Boston
Trail Running Calendar near Boston 2026-2027
Explore the top trail runs near Boston for 2026-2027! We've gathered 16 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
Scenic trail routes from Great Ponton near Grantham offering 26.4 miles, 17 miles, 12 miles and 10 km across footpaths, bridleways and quiet country roads.
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.
Pumpkin Plod at Ferry Meadows is a multi-hour lap event on a 5.3 km mixed-surface loop where runners complete as many laps as they choose. Aid is provided each lap and finishers receive an event medal.
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
Bauble Bimble at Ferry Meadows is a four or six hour multi‑terrain event on a 5.3 km lap, letting runners cover distances from 5k to ultras with an aid station each lap and an event medal.
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.
Multi distance trail event at Grimsthorpe Castle Estate featuring a 10 mile loop, marked course, medics, on site camping and options from 10 to 100 miles including a team relay.
June 2027
Obstacle course weekend at Belvoir Castle offering Sprint, Super, Beast and Kids races, with a Trifecta option across three days.
A 24 hour obstacle course at Belvoir Castle on 26 and 27 June 2027 with individual and four person relay categories, cold water and electric obstacles, and pit amenities.
July 2027
Pretty Muddy 5k at Lincolnshire Showground with climbing, crawling and sliding obstacles, staggered wave starts, age 13 and older and a minimum fundraising target of £50.
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.