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Trail Running Calendar near Chalfont Saint Giles 2026-2027

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Explore the top trail runs near Chalfont Saint Giles for 2026-2027! We've gathered 284 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

December 2026
A festive community run at Frimley Lodge Park on 6 December 2026 with a new mostly flat course, 5K and 1K Fun Run, Santa hats and medals.
Festive 5K fun run in Marble Hill Park on 6 December 2026 supporting Richmond Borough Mind, with fancy dress, dog entries and eco-friendly finisher medals.
Free Sunday trail runs every two weeks from Surrey Trek and Run through the Surrey Hills and North Downs with multiple distances and places limited to ten per leader.
A community Santa themed walk, jog or run in Seer Green with short, 3 km and 5 km route options plus refreshments and charity fundraising.
A 200 mile continuous trail loop from Juniper Hall around the South of England via major long-distance paths with a 96 hour limit, crew access and live tracking.
Festive in-person Santa Run at Wembley Stadium featuring a one hour lap challenge, toy drive, prizes and refreshments.
Timed lap event on a flat 5.3 km riverside course with distances from 5 km to ultra and a seven hour maximum time limit.
A festive time challenge along the River Thames in Staines where runners choose distances from 3 km up to 50 km. The event is signed, offers medals and pins, aid stations and goody bags.
A point to point winter trail race of 100 miles from Amberley Museum to Juniper Hall across the South Downs and North Downs with a 35 hour cut off.
Essex Vets XC Championships in Epping Forest on 12 December 2026 features a single 8km course with veteran races and an £8 entry fee.
An offroad multi-lap event at Shalford Park, Guildford offering runs from 3.14 to 31.4 miles, a Pi marathon option, a 1-mile kids run, and bespoke Pi Pie medals.
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 full marathon run entirely inside the Croydon IKEA store, completed as multiple laps over 26.2 miles with a six hour cut off and limited to 100 runners.
A relaxed, informal two lap running event called Second Sunday 5 at Richardson Evans Memorial Fields, Wimbledon Common on 13 December 2026, 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.
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 races over 5K, 10K and a Half Marathon around Wimbledon Common with marked routes, chip timing, on-course marshals and an event village in Roehampton Vale.
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.
A lakeside Christmas event in Milton Keynes offering marathon and half marathon options with 7½ and 3½ clockwise laps of Caldecotte Lake. Finishers receive a bespoke medal and the event is held under 100 Marathon Club rules.
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