Trail Running calendar near Chiltern Hills 2026-2027

We have found 496 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

A guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey. Evening sessions include sunset runs or night runs by head torch and focus on group pacing, hilly trails, and scenic views.

Run the full 82 mile Essex Way from Epping tube to Harwich lighthouse over challenging trails and country lanes. Enjoy supported checkpoints, GPS tracking and a 24 hour finish window for an epic route across Essex.

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Run along the scenic River Thames in a 7 hour timed event and choose your challenge from 3 km up to marathon, 50 km or ultra. Flat, well signed loops, aid stations and finisher medals with vegan goody bag options make this a welcoming day f..

Point to point half marathon style race along canal towpaths from Wolverhampton to Brindley Place in Birmingham. The course includes a 360 metre tunnel, floating drink stations every 3 miles and chip timing.

A multi-distance trail running event in the South Downs near Petersfield, offering routes from 10km to 100km, coach transport to starts, camping, on-site food and a licensed bar, with walkers welcome on several distances.

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A chip timed multi terrain event in Willingham, Cambridgeshire offering a 10 km route and a 4 mile option on flat country roads, footpaths and bridleways. Walkers can enter without timing and proceeds support local charities.

A 21.1 km off road half marathon along The Ridgeway between Coombe Hill and Whiteleaf Hill, featuring 526 m of ascent, two on route aid station visits and full course marking near Wendover on 5 July 2026.

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Community road races of 10K, 5K and a 1K children's race near Much Hadham, organised by The Bishop's Stortford High School. Traffic free measured courses with chip timing, finisher T-shirts or an option to have a tree planted.

Two off road races around Bewl Water on 5 July 2026: a 15 mile route that includes the nature reserve and a 5 mile trail. The event is organised by Wadhurst Runners, supports the KSSAA, and features medals, t shirts, cake and beer.

A women only trail event at Denbies Wine Estate in Surrey on 5 July 2026 offering 50K, 25K, 10K and a kids race. No cut offs and options for in person or virtual participation, with profits supporting the SheRACES mission.

Guided 10 km trail runs at Thursley National Nature Reserve with summer sunset and winter night sessions, flat terrain and a section on the boardwalk. Group paced, non competitive runs with headtorch provision and a kit list supplied.

A multi terrain 5 km race at Fermyn Woods Country Park on Wednesday 8 July, part of the Northants 5K Series. All finishers receive a bespoke medal and a virtual entry option is available for those who cannot attend in person.

A *10 km* trail race at Coombe Abbey Park near Coventry on an undulating two lap route through woodland and meadow. Water stations and biodegradable cups are provided and dogs are not permitted.

A 57 mile point-to-point ultramarathon along the River Severn from Travelodge Worcester to Travelodge Stonehouse, with four checkpoints offering vegan and gluten free options, mandatory kit checks, and a bespoke finisher medal and head viso..

A multi distance trail event on the Ridgeway on 11 to 12 July 2026, finishing at the Avebury Standing Stones. It offers 50 km and 100 km options with signposted runnable trails, multiple pitstops and basecamp support including hot food and..

Outdoor walking and running event from Hallow with circular routes through 12 parishes. Distances range from 10 to 40 miles, mainly off road on public footpaths with waymarked routes and checkpoints providing drinks and snacks.

Trail running in the Chiltern Hills from Princes Risborough with routes from 8 km to 50 km, mapped GPX files, outposts and timed results. Courses feature woodland singletrack, chalky trails and notable climbs, and the event is not dog frien..

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Ultra:5K 2026 invites runners to tackle repeated 5 km laps on the hour for 3, 5 or 10 laps, testing endurance on a hilly, twisty trail near Bedford. Enjoy on course support, a bespoke finisher medal and relaxed festival vibes.

BigHeat CampFIRE is a two day trail running festival at Mill Farm offering a 50 km ultramarathon, marathon, 16 mile, 12 km and a 2 km fun run alongside camping, yoga, live music and on course aid stations.

Join Race The Light at Wendover Woods for scenic, challenging trail races supporting the Chilterns Neuro Centre. Choose from an accessible family friendly loop up to a hilly 5K or 10K and soak up the forest atmosphere.