South East (England)
Trail Running Calendar South East (England) 2026-2027
Explore the best trail runs in South East (England) for 2026-2027! Our updated list features 360 exciting trail runs across the region. Find your next trail run in South East (England) below and join the trail community at these great events!
September 2026
A scenic 10K trail run through the historic grounds of Loseley Park on 6 September 2026, licensed under UK Athletics with official timing and finisher medals.
Trail half marathon and 10 km in North West Kent with around 2000 ft of ascent, two loops, an aid station, and marked, marshalled routes. Registrations are closed.
Free MHAC end of summer gathering at Dummer Down Farm with guided 3K, 5K and 8K trail runs, coffee, food, beer, live music and optional donations to Mind.
Guided 10 km trail run around Silent Pool near Guildford, following parts of the North Downs Way and Netley Heath forest. Sessions run at dusk or at night with headtorches in a led group and a recommended pace of about 10 min per mile.
A timed, lap-based Friday run along the Thames with flexible rock up and run starts; the £10 affiliated entry is donated to Rays of Sunshine and participants receive a double-sided charity medal.
A team endurance event across the South Downs covering 100 km in under 30 hours, with teams of four or a relay option and support crews meeting at checkpoints.
A bi-annual trail race around Bewl Water in Kent offering 10 km, half marathon, marathon and 50 km ultra on wooded trails and quiet lanes.
Trail running in the Surrey Hills with 42k, 21k and 10k options, chip timing, aid stations, finishers' medals and an event village at Shere Recreation Ground.
A guided loop trail run around Lewes of about 18 miles with over 2600 ft of ascent, passing Mount Caburn, Firle Beacon and Kingston Ridge.
A map and compass adventure in the South Downs combining running, mountain biking and kayaking with solo and team options and flexible score-format courses.
Experience a scenic trail marathon or half marathon through the Surrey Hills along the historic Pilgrims Way and North Downs Way.
A wine-themed running event at Denbies Wine Estate near Dorking offering a half marathon and 10 km through vineyards with wine stops, food and live entertainment.
A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal views.
Community memorial and fundraiser in Slinfold on 13 September 2026, offering chip timed 10k and 5k trail races plus children's events through scenic West Sussex countryside.
Trail races on rough tracks around Ashtead Common, with a 10 km and a 2 km kids run; proceeds support local charities and the event promotes low environmental impact.
An annual fun run in Steeple Barton offering 10 km, 5 km and a fun run on undulating on and off road courses through lanes, fields and the Barton Abbey Estate. Proceeds support Steeple Barton Church.
Timed laps on a 5.3 km riverside course along the Thames allow runners to build distances from 5 km up to ultras. First 50 entries receive a black and yellow plushie and a Feisty mini me medal; a no medal option is available.
A 10 km run on 13 September 2026 through the private parkland and tree-lined avenues of Chevening Estate in Sevenoaks, part of the British Landmark Series.
A one-day event on 13 September 2026 in Ashtead offering guided trail runs for women, workshops on confidence and safety, panel talks, kit trials and a raffle.
Seven hour Time Challenge along the River Thames in Staines offering lap based distances from 3km to ultra, with medals, pins, aid stations and goody bags.