Trail Running calendar near Cupar 2025-2026

We have found 101 Trailruns within 80 miles of Cupar. See below where and when you can find the races.

The Two Breweries Hill Race is an annual running event held in the scenic Scottish Borders, covering a challenging 30 km (18 miles) route with an ascent of 1500m (4900ft). Starting at Traquair House and finishing at Broughton Ales, the race celebrates local breweries and the spirit of hill running. ..

The Wild Deer Scottish Trail Runs will take place at Dalkeith Country Park in 2025, offering a scenic venue for trail running just outside Edinburgh. Participants can choose from various distances, including 5km, 10km, half marathon, marathon, and an ultra distance of 32.5 miles. The event is suitab..

October 2025

The Aviemore Half Marathon and 10K, organized by the Speyside Trust, is a scenic running event set in the stunning Cairngorms. Unfortunately, both races have been canceled for 2024 due to challenges in volunteer organization, but provisional dates for 2025 have been set for October 4th and 5th. The ..

The Bennachie Ultra Marathon is an exciting running event set in the stunning Aberdeenshire countryside of North East Scotland. Scheduled for October 11, 2025, this inaugural race features a challenging 50k route that includes six peaks of the Bennachie Hills, such as Mither Tap and Oxen Craig, with..

The Glasgow to Edinburgh Ultra is a challenging 57-mile race that takes participants from the Riverside Museum in Glasgow to the Edinburgh Athletics Track. Scheduled for October 11, 2025, this event features a flat and fast-paced route, ideal for those aiming for personal bests. With a total elevati..

The Aberfoyle Festival of Trail Running, scheduled for October 11, 2025, will feature an expanded range of races for its third edition. Participants can look forward to the return of the Aberfoyle Trail Half Marathon, which includes a scenic 21.4 km course with 350m elevation, and the introduction o..

The Carnethy Skyloop Hill Race, organized by the Carnethy Hill Running Club, is a challenging event featuring a distance of 16 miles with a total climb of 6200 feet. The race is categorized as AL, indicating its demanding nature. Participants can register through SiEntries, and the event takes place..

The Dramathon is a unique running event set in the picturesque Speyside region of Scotland, featuring a marathon, half-marathon, 10K, and a relay race. Participants can enjoy scenic trails along the Speyside Way, passing several renowned distilleries, with the finish line at Glenfiddich Distillery. ..

The Jedburgh Three Peaks Races feature a 38-mile trail ultramarathon and a relay race, both set in the scenic surroundings of Jedburgh. The event promotes inclusivity, welcoming participants of all gender identities and backgrounds. The ultramarathon includes checkpoints for hydration and support, w..

The ACORN Duncan Macfarlane Race, affectionately known as "The Dunky," is a popular annual running event held in Mugdock Country Park, celebrating the legacy of accomplished runner Duncan Macfarlane. This year marks its fifth edition, featuring a scenic two-lap trail route totaling 7.5 km, which sho..

The Wooler Trail Races, organized by Trail Outlaws, offer an exciting opportunity for runners to tackle one of the UK's most challenging trail marathons or half marathons. Set in the stunning Northumberland National Park, participants can choose between a marathon or half marathon, with the option t..

November 2025

The Auchterarder 10K Chilli Trail Race is an exciting running event scheduled for November 1, 2025, organized by Five Star Events. This unique race features a scenic route that resembles a chili pepper, taking participants through the picturesque foothills of the Ochil Hills. Runners will experience..

The Tinto Hill Race, organized by the Carnethy Hill Running Club, is a challenging hill race that covers a distance of 4.4 miles with a significant elevation gain of 1500 feet. The event is set against the scenic backdrop of Tinto Hill and requires participants to carry essential safety gear due to ..

The Scurry Around Tentsmuir Forest Trail Running Festival is an exciting event scheduled for November 2, 2025, featuring a variety of race distances including a half marathon, 10km, 5km, and a 1.2km fun run. Participants will have the opportunity to explore a network of scenic forest trails, with al..

The Dava Way 50K is an ideal ultra marathon for both novice and experienced runners, featuring a predominantly flat and lowland route. This scenic trail connects the historic towns of Grantown-on-Spey and Forres, primarily following the old Highland Railway line. Participants will experience diverse..

The Hermitage Trail Runs feature a 10km, 5km, and a 1.2km festive fun run, taking place at the Hermitage of Braid and Blackford Hill. The event is designed for participants of all ages and abilities, with clearly marked and marshaled off-road routes. The 5km and 10km runs follow a single lap course ..

January 2026

The Loch Morlich Running Festival is an exciting annual event taking place on January 3, 2026, in the picturesque Glenmore Forest, concluding at the beautiful Loch Morlich beach. Participants can choose between two trail distances: 5.6KM and 11.2KM, with trail shoes recommended. The festival promote..

May 2026

The MTC Glaistig is a 31-mile ultra marathon that forms part of the Mount to Coast End to End Challenge Series. Set in Scotland, this event takes participants from Innerleithen to Travelodge Edinburgh Airport, and it also serves as Day 2 of the SCOTIA challenge, a nine-day multi-race event. Competit..

June 2026

The MTC Nuckelavee is a challenging 41-mile ultra marathon, part of the Mount to Coast End to End Challenge series. This event takes place on a single day, starting from Travelodge Edinburgh Airport and finishing at Travelodge Perth. It is also the third day of the nine-day SCOTIA challenge, which c..

The MTC Grimalkin is a 34-mile ultra marathon, part of the Mount to Coast End to End Challenge series in Scotland. This event takes place from Travelodge Perth to Atholl Guest House in Pitlochry, marking Day 4 of the Scotia challenge. Participants must maintain a minimum pace of 4 mph to avoid disqu..