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.

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.

Trail races at Alice Holt Forest in Surrey offering 10 km and half marathon routes with chip timing, feed stations and on site medical support. Finishers receive a medal, event merchandise, a snack and a drink.

Join Chase The Sun at Clapham Common on 10 June 2026 for a lively 5K or 10K loop around the park, passing the Bandstand and mostly on footpaths. Enjoy chip timing, a unique themed medal, free race photos and post race goodies.

An evening 10K trail race through Moors Valley Country Park in Ringwood as part of the Wildwood Trail Series. Single lap forest course with chip timing, aid stations and an eco friendly wooden finisher's medal; canicross option available.

Off-road 10 and 20 mile trail races around Fotheringhay, starting at Castle Farm Campsite. Routes run through fields, bluebell woodlands, riverside paths and old railway lines, with camping available and eco-friendly water stations.

A 100 mile non stop foot race along the full South Downs Way National Trail from near Winchester to Eastbourne with marked route, 12 aid stations, medical support and a 30 hour time limit.

A 50km non-stop trail race on 13 June 2026 along the South Downs Way from Matterley Bowl to Queen Elizabeth Country Park, featuring 4000 ft of climb, four aid stations, full medical cover and a 9 hour cut off.

A multi distance trail event in the Cotswolds on 13 and 14 June 2026. Based at Cirencester, it offers loop and staged 100 km options with regular rest stops, medical support, camping and finishers awards.

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.

Take on the YHA 14 mile trail run on 14 June 2026, starting with a climb and featuring slippery chalk descents and muddy puddles. GPX and maps available, water, tea and cake after the finish, limited parking so travel by train or bike.

Trail races at Watership Down feature marathon, half marathon and 10K single lap courses on mainly off road footpaths, reaching high points with county views. Events include chip timing, marshals, water stations and finishers medals.

Timed multi-distance event on a 5.3 km riverside loop in Walton on Thames with a 1.5 hour start window and a seven hour time limit, offering a finishers medal or a lower cost no medal entry.

A multi terrain 5 km race at Blackpit Farm near Silverstone featuring woodlands, lakeside lawns and farmland. Finishers receive a bespoke medal and free parking is available at Blackpit Brewery.

Community evening races at Robertsbridge Rec Ground offering 10k, 5k and a junior run on a multi terrain undulating course. Volunteer marshals, a BBQ, a post race bar, bespoke medals, trophies and free parking are available.

Two fully signed Capital Ring routes in London offering a 55 km ultra and a 25 km trail, finishing in Richmond upon Thames. GPX files, feed stations, chip timing and medical support are provided, with enforced cut off times and age limits.

A point-to-point trail event on the Three Shires Way offering a 50 mile ultra and a marathon through Bucks Beds and Northants, with GPX routes, checkpoint support, mandatory kit requirements, prizes and charity donations.

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..

A multi-distance trail ultramarathon from West Dean Gardens on 20 June 2026, using the South Downs Way and coastal routes. Distances run from 30 km to 100 km with on-course support, medical cover, food stops and transport options.

A Malvern Hills challenge on 20 June 2026 based at Colwall Village Hall offering 27 mile and 15 mile routes, substantial ascent, staffed checkpoints with refreshments, and a hot meal and certificates at the finish.