Cranbrook
Trail Running Calendar near Cranbrook 2026-2027
Explore the top trail runs near Cranbrook for 2026-2027! We've gathered 56 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A trail running weekend at Beachy Head offering Ultra, marathon, half and 10k distances with coastal scenery, staffed aid stations and marked routes.
Off road marathon and half marathon south of Canterbury with live tracking, checkpoints, mandatory kit lists, event HQ facilities, and a charity donation from entries.
An overnight self supported 50 km ultra from East Grinstead to Brighton on 30 to 31 October 2026, in person event with tickets at £14.46 and no refunds.
November 2026
A 6.66 mile woodland trail run at Kings Wood near Ashford featuring muddy, hilly and technical sections, limited to 200 runners and organised by Ashford Tri Club.
Trail run from Plumpton Racecourse across the South Downs with three distances 21.3k, 15.5k and 10.8k featuring a climb to the South Downs Way and sea views.
Scenic 8.5 km loop around Northiam with over 70% off road trail, limited to 60 entrants, prizes for first male and female and tea and cake after at the village hall.
December 2026
Single-loop winter trail races from Plumpton Racecourse across the South Downs, fully waymarked with GPS tracking, aid stations and UTMB/ITRA points.
A taster on the Longbridge 100 backyard course: six 7 km yards totalling 42 km using backyard rules, with timed results, prizes and on-course support.
A 5 mile night trail run in Friston Forest with a self navigated GPX route, festive fancy dress, finisher medal and a bar exchange for returned race numbers.
A marked 4 mile trail run around Pett on 19 December 2026 with a finisher medal, prizes and tea and cake afterwards.
A 50 km trail ultra along the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit requirements. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.
A charity off-road three mile run in Saltwood on 26 December 2026 that usually attracts over 1,000 entrants, with medals for all finishers and several entry options.
A 7.5 km trail loop around Westfield with over 80% off-road surfaces, a marked and marshalled course, hall facilities and a 60-runner entry limit.
January 2027
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
A 10.5 mile marked trail run at Beachy Head on January 3, 2027 with a post-race lucky dip that assigns extra virtual mileage to complete by March 20.
A multi-terrain 10k, 5k and junior run around Bewl Water on 10 January 2027 with route maps, GPX files, medals and event photography.
A last person standing backyard ultra on a 4.2 mile loop near Alfriston, with token checks, aid station support and a focus on sustainable event practices.
A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.
February 2027