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Trail Running Calendar near Wallingford 2026-2027

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Explore the top trail runs near Wallingford for 2026-2027! We've gathered 116 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

March 2027
A 13-mile trail half marathon in the Chiltern Hills with guided run leaders, grouped pacing, a refreshment point, finisher’s medal and a Trees not Tees certificate.
Women only trail runs at Culden Faw Estate, Henley on Thames, on 14 March 2027 with 3 km, 6.5 km and 13 km options, chip timing and finisher medals.
A 50km trail ultramarathon through the Chilterns centered at Stonor Park, run as two 25km loops with 4000 ft of climb, five aid stations and full medical support. The event has a nine hour finish limit and medals for all finishers.
Looped trail and road races near Chalfont St Peter offering 7K and 10K loops with distance choices up to ultramarathons plus aid stations and medical support.
A two lap multi terrain 10 km trail race on Easter Monday around Mortimer Fairground and local woodlands, with a canicross option, chip timing, medal and free race photos. The undulating course is not suitable for pushchairs or wheelchairs.
April 2027
A 40 or 50 mile trail ultra along the Testway from Linkenholt to Totton in Southampton, with aid stations every 10 miles, marshals and medical support. A shuttle option is available for an extra £10 and there is a 14 hour cutoff.
Scenic mixed terrain races along the Thames at Remenham Farm in Henley on Thames. Options include a Half Marathon, a 10K and a Junior Race with marked trails, marshals, chip timing and post race goodies.
Races on the Thames Path at Wraysbury Skiff & Punting Club in Runnymede offering Marathon, Half Marathon and 10 km courses with marked turnaround points and stocked checkpoints.
A 50K trail ultra across the Ridgeway between Berkhamsted Castle and Wendover, with three aid stations, marked navigation and a 9 hour limit.
Windsor 50 Ultra Challenge on 17 April 2027 offers 50 km, 25 km and 10 km looped routes from Windsor Racecourse with full support and marked trails.
A guided 42.2 km trail run through the Chiltern Hills with qualified Run Leaders, checkpoints, mandatory trail shoes and a wooden finisher's medal.
Ibstone Circle on 18 April 2027 offers multi-terrain 5 km and 10 km routes through Wormsley Estate plus a Run in Colour for children aged 4 to 11. Fees vary by age and affiliation.
A multi-distance canal and riverside ultraseries based at Streatley-on-Thames, featuring TR250, TR150 and TR100 with GPS tracking, checkpoint support and required navigation using provided GPX files and maps.
May 2027
A five mile off road race through woods and farmland around Hurstbourne Tarrant in the North Wessex Downs. Organised entirely by volunteers since 2009, the annual event donates all proceeds to local charities.
A 4 km multi terrain relay at Culden Faw Estate, Henley on Thames with solo, pairs and team formats plus a race village and on site camping.
A guided 30 km trail run through the Chiltern Hills with technique instruction, checkpoints, refreshments and a finisher's medal near Tring Station.
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.
Two day obstacle race weekend in Henley on Thames featuring Sprint, Super, Beast and kids races across historic town and riverside terrain.
Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Station.
A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.
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