Twickenham
Trail Running Calendar near Twickenham 2026-2027
Explore the top trail runs near Twickenham for 2026-2027! We've gathered 228 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
December 2026
A 100 mile winter point to point trail across the South Downs and North Downs from Amberley Museum to Juniper Hall with a 35 hour limit, three aid stations, crew and drop bag support, medical cover and a strict mandatory kit list.
Mince Pi Run on 13 December 2026 at Shalford Park, Guildford offers looped offroad races from 3.14 to 31.4 miles, a Pi marathon option and a one mile fun run shaped like the Pi symbol. The course runs along the water and results are posted online.
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.
A dawn to dusk trail challenge at Box Hill where runners complete laps of a roughly 10 mile loop with about 2,400 ft ascent per lap; entries include insurance, medical cover and a finisher medal.
A traditional 3.5 mile Boxing Day run around Hindhead commons and the Devils Punch Bowl, with Mens, Ladies and a Drinking Run category. All profits support Holy Cross Hospital.
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 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.
January 2027
A challenging 10K trail race on Box Hill with steep climbs, rough trails, a water station at 6 km and a separate children s fun run.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
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 flexible seven hour time challenge on a signed Thames riverside loop with distances from 3km to 50km, medals, pins and goody bags.
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 43-mile point-to-point ultra from Wendover to Little Venice, combining countryside trails, roads and the Grand Union Canal towpath, with GPS tracking, five checkpoints and mandatory kit requirements.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.
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.
Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.