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Trail Running Calendar near Pitstone 2026-2027

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Explore the top trail runs near Pitstone for 2026-2027! We've gathered 166 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
Multi-terrain 5 km and 10 km races at Ibstone with routes through Wormsley Estate plus a 1 km or 2 km Run in Colour for ages 4 to 11.
An untimed inflatable obstacle fun run at Hertfordshire County Showground with distances from 2.5k to 15k and family and group ticket options.
A seven hour time challenge on Thames paths with distances from 3 km up to 50 km, themed finisher medals, distance pins, aid stations and goody bags.
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 100 mile point to point trail race along the Thames Path from Richmond to Oxford with marked course, aid stations, medical support and a 30 hour cut off.
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.
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 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.
Track-based event at Wodson Park on 23 May 2027 offering distances from 5k to a 6 hour challenge with chip timing and aid stations.
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.
Timed lapped run on a 5.3 km course around Old Warden with flexible starts, multiple distance options, a no‑medal entry choice and places limited to 75.
Multi-distance trail event at Hyde Hall Farm, with a roughly 5.3 km loop, a 100 mile option over 32 hours, on-course aid and secure on-site parking.
An 86 mile point to point trail race along the full Ridgeway from Ivinghoe Beacon to Avebury with GPS tracking, eight checkpoints and a 28 hour time limit.
A 60 km point to point trail ultramarathon along the Ridgeway National Trail from Ivinghoe Beacon to Ridgeway View Campsite, fully waymarked with GPS tracking and staffed checkpoints.
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