Trail Running calendar near Cupar 2025-2026

We have found 99 Trailruns within 80 miles of Cupar. See below where and when you can find the races.

Join a spring run at Chatelherault Country Park in Hamilton on 29 March 2026, with 5 km, 10 km and 15 km routes through scenic parkland. Suitable for all abilities, book your spot online and enjoy a great day outdoors.

April 2026

Enjoy a scenic run around Gartmorn Dam on mixed roads and woodland trails with views of the Ochils. A 6 mile senior race and a 2 mile junior race make this a great family friendly spring outing with marshals and post race refreshments.

Take on 42 miles along the West Highland Way from Tyndrum to Fort William, with roughly 6500 ft of ascent and stunning Highland scenery. A marked route with checkpoints and a 12 hour time limit makes this a true endurance challenge.

UTMB Index

Run the Forth Ultra and Team Relay, a scenic 44 mile 71 km loop around the Firth of Forth that crosses the Forth Road Bridge and mixes road and coastal trail within an 11 hour limit. Solo, pairs or four person teams finish at Helix Park Fal..

Scenic trail runs through Scone Palace grounds and a lap of Perth Racecourse with 5 km and 10 km options, welcoming canicross runners. Enjoy chip timing, a finisher medal and event goodies on 26 April 2026.

Enjoy the Hidden Glen 10K at Monachyle Mhor on April 26, a scenic tarmac to trail run along Loch Doine with some muddy, puddly sections so trail shoes are recommended. A 1K fun run and medals for all make this a great family day out.

May 2026

Experience the Fife Pilgrim Way Ultra Marathon, a scenic 90K from North Queensferry to St Andrews Cathedral along the historic pilgrim route. Limited to 150 runners, the May event includes T shirts, finisher medals, hot aid station food and..

Join the Cateran Trail Ultramarathon, a scenic 55 mile loop on ancient tracks around Spittal of Glenshee. With 2,250 m ascent, a 15 hour limit and UTMB Index, this mainly off road course offers rugged terrain and sweeping Highland views.

Enjoy scenic trail races at Kilduff Farm, Athelstaneford, on Saturday 9 May with 2 km, 5 km and 10 km options across private estate tracks and fields. Join the village summer fair, grab a medal, and support Athelstaneford Primary School.

Try the WitchWood Trail Run in Inverkip, a 24 hour looped trail on forest and hilly paths where you can run as many 5.6 km laps as you like. Everton Scout Camp basecamp offers food, music, showers, a firepit and glowing handmade medals.

Join Kirkhill 8 on 23 May 2026 for a scenic 4.3 mile trail loop in Kirkhill Forest that you can repeat over an eight hour window to chase distances from marathon to 50 miles. Limited to 100 places, this friendly, inclusive event fills fast.

Join Blair Castle Trail Weekender from 29 to 31 May 2026 at Blair Castle in Blair Atholl for a scenic weekend of trail running, camping and festival fun. Choose races from 7 km to a 58 km ultra and enjoy live music, talks, yoga and workshop..

June 2026

Run the Glen Lyon Ultra on 6 June 2026, a scenic 31 mile trail around Loch Lyon and Glen Lochay with about 3,500 ft ascent. Mostly off road with river crossings that may leave your feet wet, this rugged course earns 2 UTMB points.

Run the stunning Northumberland coast from Bamburgh Castle to Tynemouth Priory in this 100 km ultra, passing castles, harbours and beaches. Fully waymarked and supported with feed stations, tracking and a 24 hour cut off for finishers.

Killearn 10k Trail on 6 June 2026 winds through village lanes, the historic pipe track and the foothills of Dumgoyne, starting and finishing in Killearn Public Park. Limited to 250 places and entries are now closed.

Tackle a scenic 15.5 mile off road loop around Loch Lyon, weaving through remote Perthshire hills and river crossings. With rugged terrain, a friendly atmosphere and limited places, this is a classic trail challenge for adventurous runners.

Enjoy a charity 10 km trail run through scenic Palacerigg Country Park in Cumbernauld. Returning as Palacerigg Trail Run 3 on 7 June 2026, this friendly event raises funds for local causes and welcomes runners of all levels.

Run a three day guided ultra along Scotland's iconic West Highland Way, about 96 miles of lochs, glens and mountain views. This demanding guided adventure includes coaching, luggage transfers and overnight stops for seasoned trail runners.

Take on the Cairngorms Ultra Trail, a scenic 60 km race from Mar Lodge Estate near Braemar with about 1006 m ascent and a 48 km short course option. Waymarked trails, aid stations and camping make it a rugged Scottish mountain challenge.

Tackle roughly 50 miles across the Cheviot hills from Ingram, a rugged loop over the region's biggest summits. With GPS tracking and a 24 hour finish limit, this ultra rewards grit and scenic solitude.