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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.

November 2026
Three evening trail time trials in the Chilterns across Sept, Oct and Nov 2026, each about 8 km with marked routes, chip timing and post race pizza and refreshments.
A charity Friday run in Walton on Thames where the £10 entry fee is donated to Rays of Sunshine. Flexible rock up and run format on a flat 5.3 km riverside lap with a finishers' medal for all participants.
A riverside marathon and half marathon along the River Thames on an accurately measured UKA certified course. Multiple laps on a flat towpath route with medals for all finishers and virtual entries.
Community silent disco run at Rose Hill Community Centre with group warm up, headphones, glow items, raffle, bar and on site food vendor.
A road and trail race at Lee Valley VeloPark on 28 November 2026 featuring an individual multi-lap format and a separate six-person mixed relay; spectator entry is free.
Looped races where participants decide how many laps to run on the day, with distance options from 5K up to multi-mile ultras across several local venues.
Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.
Half Marathon and 10K in Richmond Park, London on 29 November 2026, run on mixed park trails with chip timing, water stations and a finisher medal.
A community charity run in Campbell Park, Milton Keynes offering 1.5k, 5k, 10k and half marathon options with chip timing, medals, refreshments and a fancy dress element to support Movember and men's health.
On 29 November 2026 MoRunning stages the London Riverside MoRun in Richmond with 1.5 km, 10 km and Half Marathon routes supporting Movember. The event features chip timing, finisher medals, headbands and finishline refreshments.
A 7 hour Time Challenge along the River Thames with flexible distances, themed medals, goody bags and Krispy Kreme donuts at the finish.
Trail races at Mapledurham Estate in 2026 with 10K, 10 mile and half marathon courses across muddy paths, woods and estate roads and postrace refreshments.
Watlington XC 10k is a 10 km cross country fell run over the Ridgeway and Chiltern Hills for runners aged 16 and over, with pre-registration required and no entries on the day.
December 2026
Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.
Guided trail run at Box Hill covering 12.5 miles with about 1000 m of ascent across woodland and technical climbs, led at a steady group pace by an experienced guide.
A timed challenge along the River Thames in Staines offering distances from 5 km up to 50 km with a medal, bobble hat and on-course aid.
A charity trail event supporting the Hospice of St Francis with a guided 8 km run and a 4 km family walk, mince pie included and dogs welcome with canicross equipment.
Timed multi-lap run on a flat 5.3 km out-and-back Thames towpath in Walton on Thames, with multiple distances and a one hour rock up start window.
A 50 km trail ultramarathon from Dorking along the Greensand Way, crossing Leith Hill, Holmbury Hill and Pitch Hill through the Surrey Hills AONB.
End of season 10 km trail championship at Wendover Woods on 6 December 2026, open to Runaway Racing qualified runners with a fully marked 295m elevation route.
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