Woldingham
Trail Running Calendar near Woldingham 2026-2027
Explore the top trail runs near Woldingham for 2026-2027! We've gathered 182 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
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.
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.
A long running mixed trail and road race at Epsom Racecourse offering ten mile and 10k options, timed results, wooden finisher medals and local charity fundraising.
A riverside 3.28 miles out-and-back event at Wraysbury offering distances from 5K to ultra and a six hour challenge, licensed by TRA and run under UKA rules.
Friday timed runs on a flat riverside 5.3 km lap with flexible entry options, charity allocation for the £10 run and commemorative finishers' medals.
Lap the Thames towpath in Walton-on-Thames with distances from a 5.3 km lap up to ultra plus flexible starts and medal or no medal entry options.
A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.
New Year running event at Bewl Water on 10 January 2027 offering 10k, 5k and a junior run on undulating multi terrain with reservoir views.
Oceans Run in Walton on Thames on 16 January 2027 offers lap-based timed running on a flat riverside towpath with distances from 5 km up to ultramarathon.
A timed Friday "rock up and run" event at Walton on Thames on a flat riverside towpath with options from 5 km to ultra and a finishers' medal for every entry.
A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.
Timed laps on a 5.3 km riverside towpath course with flexible start windows, multiple distance options and spinning medals.
A flexible 7 hour time challenge along the River Thames in Staines offering distances from 3 km up to 50 km, medals, distance pins and on-course aid.
A winter trail event in Windsor offering 10K and half marathon routes through Alexandra Gardens with chip timing, photos, marshals and a themed medal.
February 2027
A PHOENIX Fridays charity run on 05 February 2027 with flexible start times, laps of a 5.3 km riverside course, and the advertised £10 entry donated to Rays of Sunshine.
Fully signed trail ultra on the North Downs Way and Norbury Park reserve, a fairly level 50k with 2986 ft ascent, four aid checkpoints and base at Denbies Wine Estate.
A timed lap event in Crystal Palace Park on 21 February 2027 where runners complete 2.65 km laps to reach distances from 5 km to ultra, with a seven hour limit and a finishers' memento for all participants.