Trail Running calendar near Chiltern Hills 2025-2026

Tackle scenic trails through Ashdown Forest with 5 and 10 mile options on 25 January 2026 at Pippingford Park Manor. Expect rolling climbs, bespoke medals, podium cash prizes and free parking for a rewarding winter trail challenge.

Enjoy scenic woodland trails at Moors Valley Country Park with muddy sections, wildlife sightings and two distance options: 10K and half marathon (two laps). Eco friendly event with chip timing, aid stations and limited canicross places.

Take to flat, scenic trails through Alexandra Gardens beside Windsor Castle with chip timing and friendly post race goodies. Choose 10K or half marathon, enjoy well marked routes, free photos and an event village for food and drinks.

Tackle the wild trails of May Hill with muddy climbs and an open summit offering panoramic views. Pick the shorter course or the longer Mayhem loop, or join the canicross for a lively weekend of cross country fun.

Join the G3 Series for G3 no.2 on Saturday 31 January 2026, choose a measured 10 km or 15 km road or trail route through Surrey. Start and parking are in the field off Hound House Road GU5 9JG with clear on site signage.

Run the South Downs at Queen Elizabeth Country Park with 7.9, 15.2 or 21.6 km routes through ancient woodland and gravel tracks. Chip timing, finisher medal and water stations make for a rewarding trail day for runners and their dogs.

Run Starburster at sunset in Hurn Forest from St Leonards cricket club, with 5 and 10 mile options that glow under twilight. Bring a head or chest torch and trail shoes are recommended, and 20% of fees support Forestry England.

Run a scenic 10K in historic Lavenham, following an old railway line through woods, streams and quiet country roads with possibly splashy winter underfoot. Finisher medals and podium trophies for the top three men and women.

Tackle scenic, undulating trails through Bedgebury National Pinetum with 10 and 5 mile options plus a junior run. Enjoy bespoke medals, photos and prizes as you race across pine forest terrain that may be muddy after wet weather.

Take on the Charnwood Hills Race on 1 February 2026, a scenic but testing 14.5 mile fell route through Bradgate, Broombriggs and Beacon Hill with rough underfoot and about 1,200 feet of climb. Entries are limited and pre entry is required.

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.

The Dark Rose is a captivating night trail run of about 5.5 miles from the Rose and Crown in Great Waltham, held as a self navigation challenge. Limited to 75 entrants, the event finishes with a warming post race meal.

The Pilgrim Challenge will take place in Farnham from Saturday 7 February 2026 to Sunday 8 February 2026. You can run 66 miles.

The Westonbirt Arboretum Winter Night Race is a unique running event set in the stunning National Arboretum, featuring over 2,500 tree species. Participants can choose between 5km and 10km routes, which offer a beautiful and varied landscap..

Hibernal Hills on 7 February 2026 at Queen Elizabeth Country Park offers runnable but hilly single loop trail races of 50 mile, 50K and 20 miles across the South Downs. Live GPS tracking and Triple Crown status add winter challenge appeal.

Explore the South Downs from Amberley Museum on scenic marked trails with chip timing and a metal finisher medal. Choose 6 km, 12 km or 22 km routes, enjoy event photography and bag drop, and support a plastic free race by bringing your own..

Run two scenic coastal half marathons in Portsmouth and Langstone Harbour over one weekend, enjoying harbour trails, seafront promenades and an optional ferry crossing. Complete both to claim the limited edition "Double Trouble" medal.

Drama Llama Run on the Thames towpath offers timed laps on a flat 5.3 km out and back course with a seven hour limit and a flexible start window. Pick 5 km to ultra and enjoy race support, same day results and a finisher medal.

Enjoy a winter run through Westonbirt Arboretum's stunning tree collections on solid underfoot trail style paths. Distances of 5 km and 10 km suit all paces. Tickets are sold out.

Join the Cold Norton Charity Winter Trail on 8 February for a scenic 10 km or half marathon across grassy country tracks to support Farleigh Hospice. Routes are narrative and unmarked so bring a map, your own cup or bottle and enjoy homemad..