Trail Running calendar near Cupar 2026-2027

We have found 113 Trailruns within 80 miles of Cupar. See below where and when you can find the races.

A 15 km mountain race near Dollar Academy with about 960 m of ascent, multiple upland checkpoints and varied terrain. Entry is available in advance or on the day for a £6 fee and basic mountain kit is required.

Run Edinburgh's seven hilltops in a mixed road, trail and hill event that blends urban navigation with racing. Choose your own route between hilltop checkpoints and opt for the competitive Race or the more relaxed Challenge.

A trail ultra along Saint Cuthbert's Way from Wooler Youth Hostel, offered in *100 km* and *45 mile* formats, with live GPS tracking, five timed aid checkpoints, tidal cutoffs for the 100 km route, and on-site accommodation and coach option..

A 10 km race through the historic grounds of Floors Castle in Kelso on 12 July 2026. Mixed road and trail surfaces, a water station near 5 km, finishing refreshments, and medals and goodie bags for all finishers.

Choose from a 5k, 10k, or half marathon on a scenic route through Edinburgh's Holyrood Park. The course includes laps around landmarks like Arthur's Seat on mixed terrain. Dogs are welcome to run alongside participants.

A multi-terrain festival centred on a 15 km race with significant climbs and a long downhill finish, plus junior loops and a tots dash, organised under UK Athletics rules with open and local prize categories.

A weekend of trail races at Whitelee Wind Farm in July, offering 10K, half marathon, 50K ultra and a free junior mile, with an Event Village, on-site parking and water stations on course.

Head to the historic grounds of Callendar Park in Falkirk for a summer trail run. Choose from a 5km, 10km, or half marathon distance on flowing trails through parkland and woodland. It's a Canicross-friendly event with chip timing and a fin..

A mixed-terrain, just-under-12-mile urban orienteering run from the Hillend ski centre and Allermuir Hill down to Musselburgh harbour beach, featuring mandatory checkpoints, varied paths and a final stretch across sand to the finish.

Run 14 miles along the Northumberland coast from Beadnell to Alnmouth on 26 July 2026, mixing sand, road and trail and finishing on the beach. Limited places and a 3 hour 30 minute cut off for tide and safety mean book early.

August 2026

A one lap trail race around Templeton Woods on 2 August 2026 covering about 5.5 miles. The event is open to runners aged 18 and over and features marked routes, first aid, refreshments and age and team prizes.

Explore Scotland's Ochil Hills from the University of Stirling. Choose from five scenic trail distances, from a 5k forest run to a challenging 50k ultra. The event features marked courses, aid stations, and a focus on sustainability, requir..

A trail running festival at Tulliallan castle grounds with marked, marshalled off road routes across multiple distances, including a 1.5 km family run. Organised by Scurry Events, finishers receive a medal and some proceeds support local ch..

A long fell race across the Ochil Hills from Glen Devon to Stirling University, visiting multiple summit controls. The route includes two marked sections, mandatory navigation kit, and pre entry or limited on the day entry.

Celebrate 10 years of the Dunoon Ultra Marathon in the Scottish Highlands. Choose between a challenging solo ultra or a team relay on stunning, fully-marked trail routes. All finishers receive a medal, race bag, and post race refreshments.

Run the Borders is a 109 km loop on the Borders Abbey Way passing four ruined abbeys and historic towns. Options include a 50K, the full 109 km and a four person relay on mixed tarmac, trails and riverbanks.

Head to Dalkeith Country Park for a unique trail running challenge. Choose between a 5 km or 10 km 'ruck run', carrying a weighted pack through the estate's woodlands. Live chip timing tracks your progress on the historic paths.

Run a relaxed 5K series across Edinburgh's green spaces this summer. Choose one race or all three, with chip timing and a finisher's medal. Prizes are awarded for fastest runners and most improved across the series.

Join the Eyemouth Twilight 5k on 28 August 2026 for a chip timed coastal evening run with medals for finishers. Family friendly Scott's Mini Fun Runs, goodie bags and Giacopazzi's Gelato at the finish make it a fun seaside outing.

Event Overview The Highland Fling is a 53-mile (85 km) point-to-point trail ultramarathon. It follows the southern section of Scotland's West Highland Way through Loch Lomond and the Trossachs National Park, from Milngavie to Tyndrum. The 2..