Trail Running calendar near Cupar 2026-2027

We have found 174 Trailruns within 80 miles of Cupar. See below where and when you can find the races.

Trail races at Dalkeith Country Park on Sunday 10 May 2026 include a junior 1 km, a 5K and a 10K. The chip timed event is volunteer run, awards handmade medals, and raises funds for MYPAS youth services.

A charity trail event at Pollok Country Park on 10 May 2026 offering 5 km and 10 km multi-terrain routes, manual timing, finishers goody bags, water and first aid, with all profits donated to Bike For Good.

A 5k obstacle event at Beveridge Park on 10 May 2026 where participants climb, crawl and slide around a looped course with steep hills. Entry includes a medal and fundraising support, with a minimum fundraising target of £50.

A 3.4k hill race with 400 m ascent near Strathyre, held on 13 May 2026 as part of the Bog'n'Burn Series. Entries are via SiEntries, minimum age 14, with prize categories from U18 to V80.

Experience a monthly trail running series at the base of Bennachie featuring four 5 km races through forest tracks. Compete for the best overall time in this evening summer event held near the Bennachie Visitor Centre.

Social 8 km trail run from Milngavie Train Station exploring the Clyde Coastal Path and parts of the West Highland Way. Guided and first aid trained, with mandatory trail shoes and proceeds donated to a local charity.

A 24 hour loop trail event in Inverkip on 16 May 2026 where runners complete as many 5.9 km laps as they wish. The weekend includes camping, live music, food vendors, chip timing and tiered finisher medals.

A 9k road loop in Uplawmoor on 16 May 2026 with varied climbs and a fast downhill finish, organised as a charity event raising funds for Scottish Action for Mental Health.

Uphill only 7.2 km race to the summit of Glas Tulaichean with 670 m of ascent on double track and open hill sections. The event is organised under Scottish Athletics and Scottish Hill Runners rules with kit and age requirements.

Test your limits at the MacTuff Really Muddy 5k and 10k in Aberdeen. Navigate a course of mud water and obstacles to receive your technical T shirt and finishers medal.

A muddy outdoor run at Castle Fraser on 17 May 2026 offering 3 km for kids and adults plus 5 km and 10 km for adults. The route crosses bogs, pools and forest terrain; participants receive a t-shirt and a custom medal.

Community 10K, 5K and children's races in Houston, Renfrewshire on 17 May 2026, with chip timing for the 5K and 10K, medals, age-category awards and post-race refreshments.

A trail race in Balbirnie Park, Markinch on 17 May 2026, covering between 4 and 4.5 miles on paths and woodland trails. All finishers receive a medal and prizes are awarded across overall and age categories.

A Race for Life event at Hopetoun House offering a chip timed 10k plus 5k and 3k options on mostly gravel and forestry paths. There is a minimum fundraising target of £50 and designated parking on the estate.

A one-lap hill race in Perth on 21 May 2026 covering approx. 7 km with 243 m of climb. Registration is at Kinnoull Church Hall; competitors must be 16 or older and carry basic safety kit.

A social 10 km trail run from Milngavie Train Station along the Clyde Coastal path and parts of the West Highland Way led by a qualified, insured guide. Trail shoes are mandatory, dogs and under 18s are not permitted, and proceeds are donat..

A community fun run in Kintore on a 5 km route starting and finishing at Kintore School playing fields. No official timing or prizes, a medal is given to every entrant and children must be accompanied by an adult.

Kirkhill 8 is a trail loop event at Kirkhill Forest where runners repeat a 4.3 mile lap over eight hours to target any total distance. The event required pre entry, a minimum kit list and a minimum age of 18.

MacTuffX Glasgow on 24 May 2026 is a functional fitness race with ten Xercises and repeated runs in Solo, Doubles or Relay formats. Entries are for adults aged 18 and above and include a LITE weight option.

A final local trail race in St Boswells covering about 13 km across river trails, open fields and rooty paths with a historical Wobbly Bridge midway. Numbers are issued in the village Hall and entry is £15.

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