Trail Running calendar near Kirkcaldy 2026-2027

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

A four-stage, **43 km** hill relay around Glen Lednock starting and finishing in Comrie village with 1,733 m of ascent. Teams of five include a pair on leg two and the course mixes trail sections with rough mountain terrain.

An inflatable obstacle-course 5 km event in Glasgow, Lanarkshire scheduled for Saturday 29 August 2026, with recent bookings reported and a recent occurrence held at Norfolk Showground where staff and obstacles were noted positively.

A trail race at Dunnikier Park, Kirkcaldy with two laps of about 5 km over mixed surfaces. The Scottish Athletics permit event has a two hour time limit and supports Maggie's Fife.

September 2026

A 5km out and back beach race along West Sands in St Andrews held each September as the first Scottish Student Sport cross country winter league event. Students from universities across Scotland compete.

An inflatable obstacle course 5K in Edinburgh, Midlothian on Saturday 5 September 2026, presented as the 2026 edition of the Inflatable 5K. A participant review notes a positive family experience with multiple people taking part.

Trail races at Kielder Castle in Northumberland offering distances from 5 km to 52 km across forest trails. Camping is available, outposts provide food and drinks, and mandatory kit and cut-offs apply for the longer routes.

Tackle a scenic 12 or 24 hour loop around Loch Morlich in Glenmore Forest, testing endurance on a supportive, compact course. Limited entries and a runners welfare hub at The Hayfield make for a friendly, focused event.

A timed eight hour loop challenge in Borders Forest Park where runners complete 4.366 mile laps tracked by electronic wristbands, with lap totals determining half, full and ultra marathon results.

Test your endurance at MacTuffX Livingston with interval based distances of 400m or 800m. Register for solo categories or join forces with others in the doubles and relay team formats.

Experience the scenery of Ayrshire in this 40 mile ultra marathon or relay from Glenbuck Loch to Ayr. Enjoy a supported point to point route with regular checkpoints and bag transport services.

A 22.4 mile circular challenge walk around Loch Venachar starting and finishing at Kirk Hall in Callander. The route gains about 1020 m and passes Bracklinn Falls, Callander Crags, Bochastle and Brig o'Turk.

Breaking The Laws in North Berwick on 13 September 2026 features a chip-timed 30K with solo and three-person relay options plus a scenic 10K walk, and donates five pounds per entry to Scottish Veterans Residences.

A 50K off road event in the Cheviot Hills on 19 September 2026, requiring navigation with a digital route and GPS. The route includes Yeavering Bell and Cheviot, offers two aid stations, on course medical cover and a finisher medal.

The Pilgrims' Ultra is a trail running series on the historic St Oswald's Way in Northumberland. Runners can choose from 50 km, 100 km, and 100 mile distances, starting on Holy Island. The event includes GPS tracking, a T-shirt, and a medal..

Trail running festival at Dalkeith Country Park on 27 September 2026 offering distances from a family 1 mile to an ultra marathon. Courses use woodland, firm paths and grassy stretches and one well-controlled dog per runner is allowed.

October 2026

A 57 mile point to point ultramarathon from Glasgow to Edinburgh in October, run mainly on canal towpaths, tarmac and concrete. The race limits entries to 750, features live GPS tracking and checkpoint support with a 16 hour cut off.

UTMB Index

Run through Scottish history at the William Wallace Running Festival. Choose between a fast, flat 10km past Stirling Bridge or a family-friendly 1 mile fun run. Both events start and finish at Stirling Cricket Club on 10 October 2026.

UTMB Index

A trail running festival in Aberfoyle on 10 October 2026 that marks its third edition, featuring the returning half marathon and a 63 km ultra across multiple race options.

A hill race from Alva Glen through the Ochils covering 14.6 km with 966 m of climb, visiting summit checkpoints including Ben Cleuch and The Nebit. Registration is at Alva Scout Hall and basic facilities and prize categories are provided.

Experience a 38 mile ultramarathon or team relay through the scenic landscape of Jedburgh. Enjoy a fully marked course with electronic timing, professional support stations, and a welcoming post race meal for all finishers.