Trail Running calendar near Fife 2026-2027

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..

Experience a 43 km team relay through the beautiful hills of Glen Lednock. This four stage event features mountain terrain and trail sections starting and finishing in the village of Comrie.

Explore the historic Kielder Forest on its centenary with this trail running event. Choose from five distances, from a 5k to a 52k ultra, on forest trails with steady inclines. The event includes finisher medals, aid stations, and nearby ca..

The River Ayr Way Challenge is an annual 40 mile ultra marathon held each September. This point to point race follows the scenic River Ayr Way, attracting runners nationwide. The 2026 event marks its 20th anniversary.

A 30K run in North Berwick with solo and three person relay options, 640 m ascent, chip timing and marshals. A separate 10K circular walk supports Scottish Veterans Residences.

The Enchanted Ultra 50K is a navigational adventure through the mythic landscapes of the Cheviot hills. Runners follow a GPS route from Wooler, passing ancient sites and legendary locations like Hen Hole. The event provides full support, in..

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 races at Dalkeith Country Park in September 2026 cover distances from a family 1 mile to a 32.5 mile ultra. Courses use woodland and estate paths, live chip timing is provided, canicross is allowed and on site parking is available.

A 57 mile ultra on 10 October 2026 between Glasgow and Edinburgh following canals and towpaths and passing the Falkirk Wheel and the Antonine Wall. The event has marked route, live GPS tracking, checkpoints and mandatory kit requirements.

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.

A challenging hill race in the Ochils, starting and finishing in Alva Glen. The 14.6 km route visits several summits, including Ben Cleuch. Entry is affordable, with prizes for top finishers and veterans.

The Jedburgh Three Peaks Ultramarathon and Relay Race is a 38-mile trail event. It is run in association with the Jedburgh Running Festival and is scheduled for October 2026.

Join the Halloween themed Auchterarder 10K Chilli Trail on 31 October for a fun, chilli pepper shaped route into the Ochil Hills with forest trails, stream crossings and sweeping views. All finishers get a snood and a bespoke medal.

Run under the stars at Dark Skies Run in Wooler on 31 October 2026, a Trail Outlaws night trail in Northumberland National Park with fully marked routes and stocked checkpoints. 10k and Half Marathon options.

Run a scenic half marathon on Halloween through the woodland and coastal paths of Dalmeny Estate and Cammo Nature Reserve. The event supports the local RNLI, and finishers get a medal and post-race refreshments. With about 300 participants,..

Explore the forest trails of Tentsmuir in this trail running festival. Choose from a half marathon, 10km, 5km, or a 1.2km run. All routes are clearly marked and marshalled, with finishers in the longer distances receiving a medal.

The Dava Way 50K is a 50-kilometer trail race along the historic railway line from Grantown-on-Spey to Forres. With a runnable path and a climb to Dava Summit, it passes iconic landmarks like the Divie viaduct. The event has a limit of 300..

A multi-terrain ultra around the Tweed Valley based at Glentress Peel Visitor Centre in mid-November. Two route options, 65 km and 50 km, follow forest trails, riverside paths and open moorland with marked routes and aid stations.