neuro Centre. Choose from an accessible family friendly loop up to a hilly 5K or 10K and soak up the forest atmosphere.