Penshurst close

Trail Running Calendar near Penshurst 2026-2027

Header image

Explore the top trail runs near Penshurst for 2026-2027! We've gathered 138 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
London Backyard Ultra at Frylands Wood Scout Outdoor Centre has runners complete a four mile loop each hour until one remains, with medals, showers and refreshments.
Permanent 7 km mud and obstacle assault course near Dorking, Surrey with over 100 obstacles and options for one, two or limitless laps for solo runners and groups.
Full and half marathon around Woldingham on a 13.1 mile loop with wooded trails, open ridge sections and two-lap full marathon option.
A chip-timed 10 km trail race through Shoreham Woods on 30 August 2026, with scenic but challenging sections and entry donations to the woods.
September 2026
Three starting points converge on the Klättermusen London store for a point-to-point run across the city with 25 km, 10 km and 5 km options.
A multi-distance trek and trail event along the South Downs Way from Eastbourne to Arundel with scenic sections including Beachy Head and the Seven Sisters. Distances of 100 km, 50 km and 25 km are supported with rest stops, medical teams, camping an..
Half marathon and 10k at Wimbledon Common on 6 September 2026, with marked trails, marshals and a 3.5 hour cutoff. An event village offers food, drink and finish line goodies and the event supports the Beder charity.
Trail half marathon and 10 km at Lullingstone Country Park on 6 Sep 2026 with two loops, water station, marshals and a finisher medal.
A bi-annual trail race around Bewl Water in Kent offering 10 km, half marathon, marathon and 50 km ultra on wooded trails and quiet lanes.
A multi-distance walk, jog and run along the River Thames from Putney Bridge to Henley in September 2026 and 2027. Distances span 10 km to 100 km with rest stops, catering, medical support and GPS tracking via an event app.
Trail running in the Surrey Hills with 10k, 21k and 42k routes on chip timed, well marked courses, aid stations and finisher medals. Starts and finishes at Shere Recreation Ground with free parking and an event village.
A charity ultramarathon along the Thames from Upminster to Southend offering 10, 30 and 50 mile routes on mainly tarmac and hard trails. Organised by c2c to raise funds for Prostate Cancer UK with checkpoints and on-course medical support.
A guided loop trail run around Lewes of about 18 miles with over 2600 ft of ascent, passing Mount Caburn, Firle Beacon and Kingston Ridge.
A wine-themed running event at Denbies Wine Estate near Dorking offering a half marathon and 10 km through vineyards with wine stops, food and live entertainment.
A multi-terrain trail race from Rye Sports Centre in East Sussex offering 30k (slightly over 30 km) and 15k routes through the High Weald AONB. The course links historic churches and passes woodlands, orchards, country lanes and coastal views.
On 13 September 2026 the Alf Shrubb Memorial returns to Slinfold with chip timed 10k and 5k trail races plus children’s races. The event finishes at Slinfold Cricket Club, supports local causes and awards a replica Alf Shrubb medal to finishers.
A charity trail event around Ashtead Common offering a 10 km race and a 2 km kids run on rough, undulating ground with an emphasis on low impact travel.
A 10 km run on 13 September 2026 through the private parkland and tree-lined avenues of Chevening Estate in Sevenoaks, part of the British Landmark Series.
A one-day event in Ashtead offering guided trail runs between 5 km and 12 km, practical workshops, panel conversations, kit trials and a raffle for participants aged 18 and over.
A trail running weekend at Loddington Farm on 19 September 2026 with 25 km, 50 km and a single loop 100 km linking Kent's North Downs, Greensand and Weald Ways.
Add Event
Help us complete the calendar!
  • Distance is at least 5 km
  • Event has a website or Facebook page
Website
Optional: Please provide your e-mail address if we may contact you.
Report a change
We will only update the data if the information is also on the website.