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Trail Running Calendar near West Wycombe 2026-2027

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Explore the top trail runs near West Wycombe for 2026-2027! We've gathered 213 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
A guided spring trail run of about 10 km through the bluebell woods around Tring, with grouped Run Leaders, trail running tips, bag drop and nearby cafe facilities.
May 2027
A marked 100 mile point to point trail race along the Thames from Richmond to Oxford with a 30 hour cutoff, aid stations, pacers from mile 51 and mandatory kit checks.
A village trail event in Silchester with three distances, scenic routes past Roman remains, chip timing, finish medals and on-field market and family activities.
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.
Two-day self supported navigation and endurance event for teams of two at Newlands Corner in the Surrey Hills, with basic camping, map based scoring and limited entries.
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.
A chip timed 5 km and 10 km road and trail race at Haddenham Community Junior School on 9 May 2027 with early bird entries and optional event T shirts.
Multi-terrain running festival at The Springs Resort and Golf Club with 2 km kids run, 5 km, 10 km and 10 mile options plus chip timing and finisher medals.
A four month summer series at Dinton Pastures with 5km, 10km and a 2km kids race on flat traffic free lakeside trails, featuring medals, chip timing and on course marshals.
Obstacle-course weekend in Henley-on-Thames on May 15 and 16 2027 with Sprint 5 km, Super 10 km, Beast 21 km and kids races by the River Thames.
A 50 mile point to point trail race along the North Downs Way from Farnham to Knockholt Pound with 5,600 ft of climb and six fully stocked aid stations.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
A single-lap 50 km multi-terrain ultra in Maidenhead along the Thames Path and Jubilee River with four aid stations, chip timing, live tracking and race photos.
Multi terrain marathon and 16 mile runs across the Berkshire Downs with aid stations, timing, a finisher mug and proceeds to Berkshire Women’s Aid.
A 5 km obstacle event at War Memorial Park on 23 May 2027 where participants climb, crawl and slide across mixed grass and path terrain; entrants must be 13 or older and a minimum fundraising target of £50 applies.
Six hour multi lap trail event at Blackpit Farm with 3.3 mile laps, on site cafe and limited sauna and hot tub access via Flo Wellbeing; rucking allowed, no dogs.
Trail challenge from Richmond upon Thames to Brighton with 100 km, half and quarter distances, GPS tracking, staffed rest stops, camping and shuttle transfers.
An 86 miles point to point trail race along the Ridgeway from Ivinghoe Beacon to Avebury, covering 139 km with about 1,850 m of ascent and eight checkpoints.
A 60 km point to point trail ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, with four checkpoints and GPS tracking.
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