Trail Running calendar near Aylesbury 2026-2027

We have found 459 Trailruns within 80 miles of Aylesbury. See below where and when you can find the races.

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.

UTMB Index

Join the inaugural Wild Deer Trail Runs at High Lodge Thetford Forest on 12 April 2026, with scenic 5km and 10km trails. Chip timed and fully supported, all finishers receive a medal, Wild Deer merch, snack and drink.

Run the scenic Windsor 50 Ultra Challenge on Saturday 18 April 2026 from Windsor Racecourse, with 50 km, 25 km and 10 km looped routes through the Great Park and along the Thames with castle views. Fully supported with rest stops, GPS track..

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Tackle a scenic 51 km ultra along the Chiltern Ridge from Berkhamsted Castle to Wendover, with rolling trails, woods and sweeping views. Well marshalled and UTMB World Series indexed, this classic is a true Chiltern challenge.

UTMB Index

Join a guided group trail run along the Malverns ridge from North Malvern, covering 18 miles with over 1300 m of ascent and stunning summit views. Expect steady trails at about 10 to 11 minutes per mile with friendly support and full kit in..

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.

UTMB Index

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.

Martley Madness is a scenic 10 mile trail and country lane race around Rodge Hill on 19 April 2026. Organised by Worcestershire Trailblazers, the event features chip timing, bespoke medals and raises funds for Cardiac Risk in the Young.

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.

Run the Thames Ring Series along scenic river and canal towpaths with three distances: TR250 full loop, TR150 and TR100 sections. Choose your challenge and enjoy riverside trails, checkpoint support and GPS tracking across this adventure.

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.

Choose from 5 km up to ultra marathon on mildly undulating, fully measured roads around Bury St Edmunds on 26 April. Small field, aid stations, parking and a bespoke finisher medal make this a memorable day out.

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 41.4 mile Coventry Way Challenge on Sunday 26 April 2026, a mostly off road route through Warwickshire and Solihull countryside. Start and finish at Meriden with checkpoints, food, trackers and a hot meal at the end.

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.

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.

Push your limits at the Dragonfly Challenge, a six hour event at Pooley Country Park where you run as many 3.3 mile laps as you like. Enjoy parkland views and a signature climb, and take home a medal or a tree planting token.

May 2026

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..