Kirkcaldy
Trail Running Calendar near Kirkcaldy 2026-2027
Explore the top trail runs near Kirkcaldy for 2026-2027! We've gathered 46 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
Eight hour trail challenge at Tentsmuir Forest on 24 Oct 2026 where runners complete as many 4.366 mile laps as possible with wristband lap tracking.
A 14.6 km hill race with 966 m of ascent through Ochils Woodland Park, visiting Andrew Gannel Hill, Ben Cleuch, Ben Ever and The Nebit, with registration at Alva Scout Hall and prizes for top finishers and age categories.
A 10 km trail race from Auchterarder into the Ochil Hills with forest trails, stream crossings and a route shaped like a chilli pepper. Online entry, 16+ age limit, goody bag with snood and medal, prizes for finishers and costumes.
Trail half marathon around Dalmeny Estate and Cammo Nature Reserve with wooded trails, riverside paths, under 1000 ft total ascent, chip timing and a finisher medal.
A 12 hour night running challenge on a 5 km loop at Dalkeith Country Park with solo and team relay options and mandatory headtorch and trail footwear.
November 2026
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 six-hour nocturnal ultra on the John Muir Way where runners cover as many 5 km off road loops as possible, solo or in teams of up to three, with a tented base 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.
Trail runs at Hermitage of Braid and Blackford Hill with 10 km, 5 km and a 1.2 km festive fun run supporting a local school and the reserve.
December 2026
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.
January 2027
Trail runs at Vogrie Country Park on 17 January 2027 offer waymarked mixed terrain courses of 1.6km, 5km, 10km and a half marathon, starting and finishing by the Victorian manor house with post race refreshments.
February 2027
Trailspire Ultra 2027 is a seven hour looped endurance event in Callander Park, Falkirk, where runners aim to complete as many 4.14 mile laps as possible. Solo and 2 or 3 person relay entries include live tracking and on-course support.
An eight hour loop challenge on mixed coastal and trail terrain on 27 Feb 2027, with 4.366 mile laps timed by electronic wristbands and lap totals equating to half, full and ultra marathon distances.
March 2027
A 50 km ultramarathon along the John Muir Way through East Lothian coast, rural trails and towns, finishing at Foxlake Adventures in Dunbar.
April 2027
At Beecraigs Country Park on 24 April 2027 runners repeat a 4.167 mile loop every hour until one completes a solo lap and becomes Last One Standing. Entry includes timing, camping access, parking for one vehicle and a finisher medal.
May 2027
A 90K UTMB Index 100K ultra along the historic Pilgrim Way from North Queensferry to St Andrews Cathedral. The fully marked route crosses towns such as Dunfermline and Ceres, includes 1,200 m of ascent and GPS tracking.
A 5 km obstacle event at Beveridge Park, Kirkcaldy, on 9 May 2027. The grass-start course loops through parkland with steep hills and obstacles; participants must be 13 or older and a minimum fundraising target applies.
June 2027
On June 6, 2027 at Hopetoun Estate, Spartan Scotland stages Sprint, Super, Beast and a kids race, with an option to attempt the Trifecta in one day.
A muddy 5k obstacle course at Camperdown Park in Dundee where participants aged 13 and over climb, crawl and slide while raising funds for cancer research.