Trail Running calendar near Cupar 2026-2027

We have found 113 Trailruns within 80 miles of Cupar. See below where and when you can find the races.

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.

A weekend trail running festival at Blair Castle on 29 to 31 May 2026 with races from a kids run to a 58 km ultra. The programme includes camping, live music, talks, outdoor cinema, yoga and guided runs.

Choose your challenge on the scenic trails above the Tweed Valley. This walking event, open to runners, offers a 27.6-mile or a 16.4-mile route, both with significant climbs for potential panoramic views. Starting in Peebles, it finishes wi..

A coastal 5 km out and back on West Sands in St Andrews with a companion 1 mile children’s fun run. Limited places are available and proceeds support RNLI and two local charities.

June 2026

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.

Glen Lyon Ultra is a scenic 31 mile off road test in remote Perthshire with about 3500 ft of ascent and wet river crossings around Loch Lyon. Rugged trails and lochside camping make this a memorable challenge for adventurous trail runners.

This 100km ultra follows the historic Northumberland coastline from Bamburgh Castle to Tynemouth Priory. It's a fully supported point-to-point journey passing iconic castles and harbours. Finishers are rewarded with a medal, merchandise, an..

Killearn 10k on 6 June 2026 is a 10 km trail race around Killearn Public Park and the foothills of Dumgoyne. The course mixes tarmac, forest paths and grassland and entry includes a technical t-shirt or vest.

The BrewDog Summer Run is a fun run from Aberdeen to Ellon, with two distance options. Runners enjoy stocked refreshment stations and bag transport, finishing with a medal and goody bag. The event is not a race, emphasizing a steady pace an..

The Glen Lyon Trail Race on 7 June 2026 is a scenic 15.5 mile off road loop around Loch Lyon with 1,500 ft of climb and several river crossings. Limited to 150 runners, expect a tough but rewarding challenge with camping at Glen Lyon Dam.

Take on the Palacerigg Trail 10k at Palacerigg Country Park in Cumbernauld, an undulating woodland route on single track and forest paths with trail shoes advised. Proceeds support Freedom City Foundation and its local foodbank and communit..

A trail race through sections of the West Highland Way and Mugdock Country Park covering approximately 8.4 miles. The event is limited to 300 runners, uses electronic chip timing, and awards medals plus refreshments to all finishers.

Three day guided ultra run along the West Highland Way from Milngavie to Fort William, about 96 miles and 4,312 m elevation. Small group, shared accommodation, luggage transfers and coach-led guidance included.

A 60 km waymarked trail through the Cairngorms from Mar Lodge near Braemar on 13 June 2026, featuring 1006 m of ascent, limited aid stations, a 48 km short course option and basic camping at the venue.

The North Star Ultra is a 170-mile trail run over two days. Participants complete 5 legs in a star pattern, choosing the order for the first four. It can be run solo, in pairs, or in quads.

The West Highland Way Race is a historic 95-mile ultramarathon across the Scottish Highlands. Established in 1985, it follows the iconic trail from Milngavie to Fort William. Entry is limited to just 300 runners, preserving its classic and..

UTMB Index

Take on the iconic Eildon Three Hill Race on 20 June in Gibson Park, Melrose, a 7.2 km challenge with 510 m ascent across the three Eildons. The 65th edition offers cash prizes and a fully marked route with mountain rescue support.

The Fellrunner at Windy Gyle is a rugged 13.7 km test with 549 m of climb across scenic Northumberland hills on Sun 21 Jun 2026. Entry on the day is welcome with modest fees for members and non members.

July 2026

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.

A 20 mile unmarked fell event in Northumberland on 4 July 2026, including climbs of Cheviot and Hedgehope. Entries open 1 February 2025 and the event is limited to 300 places, with a non-competitive Challenge Walk option.