Trail Running calendar near Maidenhead 2025-2026

Take on the 42 km Brighton Trail Marathon through the South Downs from Stanmer Park to Hove Lawns on 12 April 2026. Hilly chalk ridgelines, woodland and a finish on the Brighton Marathon route promise a scenic, rewarding challenge.

Run scenic loops around Windsor Great Park and the Thames Path with views of Windsor Castle at the Windsor 50 Ultra Challenge. Options include 10 km and 25 km plus the 50 km figure of eight with support, rest stops and a finisher medal.

Take on the Chiltern Ridge Classic 50K, a 51K trail ultra across the iconic Chiltern Hills with 996 m of climbing, starting at Berkhamsted Castle and finishing in Wendover. Expect Ridgeway views, tough trails and full on course support.

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.

Join the Grand National 10 km trail in Findon on 19 April 2026 across the South Downs during Grand National weekend. Family friendly races include canicross, 5 miles and kids runs with bespoke medals, costumes and proceeds to local causes.

The Thames Ring Series is a multi distance trail event from Streatley on Thames, featuring the roughly 250 mile Thames Ring 250 counterclockwise loop along canals and towpaths. Scenic and largely flat, it takes place 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..

Event overview The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd A..

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.

Tackle the Coventry Way Challenge, a mostly off road 41 mile circular route around Coventry with five staffed checkpoints and trackers to keep you safe. Finishers get a hot meal and certificate whether solo or as part of a relay team.

Run through carpeted bluebell woods and rolling South Downs at the Angmering Bluebell Trail Run. Choose 10 km or 10 miles on scenic off road routes, enjoy countryside views, a bespoke medal and race photos.

Join Bolt Round the Holt at Alice Holt Forest for scenic trail runs from 1k junior to half marathon while supporting GUTS and early detection of bowel cancer. Enjoy forest views, bespoke medals and a family oriented race day.

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 with bluebells in the Chiltern Hills with Run The Wild at the Bluebell 10km on 26 April 2026. Grouped by ability with on route coaching, the spring trail offers guided support and scenic views. Spaces are limited.

Take on the LDWA South Downs Marathon on 26 April 2026, with challenging 28 mile or 18 mile routes across the iconic Seven Sisters and Cuckmere Haven. Expect stunning coastal views, big climbs and friendly checkpoints on this Sussex classic..

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..