Eastbourne
Trail Running Calendar near Eastbourne 2026-2027
Explore the top trail runs near Eastbourne for 2026-2027! We've gathered 57 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
A 10 hour, 10 lap endurance event at Pippingford Park with 3 mile, 4 mile or 5 mile loop options and up to 700 ft climb per lap; finishing grade is based on shortest loop.
Military style obstacle mud run at Hever Castle Kent with 3 km, 6 km and 12 km options and many obstacles modelled on Royal Marines training.
Trail races at Bedgebury National Pinetum & Forest on 18 October 2026, offering half marathon, 10 km and junior distances on traffic free woodland trails.
A 10 km trail run through the private grounds of Hole Park, a historic estate near Cranbrook, Kent, on 18 October 2026. Entry is priced at £25 and the event includes timed results, finisher medals and official race photography.
An 8 km trail loop around Herstmonceux with over 70% trail, prizes for first male and female, village hall facilities and a 60 person entry limit.
A trail running weekend at Beachy Head offering Ultra, marathon, half and 10k distances with coastal scenery, staffed aid stations and marked routes.
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 27 mile night time group run at Devil's Dyke with about 982 metres of ascent on trails; head torches required and runners must be 16 or older.
A 14 mile trail run on 22 Nov 2026 with an initial climb, downloadable route maps, water stations, limited parking and a 50-place field.
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.
An 8.5 km mostly trail loop around Northiam with a marked and marshalled course, prizes for first male and female, and entry limited to 60 runners.
December 2026
Three single loop winter trail races from Plumpton Racecourse across the South Downs with marked routes, aid stations, GPS tracking and variable winter weather.
A December 10 mile undulating race around Peacehaven with mostly off road sections, marked route, finishers' medal and festive prizes.
A condensed backyard ultra on the Longbridge 100 course combining six hourly yards with an added kilometre on later yards to create a marathon style challenge.
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 4 mile trail run around Pett on 19 December 2026 with a marshalled, fully marked muddy course, Christmas finisher medals, prizes and tea and cake afterwards.
A 7.5 km trail loop around Westfield with over 80% off road terrain, marked and marshalled course, prizes for first male and female, and post race tea and cake.
Night-time headtorch 10 km along the Downslink from Shoreham to Bramber and back, flat route with a halfway aid station and a Darklink Medal.
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.