Trail Running calendar near Windsor 2026-2027

MacTuffX Watford on 19 September 2026 at Woodside Stadium pairs ten strength movements with repeated run segments. Multiple entry formats are offered including solo, doubles and relay and all entrants must be 18 or over.

Run Wytham Woods offers 5K, 10K and a 1 mile family fun run through Wytham Great Wood near Oxford on September 19th 2026. The event is organised by the Eynsham community with local partners and a sponsor.

Trail races take place at Hambledon Vineyard from 1 km to 20 km, with marked courses and chip timing. The 20 km event is self navigated and carries mandatory kit requirements.

BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke fi..

Trail races on bridleways and footpaths around Clipston, offering a half marathon and a roughly five mile country race, village fundraising support, medals and homemade cakes for finishers.

A looped technical trail in the New Forest at Avon Tyrrell Outdoor Activity Centre where runners choose distances on the day from 5K up to ultra-marathon. Laps are 3.28 miles, with an aid table, on-site facilities and medals for finishers.

A marathon and half-marathon along the Ouse Valley Way in Huntingdonshire on 20 September 2026, finishing at Earith on mostly flat grass, gravel and tarmac paths. The races are registered with the Trail Running Association and insured under..

Join this flexible timed event along the flat River Thames towpath in Walton on Thames. Complete as many laps as you like over seven hours to achieve distances from 5km to an ultra marathon.

A five mile autumn trail run in Mill Green on 24 Sep 2026 with limited entry for over 18s. The event is self sufficient, route is anti-clockwise and a head torch and phone are required.

Looped trail event in the Chilterns based at Henley on 26 September 2026. Offers 50 km, 25 km and 10 km distances with covered rest stops, GPS tracking, medical support and camping at basecamp.

An obstacle race weekend at Pippingford Park near Nutley, East Sussex, offering Sprint, Super, Beast, Ultra and Kids races across rolling, often wet terrain. The Ultra includes the British OCR Ultra Championship for eligible entrants.

A 10-mile trail race at Chilton Manor Farm featuring private trails, 240 m of elevation and a 1-mile Yew tree-lined finish. The route includes water stations, medics and a bespoke finisher medal.

A last person standing backyard ultra at The Waggoners pub in Welwyn where runners complete a 4.167 mile loop every hour until a single runner finishes a loop alone. Pub facilities, an athletes menu and limited marquee space are available.

Enjoy a flat riverside run along the Thames with a chocolate themed aid station. Choose your own distance from 5km to ultra marathon within a flexible seven hour time limit.

A forest marathon and a shorter route from Memorial Hall in Henley in Arden, Warwickshire, running through early autumn woodland with staffed checkpoints and a hot finish meal. Surplus funds support the Heart of England Forest.

A community running event at Harcourt Hill on 26 Sep 2026 featuring a predominantly off road 10k plus 3k and 1k options, water points, medals for all and prizes for top male and female finishers.

Experience an autumn run through scenic pumpkin fields and farm tracks in Colchester. With 10k, 5k, and 1k distances, this flat off road event features chip timing and a family friendly event village.

Trail races at Salisbury Racecourse feature marathon, half marathon and 10K routes across undulating downland and Martin Down nature reserve, with finisher medals and trophies for the top three men and women in each event.

Two measured runs through farmland beside Grantchester near Cambridge, with chip timing and medals for all finishers. The event supports Maggie's and Addenbrooke's Charitable Trust and includes on site services and team prizes.

A 10 mile trail race at Eridge Park in Tunbridge Wells featuring steep, narrow climbs, muddy sections and scenic views. Finishers receive a memento and are offered a pint and cake at the finish.