Trail Running calendar near Chesham 2026-2027

Enjoy a winter run through Westonbirt Arboretum's stunning tree collections on solid underfoot trail style paths. Distances of 5 km and 10 km suit all paces. Tickets are sold out.

Join the Cold Norton Charity Winter Trail on 8 February for a scenic 10 km or half marathon across grassy country tracks to support Farleigh Hospice. Routes are narrative and unmarked so bring a map, your own cup or bottle and enjoy homemad..

Run a scenic 10 mile loop through North Milton Keynes parklands, riverside paths and woodland, featuring the quirky Cattle Creep tunnel under the Grand Union Canal. Dog friendly and chip timed with marshals and a finish medal for all finish..

Join the Irchy Park 5k canicross at Irchester Country Park on Sunday 8 February 2026 for a fun woodland run with your dog over grass, dirt and packed tracks. Trophies, medals and dog treats await all finishers.

Take on the Wiltshire 10, a scenic 10 mile road race from Melksham to historic Lacock and back, with medals for all finishers and age category prizes. Entries capped at 300, book before 1 February 2026 as no entries on race day.

Run through ancient woodlands and farmland at One in the Woods Henley, with a half marathon, 10k and a 1k Little Sprinters at Culden Faw Estate. Enjoy chip timing, a finisher medal, on course water and a lively event village.

A guided *16k* trail run at High Lodge in Thetford Forest with conversational pace, group placement by ability, and on‑route tips about the forest and trail running. Parking is charged and a small entry fee applies.

Tackle a crisp 10k winter trail through Essex countryside at Trifarm, with over 95 percent off road paths and bridleways. Enjoy a friendly small field, on site parking, and post run treats plus optional swim and sauna at the venue.

Enjoy a scenic seaside run at Whitstable Harbour on 08/02/2026, choosing 5 Mile, 5k or the quirky Neptune Mile along the beach to the pub and back. On site toilets, refreshments and catering make it a great day out.

Celebrate Valentine's Day with riverside laps along the scenic Thames at Xcel SPORTS HUB. Choose 5k to ultra, run as many laps as you like within a one hour start window and 7 hour limit, and earn a bespoke finisher medal.

Celebrate Rayne'ing Medals Anniversary on the traffic free Flitch Way with distances from 5 km to marathon and a 6 hour challenge. Pick a bespoke medal, enjoy scenic, lapped trails with aid stations and choose your own loop direction.

Take on the Hot Lips Run at Crystal Palace Park and choose how many 1.65 mile laps to tackle, from 5k to ultra, on scenic off road trails with rolling hills. Timed with a 7 hour limit and a finisher memento for all entrants.

Join Phoenix Running West Sussex for the Violets Are Blue Valentines Run at Southwater Park. Pick distances from 5 km to ultra, lap the flat compact trail at your own pace with rolling starts and claim a blue Love Spoon medal.

Run a flat, traffic free 10k on the National Cycle Network from Calne to Stanley near Chippenham, chip timed and well marshalled on an out and back multi terrain course. A 1 mile fun run for under 17s and limited entries make this a friendl..

Join KNC 18 at Mote Park on Thursday 19 February for a lively 60 minute score orienteering challenge across varied parkland. Advance online registration via Racesignup makes it easy to test your navigation and race craft.

Run Brimscombe's canal towpath at the Back to the 80s timed event, choosing any mix of 2.62 mile laps to make 5k to ultra distances. Enjoy a relaxed one hour start window, seven hour limit and a bespoke finisher medal to mark your effort.

Magna Carta Winter on 21 February 2026 offers flat riverside 10 km, half and marathon routes along the Thames starting at Wraysbury Skiff & Punting Club. Enjoy marshalled turns, chip timing, medals and pro support on a highly rated course.

Choose your distance on the day and tackle scenic looped courses through woods and trails around Chalfont St Peter, with pacers welcome and a trained medic on standby. Distances from 7k to ultra are offered and top three finishers earn meda..

Take on Any Kind of Weather Runner at Northampton Active on 21 February 2026, a lap based six hour challenge where you can choose distances from 5K up to an ultra. Limited to 80 entrants, enjoy aid stations, a finishers medal and a goody ba..

Take on the 42 mile St Peters Way Ultra, a scenic trail ultramarathon from Chipping Ongar to the chapel at Bradwell on Sea through rolling countryside and a dramatic sea wall finish. Expect waymarked muddy trails, basic checkpoints and a tr..