Molesey close

Trail Running Calendar near Molesey 2026-2027

Header image

Explore the top trail runs near Molesey for 2026-2027! We've gathered 269 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A chip-timed half marathon (four laps, 187 m climb) and two-lap 10K around Richmond Park, with medal, free photos and an event village.
A 26.2 mile marathon run entirely inside the Croydon IKEA store over multiple laps, with a strict six hour cut off, Swedish themed aid station and limited entry.
A hilly off-road 5 mile trail race in Lesnes Abbey Woods with manual timing, a 90-minute cut-off, and awards for the first three men and women.
A December edition of the Second Sunday 5, a two lap informal run at Richardson Evans Memorial Fields on Wimbledon Common organised by Thames Hare & Hounds.
A festive, untimed fun run at Denbies Wine Estate with Santa suits provided, a 5 km mixed-surface route, charity support and post-run mulled wine and mince pie.
Community festive run at Stocklund Square on 13 December 2026 with 5 km and 10 km options, medals and fundraising for Knowle Park Trust Cranleigh.
Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.
Dawn to dusk winter trail at Box Hill, Dorking with a 10.1 mile loop and 2,400 ft climb per lap. Runners may stop after any completed loop.
Trail runs at Wendover Woods in the Chilterns offering a family Santa Mile plus 5 and 10 mile races with chip timing, medals, and finishers refreshments.
Phoenix Running West Sussex stages a timed Jingle Bell Bauble Run on the Downslink at Southwater with 5 km laps, flexible starts and a 7 hour time limit.
A 7 hour Time Challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medal and goody bag, plus an optional Christmas dinner at The Last Hop.
Traditional 3.5 mile run from the Devils Punch Bowl Hotel across Hindhead commons via Gibbet Hill with chip timing and all profits to Holy Cross Hospital.
A seven hour Time Challenge on a signed Thames riverside loop where participants choose their distance and select a past event medal on finishing.
A looped trail event in Crystal Palace Park where runners complete 2.65 km laps within a 7 hour time limit. Distances range from 5 km to ultra and all participants receive a finishers' medal.
A 10 mile cross country race in Hainault Forest over three laps on tracks and grassland, with on-the-day entries, a two hour cut-off and prizes for men, women and veterans.
A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.
Off-road races at Longmoor over dunes, water features and steep climbs with 5 mile and 10 mile options, medals for finishers and age-specific rules.
January 2027
A 10.000 km trail race around Box Hill with steep climbs and scenic views, registration and parking at Denbies Vineyard. The event includes a kids fun run and a ladies race and uses a B Course around Denbies if Box Hill is unavailable.
A guided winter trail run of 10 km through Chilterns woodlands and hills, based at Church Farm Cafe in Aldbury with on site parking and bag drop.
An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.
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.