Trail Running calendar near Woolpit 2025-2026

We have found 190 Trailruns within 80 miles of Woolpit. See below where and when you can find the races.

Take on the Greenway Challenge in Letchworth Garden City: a self guided 13 mile clockwise run starting and finishing at Standalone Farm. Enjoy marshalled crossings, a wooden medal, and cake at the finish while supporting Headway Herts.

Challenge yourself at the Chilterns 30, a 30 km trail across scenic Chiltern Hills with rolling woodland trails, ridgelines and village paths. Guided groups, well stocked checkpoints and a finisher medal with a Trees not Tees certificate ma..

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

Run a scenic point to point trail from Dedham Vale to Harwich through coastal estuaries and Areas of Outstanding Natural Beauty, with 100 mile, 50 mile and 50 km options. Mostly flat grass and trail, UTMB 100M index event.

UTMB Index

Run spring trails across Hertfordshire farmland at the Stort10 in Hatfield Broad Oak on Sunday 17 May 2026. Choose 10 mile or 5 mile, earn a finisher medal and t shirt or have a tree planted, with prizes and live timing.

The Bury to Clare Challenge will take place in Bury St Edmunds on Sunday 17 May 2026. You can run 18 miles.

Explore Canterbury on foot at the Canterbury City Race European Tour from 22 to 24 May 2026. Three lively urban orienteering races send you through the medieval centre, cathedral quarter and university campus for a fast weekend of navigatio..

Explore Canterbury's historic centre in a time trial orienteering, with 5 mile and 5k courses past King's School, Westgate Gardens and St Augustine's Abbey. Fastest time wins and finish is at Canterbury Christ Church University.

Run at Grimsthorpe Castle at the Grim Reaper Running Festival with races from 10 mile to 100 mile and a team relay. Scenic 10 mile loop through ancient woodland and lakeside trails, plus night options, medals and on site camping.

UTMB Index

Tackle a scenic 26.2 mile marathon across three laps of Richmond Park, with rolling hills and beautiful parkland views. Chip timing, aid stations, medical cover and a lively finish make this a rewarding London park marathon for seasoned and..

Run the scenic Angles Way Ultra along the flat Waveney valley from Thetford to Great Yarmouth, with 50 km and 100 km options finishing by the sea. Fully waymarked and timed, cupless with checkpoints and coach transfers, this is a friendly t..

Discover Ealing on foot at the Queen of the Suburbs Ultra, a single borough trail event offering a scenic 50k ultra and a friendly 25k loop. Wind through parks, canal paths and Horsenden Hill for leafy views across west London.

Run the full 86 mile Ridgeway National Trail from Ivinghoe Beacon to the Avebury Stones, tackling rolling chalk ridges and ancient landscapes within a 28 hour cutoff. A tough but rewarding UTMB World Series index race with full support.

UTMB Index

Enjoy a supported 50 km from Rochester to Tonbridge along the scenic Medway Valley Walk on mostly flat towpaths and trails. Aid stations, GPS tracking and the Tonbridge athletics track finish add a polished riverside vibe.

Take on the Castle Trails 30 km on 30 May 2026 and follow the River Medway from East Farleigh to Tonbridge in a scenic point to point trail run. Riverside towpaths, country park views and a finishing lap on the Tonbridge athletics track mak..

Run 60 km along the ancient Ridgeway from Ivinghoe Beacon to near Wallingford across chalk ridgelines and rolling downs. With 1000 m ascent, a 10 hour limit and UTMB World Series status, this scenic ultramarathon tests endurance and pace.

June 2026

Tackle the Griffin Challenge, a six hour out and back run along the Griffin Trail from Braybrooke Taproom in Market Harborough. Choose your distance on a mostly flat 3.3 mile loop, then unwind with food and drinks at the Taproom.

The Sundowner Trail Marathon on 6 June 2026 is an evening 27 mile trail through saltmarsh, canal towpaths, vineyards and forests. Limited to 50 runners, this intimate race offers checkpoints, a finish memento and a bespoke local beer.

Discover Valley of the Owls Run at Suffolk Running Centre on 7 June 2026, with races from 5k to ultra across scenic looped trails. Small field capped at 300, parking included and bespoke finisher medals make for a memorable day.

Join the Coombe Hill Fell Race in Wendover for a punchy 7 km with about 220 m of climb, including a steep ascent and descent. On the day entry is available and your entry includes a pint at the finish.