Trail Running calendar near Penshurst 2026-2027

We have found 356 Trailruns within 80 miles of Penshurst. See below where and when you can find the races.

Take on KNC 16 Folkestone Urban on Thursday 5 February, a 60 minute score orienteering through the town centre and harbour with twisty streets, paths and hills to test your navigation. Entries open 30 January via online registration.

The Pilgrim Challenge will take place in Farnham from Saturday 7 February 2026 to Sunday 8 February 2026. You can run 66 miles.

Hibernal Hills opens the season with a single loop in Hampshire on runnable but undulating trails with some long climbs. Choose 50 mile, 50 km or 20 mile routes, waymarked with live tracking and chip timing.

UTMB Index

Run the scenic South Downs from Amberley with 6 km, 12 km or 22 km routes over forest paths, fire trails and rolling hills. On site registration, free parking and an event village by the railway make for a relaxed winter trail day, and dogs..

Run two scenic coastal half marathons in Portsmouth and Langstone Harbour over one weekend, enjoying harbour trails, seafront promenades and an optional ferry crossing. Complete both to claim the limited edition "Double Trouble" medal.

Drama Llama Run on the Thames towpath offers timed laps on a flat 5.3 km out and back course with a seven hour limit and a flexible start window. Pick 5 km to ultra and enjoy race support, same day results and a finisher medal.

Run the Wivenhoe 5 mile trail on 07 Feb 2026, starting and finishing at The Black Buoy pub near the station. Limited to 50 places, with a celebratory drink for finishers.

Discover The Brails on Saturday 7 February with four colour orienteering courses catering from beginners to experienced navigators across scenic estate land near Hungerford and Marlborough. Entries are online only so book early and come pre..

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..

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.

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.

Discover Whitstable Harbour on 8 February 2026 with seaside routes along the harbour and beach to Seasalter, plus the fun Neptune Mile to the pub and back. Choose from a 5 Mile, 5k or Neptune Mile with refreshments and facilities at HQ.

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.

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.

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..