Trail Running calendar near Kirkcaldy 2026-2027

Trail Outlaws stages Dark Skies Run @ Wooler in Northumberland with fully marked trails, stocked check points and options for a Trail 10k or a Half Marathon. Entry fees shown range from £25 to £36.

A scenic trail half marathon around Dalmeny Estate and Cammo Nature Reserve near South Queensferry. The chip timed 13.1 mile course has under 1000 ft of ascent and includes a finisher medal, prizes and on site facilities.

A mixed terrain trail festival at Tentsmuir Forest near Tayport offering a half marathon, 10 km, 5 km, junior 5 km and a 1.2 km family fun run with marshalled, signposted routes and charitable proceeds for the Tayport Community Trust.

A multi terrain 10 km race on 1 November 2026 with a reversed route featuring road and trail sections, views over Loch Tulla and a finishing descent across the Bridge of Orchy. Entries are limited and the event uses chip timing.

A three hour team endurance event at Charlton Hall Estate, Alnwick on 7 November 2026. Teams of five with at least two female members rotate between BikeErg and running while the event includes live DJs, food, drink and a festival atmospher..

A six hour nocturnal ultra on a well marked 5 km off road loop where solo runners or teams of up to three try to complete as many laps as possible. Each lap returns to a tented base with kit, food and support plus music and lights.

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 footrace in Perthshire from Killin to Strathyre along parts of cycle route No 7 and the Rob Roy Way, with midrace checkpoints, a drop-bag at Strathyre and mandatory kit for November Highland conditions.

A half marathon through the Kilpatrick Hills near Overtoun House in Dumbarton on 14 November 2026, using single-track trails and forestry roads with rolling climbs. The race is full and a waiting list is open.

Trail Outlaws' Wooler Trail Events include marathon and half marathon routes based at Wooler Hostel in Northumberland National Park. Routes are fully marked with stocked checkpoints and often cross hilly, boggy, exposed terrain with wide vi..

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.

A single 5 km race at Linn Park on 15 November 2026, part of the South By Five series across six parks. Entry is free with a required minimum donation to the Acorn Trails Community Fund.

Trail runs of 10 km, 5 km and a 1.2 km festive fun run take place at the Hermitage of Braid and Blackford Hill on 22 Nov 2026. Proceeds from the fun run go to Friends of the Hermitage and Braid and Morningside Primary School.

A solo 69 km trail run from Glamis Castle to Scone Palace with a marked route, checkpoints, GPS tracking and chip timing. Finishers receive a medal and meal voucher; entries for 2026 are open.

A single-entry 5 km race at Rouken Glen on 29 November 2026, part of the South By Five six-park series. Entry is free but places are limited and a mandatory donation to the Acorn Trails Community Fund applies.

A winter ultramarathon of about 55 miles across the Cheviot hills near Ingram, Northumberland, run under Trail Running Association and UK Athletics rules. Runners receive GPS trackers, face a 24 hour cutoff and compete for prizes including..

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.

A 5 km community race at Pollok Park on 13 December 2026 that is part of the South By Five six-park series. Entry is free with a required donation to the Acorn Trails Community Fund and completing five of six races completes the series.