Trail Running calendar near Cupar 2026-2027

We have found 162 Trailruns within 80 miles of Cupar. See below where and when you can find the races.

Experience a scenic run starting at the Monachyle Mhor Hotel tracing the banks of Loch Doine. This event features a 10k trail route and a 1k fun run with chip timing and professional support for all participants.

Join a community focused 10K race along the scenic Fife Coastal Path including multi terrain trails and woodland. This chip timed event supports local path upgrades and features a friendly finish line with refreshments.

A city navigation race from Edinburgh Park Central where runners ride the tram to a start then run back, aiming to beat the tram. Distances are about 5.5 to 7.5 miles and entry includes an optional charity donation.

The Holyrood Park will take place in Arthur's Seat on Sunday 26 April 2026. You can run between 5 and 21 kilometers.

May 2026

A fully marked 90K UTMB Index 100K race on 2 May 2026 from North Queensferry to St Andrews Cathedral, covering about 1,200 m ascent with a 15 hour limit. Entry fees start at £120 and the field is limited to 150 runners.

Test your physical limits at this obstacle course challenge in Fife featuring mud and water. Choose between 5km or 10km distances and enjoy free parking plus a finisher medal and T shirt.

Test your endurance at this historic hill race in the Loch Lomond and Trossachs National Park. Conquer a 20 km course with 1500 meters of climbing across two major summits before enjoying a traditional evening ceilidh.

Experience a 4.5 mile multi terrain trail race through the mud and paths of Neilston Pad. This event includes entry to the historic Neilston Agricultural Show for a full day of activity in one of Scotland highest villages.

Test your mettle at MacTuff Fife Spring featuring obstacle courses through mud and water. Choose between 5km and 10km distances with technical shirts and medals for all finishers in a participant friendly environment.

Test your limits at Saughton with a combination of functional exercises and interval running. Choose from Solo, Doubles, or Relay formats with Classic or Double distances to suit your fitness level.

A rugged 55 mile circular trail across Perthshire with 2,250 metres of ascent and UTMB qualifying points. Self sufficient race starts and finishes at Gulabin Lodge, ending with a dramatic climb to An Lairig Pass and stunning views.

Join the Saltire Trail Races in Athelstaneford on Saturday 9 May 2026 for scenic 2 km, 5 km and 10 km farm trails at Kilduff Farm. Family friendly fun and village fair treats raise funds for Athelstaneford Primary School.

Traditional Scottish hill race on Ben Lomond with a 12.6 km route and 960 m ascent. Entry is limited to 100 runners and strict kit checks require waterproofs, hat, gloves and a whistle for safety.

A coastal marathon on 9 May 2026 covering 26.2 Miles from Lower Burnmouth to Lindisfarne via Berwick, beaches and the Pilgrims causeway. The event requires running only, includes a causeway cut off at 19 miles and a six hour limit.

Trail races at Dalkeith Country Park raising funds for MYPAS, with chip-timed 1 km, 5 km and 10 km options, volunteer-run organisation and handmade finisher medals.

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.

Experience an endurance challenge at the historic Inverkip trails where you can run as many laps as you choose in 24 hours. Enjoy a festival atmosphere with on site camping and full facilities in the Scottish forest.

The Uplawmoor Festival of Running returns in May 2026 with a fast 9 km road race. The challenging course features significant climbs and a fast downhill finish, with all proceeds supporting mental health charity SAMH.

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.

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