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Trail Running Calendar near Reading 2026-2027

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Explore the top trail runs near Reading for 2026-2027! We've gathered 200 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Join a community of runners at Richmond Park for a series of timed races supporting Movember. Enjoy a hilly tarmac course with distances ranging from a kids mini run to a half marathon in a supportive atmosphere.
A point to point 13.1 mile race along the Grand Union Canal from Cowley to Cassiobury Park with chip timing, four water stations and an optional coach transfer from the finish.
A three day, 84 miles ultra along the Ridgeway from Buckinghamshire to Wiltshire with overnight stops, accommodation and food options.
A flexible Friday running event on a flat 5.3 km out and back course along the Thames offering distances from 5 km to ultra, timed over a seven hour limit with bespoke finishers medals.
A 50 mile trail race in Wendover Woods made of five 10 mile loops with 10,000 feet of climb, nine aid stations, medical support and a 15 hour cut off.
A multi-terrain 5K and 10K race in the Chiltern Hills on 15 November 2026, organised by the Radnage Primary School PTA, with water stations, first aid, a village hall cafe and proceeds supporting the school.
A 7-hour time challenge along the River Thames with distances from 3 km to 50 km, themed medals, aid stations and parking in Staines.
Timed multi-lap run on a flat Thames towpath in Walton on Thames with distances from 5 km to ultra, a seven hour limit, flexible one hour start window and finishers medal options.
Riverside trail run from Alexandra Gardens in Windsor with two distance options, chip timing, on-course support and a finisher medal.
Half day 6 miles 10 km trail run in the Chiltern Hills with a private Tring Brewery tour, tasting and a bottle or a pint included.
Mud, marshes and hills feature on a single 10 km lap at Spider Hill with a shorter 5 km option and on-site parking accessed via Bourley Road.
A 10 km road and riverside run starting and finishing at Kingston Hawker Centre, using chip timing and offering a finisher medal, refreshments and baggage drop. The event supports Kingston Hospital Charity and notes nearby train and local parking o..
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey, with hills, views and group navigation. Events take place at dusk or at night with headtorches and cost £22 per person.
Complete as many 5 km laps as possible on a marked trail loop from Peaslake Community Hall, with a 2 km ascent toward Pitch Hill and a downhill return. Solo and three-person team entries are available, with refreshments and prizes included.
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.
A timed 21 km trail race at Farleigh Wallop Estate with marshalled routes, cupless water stations, a sustainable finisher medal and onsite parking.
A community silent disco run at Rose Hill Community Centre on 28 November 2026 with a group warm up, headphones for music, glow items, post-run music, raffle and on-site refreshments.
A guided 30 mile trail run from Haslemere that follows sections of the Serpent Trail and Sussex Border Path, aimed at runners attempting an ultra for the first time. Group pace, varied terrain, cost £55.
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.
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