Trail Running calendar near Kirkcaldy 2025-2026

Take on the iconic West Highland Way Race, a 96 mile ultra from Milngavie to Fort William through stunning Scottish Highlands. This epic overnight challenge offers 35 hours to finish and a mountain finish at the Nevis Centre.

Join the South Scotland Outdoor Festival at Drumlanrig Castle from 26 to 28 June 2026 for cycling, road and trail running, wellness, live music and films. Pick gravel rides, family runs or relax in saunas and enjoy local food.

Tackle the classic 20 mile Chevy Chase across wild Northumberland, summiting Cheviot and Hedgehope on an unmarked upland route that requires map and compass navigation. Finish in Wooler with food, T shirts and prizes.

Tackle a tough 15 km hill challenge with 960 m of climbing at Dollar Academy in Central Scotland on Sat 4 Jul 2026. Expect steep, rewarding climbs, lively team competition and easy entry online or on the day.

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.

Join this Beacon Hill fell race on Thu 9 Jul 2026 at Lordenshaw car park, Rothbury. A testing 6.6 mile course with 410 m of climb, entry on the day and teams of three welcome for a spirited summer challenge.

Take on the wild Northumberland hills at the Saint Cuthbert's Way Ultra in Wooler, with UTMB qualifying 100KM and 45M distances. Fully way marked route includes a tide race section, stocked checkpoints, recce runs and live GPS tracking.

Take on the British Championship Hill Race at the Alva Games in Scotland. A short 2.5 km course climbs 365 m through steep slopes, gorse and muddy gullies, with junior and senior categories for a proper hill running test.

Run the Blades is a summer weekend of trails among towering turbines at Whitelee Wind Farm. Pick 10K, half marathon, 50K or junior mile and celebrate at the Event Village at Turbine 53 with prizes and a spinning medal.

Scurry to the Sea 2026 is a scenic mixed terrain challenge of just under 12 miles, starting on Allermuir Hill and finishing on Musselburgh harbour beach with a sandy finale. Limited to 275 places and advance entry only, it blends cross coun..

Experience traditional Highland Games with tossing the caber, piping, Highland dancing and fairground fun at Newtonmore on Saturday 1 August 2026. Test yourself on the Creag Dhubh Hill Race a rugged 4½ mile climb with about 1200 feet ascent..

Tackle scenic trails from Airthrey Castle at the Maverick Ochil Hills Trail, a day of rolling routes through Hermitage Wood and into the Ochil Hills. Distances from 5 km to a 49 km ultra offer challenges for all trail runners.

Test yourself on the Falstone Falcon, a classic Northumberland fell race: 5.8 km with around 300 m of climb over rugged moorland. No pre entry needed, just turn up for £2 and race under FRA permit.

Tackle the Ochil 2000s fell race in Central Scotland, starting from Stirling University for a challenging 32.7 km route with 1646 m of climb. Expect tough trails, big views and fierce club competition on Sat 29 Aug 2026.

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.

The Highland Fling Ultramarathon is a scenic point to point 53 mile trail from Milngavie to Tyndrum through Loch Lomond and the Trossachs. Expect tough climbs, wild views and a lively finish with food, massage and live timing.

Join this lively fell race at Bellingham Showfield as part of the country show, tackling 4 miles with 600 ft of climb across classic Northumberland terrain. No pre entry required; runners aged 16 and over can sign up on the day.

Take on Maverick Kielder Forest Gravel on Saturday 5 September 2026 at Kielder Castle for scenic forest gravel trails with routes from 5 km to 52 km. Weekend camping, staffed feed outposts and a plastic free ethos make it a true outdoor adv..

Run the scenic River Ayr Way, a 44 mile source to sea trail through wildlife rich valleys and historic sites. Every September the River Ayr Way Challenge invites runners to tackle a 40 mile ultra for a memorable weekend adventure.

Tackle the Enchanted Ultra 50K, a scenic trail ultramarathon through the wild Cheviot Hills around Wooler on 19 September 2026. Expect rugged paths, sweeping views of ancient hillforts and ridgelines, stocked aid stations and a warm finish..