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 345 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!
January 2027
Trail run near Winchester on 10 January 2027 with 21.4k and 12.1k routes around Farley Mount, chip timing and finishers medals.
Running at Bewl Water on 10 January 2027 with 10k, 5k and a junior run on multi terrain routes beside the reservoir; maps and GPX files are provided.
Three gravel routes through ancient New Forest woodland at Holmsley Campsite, with fuel outposts, timing, free parking and limited dog spaces.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
A last-person-standing backyard ultra near Alfriston featuring repeated 4.2 mile loops on mixed trail and farm tracks, token checks, basic aid station and sustainability measures.
A winter trail event at Moors Valley Country Park on 24 January 2027 offering a half marathon and 10.6 km options, with canicross choices and an eco-friendly wooden finisher medal set amid mixed woodland terrain.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
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.
Trail runs at Queen Elizabeth Country Park near Petersfield with three measured routes through Head Down, the South Downs Way, Milky Way and War Down.
Trail runs at Hound House Road, Surrey on 30 January 2027 offering 10 km and 15 km options with on-site parking and course signage.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
February 2027
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
A seven hour time challenge along the River Thames with distances from 3km to 50km, medals and pins, mixed path and trail terrain.
Single-loop trail races of 50 miles, 50K and 20 miles around Ditcham Park School in Hampshire, following parts of the Staunton and Monarchs Ways and the South Downs Way.
A two day 66 mile winter trail event on the North Downs Way with marked routes, staffed aid stations, overnight accommodation and luggage transfers.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Trail races of 10 Mile, 5 Mile and a junior run take place in Bedgebury National Pinetum & Forest on 7 February 2027. The undulating multi terrain courses can be muddy after wet weather and include a bespoke medal and free photos.
A scenic 10 mile race in Milton Keynes that follows riverside parkland and passes through the narrow Cattle Creep tunnel, with canicross friendly provisions and chip timing.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.