Trail Running calendar near Chiltern Hills 2026-2027

Tackle a winter trail at Gatton Park on 22 Feb 2026 with a choice of 5K or 10K loops. Canicross and trail runner categories, friendly social vibes and a finisher medal make it a great day for runners aged 11 and up.

A 50k trail on the North Downs Way from Denbies Wine Estate, covering 2986 ft of ascent with four aid stations and a 10 hour cut off. The fully signed route includes a woodland loop at Norbury Park and a wooden finisher medal.

A 9.5km off road race at Kinver Edge and The Rock Houses on 22 February 2026, run as two laps around local trails. Limited to 100 runners, entry fee £18; medals for all and prizes for the top three in each gender.

Round 2 at Brigstock Country Park offers single-lap trail running over **7.5 km** or **15 km**, with waymarked routes, views of Lyveden New Bield, parking, toilets and a custom finisher medal.

The Terminator 2026 is a tough but rewarding 12 mile trail race around Pewsey, Wiltshire, mostly off road with muddy climbs and high point views. All finishers receive a unique T shirt and race village treats await.

Enjoy scenic Gatton Park trails with canicross and trail options over 5K and 10K, with medals and dog treats. Chip timed races, onsite parking and post race goodies make for a fun winter run with your canine companion.

Guided 10 km trail runs at Thursley National Nature Reserve in Surrey on 25 February 2026 and 7 July 2026. Flat group routes include a boardwalk section, headtorches for night runs and a car park; cost £16 per person.

Take on scenic 15 km or 10 km routes at Newlands Corner, Guildford on Saturday 28 February 2026 with the G3 Series. Friendly, well organised races and multi entry deals make this a perfect weekend challenge for all abilities.

Guided 30 mile trail run from Harting Down along the South Downs Way, visiting Beacon Hill, Cocking Down and Kingley Vale. Presented as suitable for first time ultra runners, run at a group pace with practical support and route guidance.

Chocothon is a friendly timed lap on a flat 5.3 km riverside towpath, letting you complete as many laps as you can within a seven hour window. Distances from 5 km to ultra, medals and aid stations make it perfect for all abilities.

Trail races from Brixworth Country Park around Pitsford Water, offering a 10k and a half marathon that visits nearby villages. The event is fully marked with water stations, first aid cover and prizes for top finishers.

A circular half marathon through Thetford Forest on mixed trail surfaces, with manual timing, finisher medals and podium trophies. The race is cupless with refill stations and has a 3.5 hour cut off.

A 33.5-mile multi-terrain trail run around the Imber Range Perimeter Path near Westbury on 1 March 2026, organised by the Rotary Club of Westbury and Avon Valley Runners. Entries are handled via Entry Central.

A trail running event at Breamore House offering 5k, 10k, 5k Canicross and a half marathon on mainly rural trails, with marshals, aid stations and finisher medals.

Tackle undulating trails, muddy paths and a shallow stream crossing on an adventurous six mile route at Baggeridge Country Park. Join the Action Heart Tuff Un on 1 March 2026 to test yourself and support a West Midlands cardiac charity.

Run the Windsor & Eton 10km on 1 March 2026 for a scenic multi terrain route from Windsor & Eton Brewery along the Thames and Jubilee River. Finishers get a pint cup, medal and free race photos to celebrate your run.

A seven mile self-navigation trail at Waldegraves Holiday Park on 01 Mar 2026. Entry is limited to 150 runners; fees include a £4 bar voucher and results will be posted on essextrailevents.com.

A guided *10 km* trail run from Silent Pool near Guildford, using North Downs Way and Netley Heath paths, led by a qualified guide. Group-paced, two 2026 dates, £16 entry and car parking at the meeting point.

A trail championship at Matterley Basin near Winchester on 4 March 2026, offering 10 km and 20 km races run on 5 km laps with mass starts and on-course water stations.

A winter trail ultra around Bristol with 45 mile and 30 mile self navigated routes, staffed checkpoints, mandatory kit checks and bespoke finishers medals and technical T shirts.