Trail Running calendar near Chipping 2026-2027

A 100 mile trail race from Goring and Streatley using Thames Path and the Ridgeway, featuring four 25 mile out and back legs, 16 aid stations and a 28 hour cutoff; entrants must meet a 50 mile qualifier and be 20 or older.

An annual 25 km or 50 km countryside challenge around Kent, Surrey and Sussex with written route instructions, checkpoints and food included; participants aim to complete their chosen distance within ten hours.

This off road 10k winds through Norfolk's bridle paths and woodland, featuring optional obstacles and a ford crossing near the finish. All finishers get a bespoke medal, with post race cakes and a charity raffle. It starts and finishes at T..

Woodland half marathon and 10k at Bedgebury National Pinetum & Forest on 18 October 2026, with downloadable route maps, a bespoke medal, free photos and limited free parking.

A 47-mile point-to-point ultra along the Thames Path from Iffley to Henley-on-Thames. The course mixes riverside trails with road sections and is a UTMB index race. Support includes five aid stations, GPS tracking, and a baggage transfer.

A 30-mile out-and-back ultra along the River Stort and Lee navigations, mostly flat grassy trail with checkpoints about every 5 miles and four- and eight-hour cut-offs. Based at Hockerill Sports and Social Club with medals and trophies for..

Timed multi terrain loop at Ferry Meadows on 25 October 2026 with four hour and six hour options. Runners complete as many 5.3 km laps as they wish, with an aid station each lap and event or lucky dip medals available.

A Halloween-themed night run at Irchester Country Park offering a 5k race and a 2k family fun run on marked woodland trails. Entries include a finishers medal, free event photos and Halloween-themed chocolates.

A single-loop 50K trail ultramarathon in the Chilterns on 31 October 2026, starting and finishing in Berkhamsted with marked navigation, three aid stations and a 9 hour time limit.

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

Night trail event in Alice Holt Forest offering choice of 5 km, 10 km or 15 km around tree lined tracks. One outpost per lap supplies snacks and refill barrels. Dogs and headphones are not permitted.

Trail races in Wendover Woods, Buckinghamshire offer marathon, half marathon, 10k and a junior 1k on hilly forest trails with mixed terrain, onsite facilities and event medals and photos; there is a six hour cutoff.

An out and back five mile running event in Market Harborough featuring a lit passage through the 422 m Oxendon Tunnel, with separate Night and Dawn runs, on-course first aid, finishers' medals and post-race refreshments.

Join Enigma Fireworks on 6 and 7 November 2026 for marathon and half marathon loops around scenic Caldecotte Lake. Enjoy waterside views, lap support and a bespoke finisher medal to light up your race season.

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.

A night trail run at Stonor Park near Henley-on-Thames with three route distances from 7 km to 17 km. Middle and long routes have one outpost each; bring a headtorch and a reusable cup; headphones are not permitted.

Three waymarked trail routes from Stonor Park through the Chilterns AONB, featuring steep sections, wildlife sightings, on-course outposts and event amenities including free parking, timing, results and a finisher medal.

A November trail half marathon around Leighton Buzzard featuring canal towpaths, woodland, ridge trails and a boggy flood plain. The course passes Tiddenfoot Waterside Park, the Grand Union Canal and Rushmere Country Park with on-course mar..

The Seagrave Wolds Challenge will take place in Seagrave on Saturday 7 November 2026. You can run 16 miles.

Run through royal Berkshire on a flat trail course this autumn. The Windsor Trail Run offers a choice of a 10k or half marathon distance starting from Alexandra Gardens. Enjoy a chip-timed race with scenic views and post race goodies.