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Trail Running Calendar near Watlington 2026-2027

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Explore the top trail runs near Watlington for 2026-2027! We've gathered 146 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
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.
Trail run from Alexandra Gardens in Windsor along the Thames with chip timing, two distance options, riverside views and finisher medals.
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.
Trail event at Spider Hill, Long Valley, featuring a single 10 km lap with Alligator Swamp, Swan Lake and Muddy Mile, plus a shorter 5 km option.
Seven hour time challenge on a signed riverside loop in Staines offering distances from 3 km to ultra, themed medals, goody bags and the book's author as guest.
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 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.
A 7 hour Time Challenge along the River Thames offering flexible lap based distances from 3 km up to ultra distances. Finishers receive a themed medal, a goody bag with a vegan option and on route aid stations.
Trail runs of 10km, 10 mile and Half Marathon through muddy woodland and estate roads at Mapledurham Estate on 29 November 2026, with an event village and finish refreshments.
Seventeenth edition of the Watlington XC 10 km, a hilly off road cross country race on the Ridgeway and through the Chiltern Hills with prizes and a post race drink.
December 2026
A trail half marathon around Hughenden Manor and nearby woodlands, 21.1 km with marked navigation, aid stations and uneven terrain.
A timed Saturn Running event in Staines-upon-Thames with distances from 5 km to ultras along the Thames, including a bobble hat and finisher medal.
A charity event supporting the Hospice of St Francis with a guided 8 km trail run and a 4 km family walk, mince pie included and limited dog places.
Licensed 10 km trail championship at Wendover Woods on 6 December 2026, open to top 20 percent finishers at Runaway Racing events and volunteers.
A festive family fundraising run at Frimley Lodge Park with 5K and fun run options, festive items and an Event Village supporting local NHS hospitals.
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.
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.
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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