Chesham
Trail Running Calendar near Chesham 2026-2027
Explore the top trail runs near Chesham for 2026-2027! We've gathered 201 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
April 2027
Guided 42.2 km trail marathon through the Chiltern Hills with run leaders, checkpoints, and a wooden finisher’s medal.
An untimed inflatable obstacle event in St Albans on a 2.5 km lap with distances from 2.5K to 15K, medals, music zones, and on-site facilities.
An alternative to the London Marathon at Walton on Thames featuring a UKA certified 3.28 mile lap. Options include full and half marathon or a seven hour timed event, with a 150 mm finish medal for participants.
May 2027
Rapid Relays at Culden Faw Estate on 2 May 2027 offers 4 km loop relay racing for solo runners, pairs and teams amid woodland and Chilterns views.
A one-day 30 km trail run in the Chiltern Hills from Tring with guided technique instruction, checkpoint support, bag storage and a finisher's medal.
Two days of obstacle racing in Henley-on-Thames with Sprint 5 km, Super 10 km, Beast 21 km and kids races along the riverside.
Experience London's energetic Hackney Moves Festival featuring a half marathon on closed roads, a sunset 10K, and a community festival at Hackney Marshes.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
A 50 km multi terrain ultra in Maidenhead along the Thames Path, Jubilee River and Green Way with chip timing, four aid stations, live tracking and a cut off of 8 hours 57 minutes.
Track running event at Wodson Park offering distances from 5k to 50k and a six hour timed challenge on a 400 m lap circuit.
Six hour lap event at Blackpit Farm with off-road runnable trails, free parking, on-site cafe and optional sauna and hot tub sessions nearby.
Timed lapped run on a 5.3 km course around Old Warden with flexible starts, multiple distance options, a no‑medal entry choice and places limited to 75.
A supported trail event from Richmond to Brighton offering 100 km, 50 km, 25 km and marathon options with rest stops, GPS tracking, medical support and camping.