Trail Running calendar near Aylesbury 2025-2026

We have found 474 Trailruns within 80 miles of Aylesbury. See below where and when you can find the races.

Take on the Thames Trail Ultra, a scenic 47 mile point to point run from Iffley to Henley in October. Enjoy riverside paths, village charms and live tracking as you tackle a mostly trail course with aid stations along the way.

Join the Spooky Sprint at Pengethley Manor, Ross on Wye on 24 October 2026 for a tough offroad Halloween race through two vineyards. Choose on course or virtual options from 5k up to ultra and enjoy a scenic, challenging looped course.

Stort30 is a scenic 30 mile ultra along the River Stort and Lee navigation, starting from Bishop's Stortford Running Club. Enjoy grassy trails, checkpoints with refreshments and a friendly club vibe with trophies for top finishers.

Join the Zombie Shuffle at Pengethley Manor on 25 October 2026 for offroad laps through vineyards and rolling hills, with distances from 5k to ultra to suit walkers and runners. Finisher medals and virtual entry options make it easy to join..

Test yourself on a scenic 5.3 km multi terrain lap at Ferry Meadows and run as many laps as you can in a timed four or six hour format. Distances from 5k to ultra, with aid on course, finisher medals and virtual entries available.

Join Irchester Spooktacular, a Halloween night run through woodland trails with a 5k and a 2k family fun run. Fancy dress, themed marshals, finishers medals, Halloween chocolates and free event photos make it great family fun.

Chiltern Ridge Winter 50K on 31 Oct 2026 is a scenic single loop with 800 m of climbing along the Ridgeway. Limited to 325 runners, this autumn course mixes fast ridgeline running with technical sections and stocked aid stations.

UTMB Index
November 2026

Enjoy a scenic coastal run along West Wittering Beach with 5 km, 10 km or 15.3 km routes offering sweeping views of Selsey Bill, the Isle of Wight and the South Downs. Dog friendly with canicross categories for a beachside challenge.

Enjoy an autumn trail challenge at Wendover Woods with marathon, half, 10k and junior 1k options across scenic, hilly and varied terrain. Expect bespoke medals, free photos and family friendly facilities including a cafe, adventure playgrou..

Take on the Apocalypse Run, a thrilling 10 mile off road trail through the Cotswolds near Stroud with muddy, undulating terrain and a finisher medal. Canicross runners welcome and entrants should be able to complete the course within 2 hour..

Enigma Fireworks lights up Caldecotte Lake on 6 and 7 November 2026 with marathon and half marathon races around the scenic waters. Enjoy multiple laps, on course support and a bespoke finisher medal in a friendly festival atmosphere.

Take on flat, scenic laps along the Thames towpath in Walton on Thames with flexible starts and distances from 5 km to ultra. Limited places, aid stations, digital results and medals make this a friendly, festival style challenge.

Enjoy a scenic trail challenge from Goodwood Racecourse into the South Downs National Park, with rolling single track, fire roads and a final climb back to the finish. Canicross and regular entries welcome, with chip timing, finisher goodie..

Run under the stars through the rolling Chiltern Hills at Stonor Park in November with three waymarked trail options from 7 to 17 km. Expect a fully marked, timed night race; bring a headtorch and enjoy a finishers medal and event atmospher..

Run the Maverick Oxfordshire Trail at historic Stonor Park in the Chilterns AONB with 7 km, 13 km or 22 km routes through deer filled woods and under soaring red kites. Expect steep climbs, wild views and fully marked, timed trails.

Run from Alexandra Gardens in Windsor along flat, fast off road trails through parkland and woodland. Choose 10K or half marathon with chip timing, free photos and an event village serving food and giveaways.

Join the Remembrance Run on 8 November 2026 at Wraysbury for a moving riverside event honouring those who died, with a two minute silence during the race. Choose distances from 3 km to ultras and earn a finisher medal.

Reflective Remembrance Sunday run in Brightlingsea on 8 November 2026, with the Last Post and silences at the start and at 11:00. Looped traffic free 10.54 km laps let you choose 10 km, half, full or a 6 hour timed challenge.

Remembrance Run at Wraysbury on the Thames is a timed 7 hour challenge where you choose any distance from 3 km to ultra. Scenic signed laps, aid stations with vegan options, a finisher medal and a two minute silence at 11:00.

Explore ancient woodland and open heath in the New Forest with 10 km, 17 km or 22 km trail options. Enjoy waymarked gravel paths, on course support and a finisher medal, and note water stations are plastic free so bring a reusable cup.