Trail Running calendar near Isle of Wight 2026-2027

Enjoy a family friendly day in Froyle with a scenic 10 km trail through fields and woods and a colourful Kids Colour Dash for ages 4 to 12. Village hall cakes, picnic space and on course support make it a relaxed community event.

The Big Cheese is an off road fell race in Cheddar, Somerset, covering 15 miles across the Mendip Hills with over 2,000 ft of climb. Take on a fully marked course and enjoy a finisher's medal plus tea and cake at the end.

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.

Run the Martello Half Marathon in Seaford on 19 April 2026, a scenic undulating trail mixing seafront miles with South Downs views. Organised by local clubs, the race features aid stations, a medal and free photos.

Run the rolling trails of the South Downs at the Grand National 10 km Trail Run in Findon, with 10 km, canicross, 5 mile and kids events for all ages. Scenic route, bespoke medals, charity support and a fun Filly or Colt costume prize.

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.

Butcombe Trail Ultra takes runners across the Mendip Hills AONB from Churchill with 50 mile and 50 km self navigation options. Rugged off road trails, pub stops and UTMB qualification make for a rewarding challenge.

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..

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.

Join the 22nd Angmering Bluebell Trail Run on Sunday 26 April for scenic 10 km and 10 mile routes through vibrant bluebell woods, finishing at The Fox pub. Canicross entries welcome as you enjoy marshalled trails and countryside views.

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.

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..

Explore the Isle of Wight coastal path from Chale, passing the Needles, Cowes, Culver Down and Ventnor on distances from 10 miles to a 106 km island loop. Fully supported with checkpoints, timing and an optional two day camp for walkers, jo..