Trail Running calendar near Chiltern Hills 2025-2026

We have found 472 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

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..

Run laps around Ferry Meadows at the Pumpkin Plod on 25 October 2026, choosing a 4 or 6 hour timed session. Enjoy multi terrain 5.3 km loops, pick a finisher medal and soak up the scenic lakeside setting.

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.

Run the Chiltern Ridge Winter 50K, a scenic single loop around Berkhamsted with roughly 800m of ascent and a 9 hour limit. Limited to 325 runners, this fully marked UTMB World Series index trail race finishes at Berkhamsted Cricket Club.

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..

The Tunnel Vision - Market Harborough will take place in Market Harborough from Thursday 5 November 2026 to Friday 6 November 2026. You can run 5 miles.

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.

Run scenic tracks through ancient New Forest woodland near Brockenhurst, with routes up to 21.6 km and regular sightings of ponies and deer. Chip timing, aid stations and a finisher medal make this a friendly autumn trail event.

Tackle Wendover Woods 50, a demanding 50 mile trail through five scenic loops in Forestry England woodlands. Expect big climbs, technical singletrack and great support, all with a capped field for an intimate race day.

UTMB Index