Skegness
Trail Running Calendar near Skegness 2026-2027
Explore the top trail runs near Skegness for 2026-2027! We've gathered 9 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
August 2026
A Backyard Ultra style 12 hour event at Cadwell Park where runners complete a 6.7 km lap each hour for a potential total of 80.4 km. Categories include solo and pairs plus a six hour non competitive option.
A six hour looped trail challenge in an Area of Outstanding Natural Beauty where participants choose how many approximately 5.45 km laps to complete.
September 2026
Run Sandringham on 27 September 2026 features a Half Marathon, 5K and Community Mile around the Sandringham Estate. The event includes chip timing for the Half and 5K, water stations, medical support and on site parking.
October 2026
A 10K off-road obstacle race in the Lincolnshire Wolds on 18 Oct 2026, featuring muddy terrain, built obstacles, 1000 ft elevation and a finisher's medal plus a pale ale.
November 2026
A 15 mile riverbank and road run across the Lincolnshire Fens from South Kyme with drinks stations, marshals and post run refreshments.
December 2026
15 mile winter endurance race in the Lincolnshire Wolds with loadbearing and clean fatigue options, minimum age 18 and strict time cutoffs.
January 2027
A lap based event at Bawsey Country Park offering distances from 5k to ultra marathon on sand, gravel and grass. Mass start, aid station every lap, bespoke finisher medals and parking included.
May 2027
A last-person-standing backyard ultra in the Lincolnshire Wolds: runners repeat a 4.167 mile off-road loop each hour with a bell, continuing until one runner completes a solo lap. Entry is limited to 100 competitors.
July 2027
A multi-distance running event at Revesby Estate, Boston on 18 July 2027 offering 5K, 10K, half marathon plus team and solo estate challenge entries from £15.50.