Trail Running Calendar South East (England) 2025-2026

Wendover Woods 50® Wendover Woods 50® is a 50 mile (~81 km) trail ultramarathon held within Wendover Woods, Aston Hill, Halton, Aylesbury (South-East England). The route is five repeated 10 mile loops on forest trails and tracks operated by..

The Rugged Radnage 10K Run, held in the Chiltern Hills near Radnage village, offers a challenging mixed-terrain course featuring roads, trails, footpaths, woods, and fields with notable ascents and descents. The event includes both 5K and 1..

Explore the rolling Meon Valley on scenic trail loops from Swanmore, with 15.5 mile, 21.5 mile and tough 40 mile options across the South Downs. Expect notable climbs, tricky underfoot sections and fully stocked checkpoints for support.

The 666 Trail Run, organized by Ashford Tri Club, is a unique trail race held in Kings Wood, Challock, Ashford. Established in 2010, the event features a 6.66-mile course through woodland terrain, offering a challenging and scenic run. The..

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

Run as many 5 km laps as you can in three hours around Peaslake Village Hall. A friendly night event with head torches, refreshments, prizes for top men and women plus shoe demos.

Dark Valley, Night Trails is a night-time trail run at Moors Valley Country Park, Ashley Heath, near Ringwood, Dorset. The 10km loop winds through wide, tree-lined forest tracks on the Hampshire/Dorset border, with 1, 2, or 3 laps for 10km,..

Explore 30 miles of the Serpent Trail from Haslemere in a hilly, scenic group run through woodland, heath and views across the South Downs. Led by an experienced guide, this non race suits runners ready for long trail miles.

Run the trails from the highest point in the Chilterns at ATW Wendover Woods. Choose 5K, 10K, half marathon or 5K Canicross, soak up stunning countryside views and celebrate with a custom medal and finish line goodies.

Explore the New Forest on this scenic 10 mile off road trail race at Ocknell Campsite, organised by Totton Running Club. Limited to 250 runners, enjoy a finisher medal, goody bag and water stations on a friendly, well supported course.

Join a guided Box Hill Vertical KM group run near Dorking for a tough 12.5 mile route with about 1000 m of climb through woods, heath and open fields. Enjoy expert guidance, technical terrain and a social finish.

Run across the golden sands of West Wittering Beach with stunning views of Selsey Bill, the Isle of Wight and the South Downs. Choose from 5, 10 or 15 km, bring your dog for canicross and enjoy a medal and finisher gifts.

Hit the trails at Stonor Park for The Maverick Original Oxfordshire on 29 November 2025, an acclaimed off road running festival from Maverick Race. Choose from 7 km, 11 km or 22 km routes and enjoy a spirited course with great atmosphere.

The Wallop is a scenic 21k trail run held within the Farleigh Wallop Estate in Hampshire. The course features a diverse mix of narrow woodland paths and wide gravel tracks that wind through forests and open land, offering runners an immersi..

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This UK Athletics certified event features flat, fast, and accurately measured courses wit..

Maverick Dark and Maverick Original in Henley on Thames offer scenic off road trail races with multiple distances for all abilities. Expect muddy singletrack, rolling hills and a lively festival atmosphere for a fun day of trail running.

Join a guided 13 mile trail run around Guildford's Surrey Hills, visiting St Martha's Hill, Shere and the North Downs Way. Enjoy a friendly group pace, kit support and optional post run refreshments.

Event overview Winter on the Downs is a pair of single-loop trail ultras around the trails of East and West Sussex. Both races start and finish in Helen Garden, Eastbourne. Distances offered: 55 miles 100 miles The route begins over Beach..

Run beneath the stars through Cowdray parkland and past the ruins at this atmospheric night trail, with 5km and 10km options and dog friendly canicross races. Head torches are mandatory and hot drinks await back at the Walled Garden.

Sussex Downs Trail Run The Sussex Downs Trail Run takes place at Plumpton Racecourse in the South Downs National Park, Mid-Sussex. The course starts at the foot of the South Downs and moves from a flattish, tree-lined section into a sustain..