Trail Running calendar near Chiltern Hills 2025-2026

We have found 468 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

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.

Discover the inaugural Alice Holt Wild Trail Runs in Surrey on 7 June 2026, with 10 km and half marathon options across scenic forest trails. All finishers receive a medal, Wild Deer merchandise and a post race snack and drink.

Join Chase The Sun at Clapham Common on 10 June 2026 for an evening 5K or 10K on a flat, scenic park course past the bandstand. Expect chip timing, free photos and a unique themed medal to celebrate your finish.

Take on scenic off road 10 mile or 20 mile routes through bluebell woodlands, rivers and quiet villages at Castle Farm Campsite near Peterborough on 13 June 2026. Camping, well stocked aid stations and eco friendly vibes make this a relaxed..

Tackle the South Downs Way 100 on 13 June 2026, a nonstop 100 mile trail test from Winchester to Eastbourne across classic English downland. With generous aid stations, mandatory kit and a 30 hour cutoff, it is a true ultrarunning challenge..

Run the 50 km South Downs Way ultra on 13 June, a scenic chalk ridge route through the South Downs with sweeping views. Limited to 400 starters, this World Trail Majors event promises a focused, festival finish.

Run or walk the Cotswold Way Ultra in Cirencester on 13 and 14 June 2026. Routes from 10 km to 100 km take you through rolling Cotswold hills with camping, waymarked trails and regular support stations.

UTMB Index

Scenic off road trail running around Bewl Water in Kent, with forest paths, open countryside and lake views. Choose 10km, Half Marathon, Marathon or 50km Ultra, starting and finishing at the Visitor Centre with chip timing and checkpoints.

Tackle the YHA 14 mile trail run at YHA South Downs on 14 June 2026, a scenic yet testing route with early climbs, muddy puddles and chalk descents. Limited to 50 runners, with a water stop halfway and tea, coffee and cake at the finish.

Tackle scenic but hilly forest trails at the Wendover Woods Half Marathon and 10k on 14 June 2026, with a friendly junior run and on the day entries if available. Spectators can enjoy a cafe, forest walks and family activities.

Tackle scenic trails on Watership Down at the Hampshire Hoppit on Sunday 14 June 2026, with marathon, half marathon and 10K routes that climb some of Hampshire's highest points. Enjoy finishers medals, a keepsake beer glass and real ale in..

Join Robertsbridge Midsummer 10k and 5k on 19 June 2026 for a fun multi terrain undulating course at Robertsbridge Rec. Pick a 10k, 5k or junior run, earn a bespoke medal and enjoy BBQ, bar and village atmosphere.

Beyond London on 20 June 2026 offers 55 km and 25 km trail races along the Capital Ring through London parks. Expect scenic miles past Eltham Palace, Wimbledon Common and Richmond Park with aid stations and a Richmond finish.

Run the 50 mile ultra or marathon along the scenic Three Shires Way through ancient woodlands across Buckinghamshire, Bedfordshire and Northamptonshire. Finish with a memorable loop around Grafham Water.

Take on the Phoenix Centaur 100 Mile Ultra at Denbies Wine Estate, a flatish 1 mile off road loop with multiple distance options across the weekend. Enjoy central aid, chip timing and a Centaur medal and buckle for 100 mile finishers.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..

Race to the King features 30k to 100k routes along the South Downs Way and Monarchs Way around the Summer Solstice. Expect stunning coastal and chalk downland scenery, generous aid stops and a warm finish with hot food and medals.

Tackle the dramatic Malvern Hills this midsummer with a full 27 miles of ridge running or a shorter 15 miles route to Black Hill. Expect rugged tracks, panoramic views, checkpoint snacks and a hot meal at Colwall Village Hall to celebrate y..

Join the Phoenix Hydra 75 Mile Ultra at Denbies Wine Estate in Dorking for a scenic 1 mile off road loop with chip timing and a staffed aid station. Distances run from 12 hour to 100 miles and all entrants receive a free memento.