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Trail Running Calendar near Upper Woolhampton 2026-2027

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Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 163 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

June 2027
A 24 hour relay at Wasing Park with solo, pairs, and team entries on an undulating 8km trail lap, plus camping and an event village with food vendors and a bar.
A 5k obstacle course at Royal Windsor Racecourse with mud obstacles to climb, crawl and slide, mixed tarmac and grass surfaces, staggered wave starts and a minimum age of 13. Earlybird entry prices and a fundraising target apply.
A 5 km obstacle course at Prospect Park in Reading where participants climb, crawl and slide across grassy slopes and woodland. Waves run every 15 minutes and the event is open to people aged 13 and over.
Backyard Ultra at Chilton Manor Farm on 5 June 2027: run a 4.166 mile loop each hour until only one runner completes a final lap.
Trail running across Salisbury Plain from Old Fowler Barracks on 5 June 2027, offering 50 km, marathon and half marathon options with marked routes and staffed aid stations.
At Prospect Park in Reading this Race for Life event offers a 10k run as two laps of the 5k course plus a separate 5k option, with grass and woodland terrain and some steep slopes.
A fully marked 10 km trail race at Matterley Estate on 11 June 2027 with 230 m ascent, medical support, medals for finishers and a 1.5 hour cut-off.
A 100 mile non-stop race along the South Downs Way with 12 aid stations, 30 hour cut off, starting at Matterley Bowl and finishing at Eastbourne athletics track.
A 50 km non-stop trail race across the South Downs National Park with four aid stations, full medical cover and a nine hour cut off, finishing at Queen Elizabeth Country Park.
Trail races near Kingsclere, Hampshire offering marathon, half marathon and 10K on scenic single lap off road routes with aid stations and finisher medals.
Volunteer organised runs on Horsell Common offering 2 km, 5 km, 10 km and 21 km routes through woodland, sandpits and meadows with medals for all finishers.
A scenic point to point Half Marathon from Marlow to Windsor covering 13.1 miles of riverside trails and woodland paths with chip timing and baggage transfer.
A Wild Hybrid fitness race at Alice Holt Forest in Surrey combining trail running, fitness stations, timed results, multiple distance options, and event merchandise.
Trail running at Alice Holt Forest on 27 June 2027 with 10 km and half marathon options, canicross allowed and live chip timing.
Guided 10 km trail run around the Devil's Punchbowl in Hindhead, Surrey with hills, group navigation, kit support, parking and scheduled sunset and night dates.
July 2027
Trail ultramarathons and shorter races through greensand hills, lowland heath, woodland and river meanders in the South Downs National Park.
A 10 km trail race around Yattendon Estate at Renegade Brewery with chip timing, two water refill stations, a medal and a free pint or alternative drink at the finish.
A trail event along the Ridgeway finishing at Avebury, offering 50 km and 100 km options with signposted routes, pitstops, medical cover and halfway facilities.
A 125 km waymarked loop around Wiltshire from Linkenholt Activity Center with 1902 m ascent, checkpoints about every 25 km, a 24 hour cut off and on-site camping.
Trail races from 8 km to 50 km around the Chiltern Hills, based at Princes Risborough with varied terrain, marked courses and outposts on longer routes.
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