Trail Running calendar near Chipping 2025-2026

Run scenic loops from Windsor Racecourse through Windsor Great Park, Runnymede and the Thames Path with views of Windsor Castle. Choose 50 km, 25 km or 10 km loops with aid stations, timing, a finisher T shirt and 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 Roman Ramble at Billingford Lakes on 19 April 2026 on trails with distances from 5k to ultra. Entries capped at 300, no cups provided so bring your own bottle, and finishers receive a bespoke medal.

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 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..

Challenge yourself on the Coventry Way Challenge, a one day 41.4 mile circular walk or run around Coventry through Warwickshire countryside and mainly off road terrain. Enter solo or as a relay team and celebrate at the finish with a hot me..

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.

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..

Take on the Thames Path 100, a scenic 100 mile point to point from Richmond to Oxford with a finish on Oxford University grounds. Riverside trails, aid stations and a 30 hour time limit make for a classic endurance challenge.

Join a guided, non competitive 30 mile ultra around Surrey's North Downs and Greensand Way, tackling iconic climbs like Leith Hill and Box Hill. Ideal for first time ultra runners seeking scenic trails with experienced group support.

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.

Run Silchester invites runners to scenic trail routes around Roman walls, past a 12th century church and through ancient woodland. Choose 2.5, 5 or 7 miles, collect a new medal and enjoy a community event supporting the local food pantry.

Discover the Cotswolds with Tempo Trail Races on 3 May 2026, offering scenic trail distances from 10K up to a new 50K and a 100 km ultra. Choose your challenge and soak up friendly club vibes and beautiful countryside.

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

Tackle Box Hill on a guided 12.5 mile trail run with about 1000 m of climbing through woodland, heathland and open fields. An experienced guide will lead a steady group pace for runners who can hold roughly 10 min per mile, with parking nea..