Trail Running calendar near Chesham 2025-2026

Join a guided 18 mile trail run along the Malvern Hills ridge, summiting the peaks and tackling 1300 m of ascent with a qualified coach. Not a race; expect steady trail pace, stunning views and friendly company.

Run the Spring Trail Series at Cowdray Estate where the Serpent Trail winds through greensand hills, rivers and woodland. Distances from 12 km to 110 km, with food, camping and relaxed cutoffs for a friendly, well supported day.

Tough but rewarding 10 km fell race around Chingford with 450 m of climbing, hosting the first ever Essex County Championships. Pre entry only and open to Essex eligible runners aged 16 and over, with teams welcome.

Run the Martello Half Marathon in Seaford along seafront and South Downs trails, a scenic but undulating course with marshal support. Enjoy great views, a bespoke medal and free photos while backing local charities.

Run the South Downs at the Grand National 10 km Trail Run in Findon, a charity supporting local causes with bespoke medals for all. Choose 10 km, 5 mile, Canicross or kids 2 km fun run and enter the fancy dress Filly or Colt contest.

Run the scenic Thames Ring, a multi distance trail loop from Streatley on Thames that follows the river and canals. Choose 100, 150 or 250 mile challenges on riverside paths with GPS tracking and checkpoint support, 22 to 26 April 2026.

The Bath Beat showcases scenic running and walking from Bath into Cotswolds countryside, with distances from 12.5 to 26.5 miles. Checkpoints serve homemade cakes, long routes offer hot meals, and finishers get a medal and warm welcome.

Join the Ale Trail, a 15 mile sponsored fun run through scenic countryside around Alfriston on 26 April 2026, with just 50 places for a sociable challenge. Start and finish at Ye Olde Smugglers Inne with checkpoints offering beer tokens and..

The Other Run offers 5k, 10k, half marathon, marathon and ultra on scenic, mildly undulating quiet roads near Bury St Edmunds, plus bespoke finisher medals and a lucky dip option. Capped at 300 runners with parking included, it promises a f..

Test your navigation skills at The Drop Winchester, a point to point challenge where you are driven blindfolded to a mystery drop and must find your own way back to HQ. Choose 10 or 15 mile routes and surrender devices for a true adventure.

Take on the Coventry Way Challenge, a scenic 41.4 mile circular trail around Coventry mostly across Warwickshire and Solihull, to be completed in a single day. Open to solo walkers and runners or relay teams, with checkpoints and finish mea..

Run through carpets of bluebells at Angmering Park Estate on a scenic 10 mile or 10 km route with stunning downland views. Canicross entries welcome and finishers get a warm pub welcome plus free photos.

Bolt Round the Holt at Alice Holt Forest on 26 April 2026 offers scenic undulating forest trail races from junior 1k to half marathon. The event raises funds for GUTS and features bespoke medals, prizes and a friendly community vibe.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

Run through woods carpeted in bluebells in the Chiltern Hills at the Bluebell 10km, a roughly 10 km guided spring trail on Sunday 26 April 2026. Grouped by ability with a Run Leader, it is ideal for runners who can manage 5 km non stop.

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Partici..

The Thames Path 100 is a 100 mile point to point race along the Thames from Richmond to Oxford. Mostly flat and scenic, runners have 30 hours to tackle a mix of trail and paved sections.

Join a guided 30 miles group run along the North Downs and Greensand Way from West Hanger near Guildford, taking in Box Hill, Leith Hill and Holmbury Hill. Intended for experienced trail runners able to sustain about 10 minutes per mile, wi..

Join the Mid Sussex Marathon Weekend, a three day running series through East Grinstead, Haywards Heath and Burgess Hill with undulating multi terrain routes combining into a full marathon. Family friendly races welcome all abilities.

Join Run Silchester on 2 May 2026 for 2.5, 5 and 7 mile trail runs around the Roman wall, ancient woodland and a 12th century church. Family friendly festival atmosphere with stalls, music and proceeds supporting local community causes.