Trail Running Calendar South East (England) 2026-2027

We have found 267 Trailruns in South East (England). Check below where and when you can find the races.

Join the Winchester Trail Run at Sparsholt College for scenic 12 km and 21 km off road routes through rolling Farley Mount countryside. Enjoy tree lined tracks, a short climb to Farley Mount on the 21 km and a finisher medal.

Kings Garn Gutter orienteering in the New Forest on Sunday 11 January offers runnable forest, streams and updated 1:10,000 maps. Courses range from short novice path events to long technical routes so all abilities can join.

Join a guided 10km trail run at Hankley Common with a friendly group rather than a race. Explore the Atlantic Wall replica and famous film locations while enjoying scenic trails at a steady, social pace.

Take on a one hour night score at Buchan Country Park with 20 controls to find in any order. Bring a torch, whistle and warm layers for an adventurous evening of navigation and friendly competition.

Enjoy gravel trails through ancient woodland in the New Forest at Maverick New Forest Gravel on 17 January 2026. Choose from 22 km, 12 km or 6 km routes with scenic forests, wildlife and a friendly festival vibe.

Tackle a classic Box Hill fell race with a fully marked 12.8 km circular off road route and about 540 m of ascent, starting and finishing on Burford Spur. Enjoy challenging terrain, great views and competitive club racing under FRA rules.

Join the Tiaras & Tutus Orange Run on 17 January for distances from 5 km to ultra along a flat riverside towpath. Enjoy a flexible one hour start window, seven hour time limit and bespoke finisher medals in a fun, limited field event.

Run the South Downs Way from Heyshott to Arundel in a scenic point to point trail event on 18 January 2026. Choose a marathon or 15 mile off road route that finishes by Arundel Castle with river views and rolling downs.

Join the Red Robin Run at Southwater Park on Sunday 18 January 2026 for a timed, flat trail challenge on the Downs Link where you can choose 5k to ultra distances on the day. Enjoy a festive Red Robin finisher medal and limited places.

Orienteering at Pippingford Park on Sunday 18 January offers courses for all levels across scenic woodland. Online entry required, parking fee applies and contactless SIAC punching is available.

Run orienteering in Micheldever Forest on Sunday 18 January with an updated ISOM map and courses for all abilities. EMIT eCards, parking on forest tracks, toilets and nearby pubs make it a convenient winter forest adventure.

Join Esher Street O, part of the Winter Street O Series by Mole Valley Orienteering Club, at The Wheatsheaf in Esher. Choose a 60 or 40 minute score course with MapRun and relax with food and after the race refreshments at the pub.

Join the STAR Backyard Holmbury St Mary three hour trail challenge on 23 January 2026 and see how many 5 km laps you can complete around Holmbury Hill. A headtorch is required and entry includes a warm bowl of chilli or curry.

Brutal @ Bagshot serves up a muddy, hilly Army training circuit with bogs, twisting climbs and knee to waist deep water holes. The 10 km is two gruelling laps.

Huffin Puffin Run on 24 Jan 2026 at Xcel SPORTS HUB, Walton on Thames. Flat 5.3 km riverside loop with distances from 5 km to ultra; lap as you like within the time limit and enjoy aid stations and digital results.

Pick your distance on the day at Running Tribe Races in Chalfont St Peter and tackle looped trails through woods and footpaths. Distances from 7 km up to marathon and ultra are offered, with an aid station serving food and drinks.

Experience the North East Night Championship at Wilton Woods on 24 January 2026, with four courses from 2.3 km to 5.7 km to suit all levels. Limited entries so book now for a thrilling evening of fast navigation under headtorches.

Take on the Ashdown Forest 10 and 5 Mile on 25 January 2026 at Pippingford Park, a scenic trail run through rolling forest terrain with rewarding climbs and wide open views. Free parking, medals for all and cash prizes for podium finishers..

Choose a half marathon or 10K through Moors Valley woodlands with muddy trails, steep climbs and chances to spot deer and birds of prey. Finishers get a wooden medal and the course is fully supported and timed.

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.