Trail Running calendar near Kirkcaldy 2026-2027

We have found 175 Trailruns within 80 miles of Kirkcaldy. See below where and when you can find the races.

A night time six hour ultra on a marked off-road 5 km loop at Balgone Barns, North Berwick, with solo and teams of up to three relay options. Music, lights and a tented lap base provide kit and support.

Short Course Cross Country Championships at Kirkcaldy High School on 7 November 2026. ProTay provides race pack fulfilment and timing while working with scottishathletics.

A roughly 33 mile point-to-point ultramarathon from Killin to Strathyre on 07 November 2026, following parts of cycle route No 7 and the Rob Roy Way, with checkpoints, a halfway drop bag and mandatory kit for November conditions.

A half marathon through the Kilpatrick Hills on single track trails and forestry roads, held on 14 November 2026 with Overtoun House listed as the event location.

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.

Part of the South By Five series, this is a free 5km run in Glasgow's Linn Park. It's one of six park events over 12 weeks, with the goal of completing five to finish the series. Entry supports local community and charity projects.

Trail runs at Hermitage of Braid and Blackford Hill on 22 Nov 2026 offering 10 km, 5 km and a 1.2 km festive fun run with elf hats for children and charity proceeds for Friends of the Hermitage and Braid and Morningside Primary School.

A solo *69 km* trail run from Glamis Castle to Scone Palace on 28 November 2026 with marked route, GPS tracking, checkpoints and a finishers' medal and meal. Entry includes chip timing, a bus to the start and drop bag support.

Run a free 5 km in Glasgow's Rouken Glen park as part of the South By Five series. Your participation supports the Acorn Trails Community Fund and a local animal charity. Join for a community focused run and an optional park clean up.

December 2026

A winter ultra from Ingram Village Hall across the Cheviot hills of about 55 miles, organized by Cold Brew Events with GPS tracking and a 24 hour time limit. Licensed by the Trail Running Association.

A festive trail running event within the private grounds of Glamis Castle in Angus. Distances include a family 1 mile plus 5 mile and 10 mile runs, with Canicross allowed except in the family mile.

Multiple point to point races along the West Lothian Shale Trail, from 9K to a GPS tracked 50K, plus a 3 person relay. The event supports Smalls for All and features marked routes, checkpoints and chip timing.

Take on the Simonside Cairns fell race in Rothbury, Northumberland, a rugged 11 mile route over moorland and cairns that rewards grit and scenery. Entry on the day from Jubilee Hall is £10 and teams of three are welcome.

South By Five is a free 5 km park run series in Glasgow. The Pollok Park event is one of six races held over 12 weeks. Participants can run single events or aim to complete the series.

January 2027

A trail running festival on 3 January 2027 through Glenmore Forest finishing at Loch Morlich beach, offering 5.6 km and 11.2 km races with chip timing, finisher medals, home baking and prizes; dogs are allowed on leads.

This is a single 5km event in Bellahouston Park, part of the wider South By Five series visiting six Glasgow parks. Entry is free but includes a mandatory donation to a community fund. Runners can join just this race or aim to complete the..

An out-and-back winter trail from Ingram Cafe to the summit of Hedgehope and back, roughly a half marathon over variable terrain. The route is marked, a safety team is present, and finishers receive a souvenir mug and hot soup.

Trail running festival at Vogrie Country Park on 17 January 2027. Marked, marshaled mixed terrain routes from 1.6 km to a half marathon with on-site refreshments and a medal for half marathon finishers.

The South By Five series brings a free 5km run to Queens Park in Glasgow. This is a single event in a 12-week series visiting six parks. Entry requires a community donation, with support for a local animal charity.

February 2027

Experience a unique 10 mile nighttime trail run through the fabled Simonside Hills of Northumberland. Navigate rocky trails and steep climbs under the stars in this atmospheric winter event.

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