Trail Running calendar near Upper Woolhampton 2026-2027

We have found 486 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

Enjoy scenic reservoir trail running at Bewl Water near Lamberhurst, Kent, with lake views, undulating woodland and quiet lanes. Choose from 10K, half, marathon or 50K ultra on a Runners World top 10 UK marathon course.

Take on the Thames Path Ultra Challenge on 12 and 13 September 2026 along the scenic towpath from Putney to Henley. With distances from 10 km to 100 km, full support and a festival vibe, it suits runners and walkers alike.

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Take on three scenic fell races on the Isle of Wight on 12 and 13 September 2026, with finishes on Ventnor school playing fields. Part of the island championship and SEAA series, this event serves up coastal views, steep climbs and a real f..

Set in the Surrey Hills on 12 September 2026, the Shere multi terrain event offers scenic trail routes from 10k to 42k with chip timing, marshals and a lively event village. Expect stunning views, coffee, medals and friendly support.

Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.

Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.

Tackle the scenic Surrey Hills at the Farnham Pilgrim Half Marathon on 13 September 2026, a hilly off road trail with varied terrain and rewarding views. A full marathon runs the same day and places are limited, so book early.

Join the Alf Shrubb Memorial in Slinfold for scenic 5k and 10k trail races and fun kids events, all supporting local village causes. Chip timing, finisher medals, refreshments and a warm welcome at Slinfold Cricket Club make this a great co..

Scenic half marathon through historic Richmond Park on Sunday 13 September 2026, starting and finishing at Sheen Gate. Tackle rolling trails past White Lodge and along the Tamsin Trail in this beautiful 13.1 mile challenge.

Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.

Tackle the Chiltern Wonderland 50, a scenic single loop 50 mile ultramarathon through the rolling Chiltern Hills from Goring on Thames. Fully marked course, generous aid stations and a 13 hour cutoff; qualifying marathon required.

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Race 47 miles along the Cotswold Way from Chipping Campden to Painswick, traversing the rolling hills of the Cotswolds Area of Outstanding Natural Beauty. This licensed continuous trail challenge runs under UK Athletics and TRA rules.

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Take on approximately 102 miles of the Cotswold Way from Chipping Campden to Bath, over varied terrain and significant climbs. Fully supported with feed stations, live tracking and a finish buckle for successful finishers.

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Explore Kent's countryside on the Triple Trail Races, with 25 km, 50 km and 100 km options that thread the North Downs Way, Greensand Way and Weald Way past woodlands, orchards and Leeds Castle. Finish at Loddington Farm race village with f..

Run the Bradenham Blast on 20 September 2026 at Manor Farm, High Wycombe, with 5 km, 10 km and half marathon routes through beech woodland and rolling trails. Enjoy a hilly, scenic challenge with an eco finisher medal and a tree planted for..

Series finale at Hyde Common in the New Forest with 18 mile, marathon and 50 km trail options across open plains and winding forest paths. Fully marked, it finishes along Hampton Ridge with rewarding views.

Clipston Trail Races offer a hilly half marathon and a country 5 Miler through rolling bridleways and footpaths around Clipston. Held on 20 September 2026, the community event raises funds for local playing fields and features homemade cake..

Run looped, technical trails through the New Forest from Avon Tyrrell, with a Grade I listed manor as a backdrop. Pick your distance on the day from 5K to ultra and earn a medal for completing one loop or more.

Run the flat, riverside Ouse Valley routes in Huntingdonshire with marathon and half marathon options on grass, gravel and tarmac paths. Enjoy peaceful river views and fast courses suitable for trail runners of all levels.

Take on the Chiltern 50 Ultra Challenge from Henley Showground with 50 km, 25 km or 10 km looped routes and full GPS tracking. Camp at basecamp with Saturday night catering, showers and staffed rest stops for a well supported adventure.

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