Aylesford
Trail Running Calendar near Aylesford 2026-2027
Explore the top trail runs near Aylesford for 2026-2027! We've gathered 81 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
October 2026
An annual 25 km or 50 km countryside challenge in Kent Surrey and Sussex with written route directions, checkpoints, included food and GPX files.
Trail races at Bedgebury National Pinetum & Forest on 18 October 2026, offering half marathon, 10 km and junior distances on traffic free woodland trails.
A 10 km trail run through the private grounds of Hole Park, a historic estate near Cranbrook, Kent, on 18 October 2026. Entry is priced at £25 and the event includes timed results, finisher medals and official race photography.
An 8 km trail loop around Herstmonceux with over 70% trail, course marshals, prizes and tea and cake after the race at the village hall.
A timed self supported anti clockwise loop around Canvey Island starting and finishing at Waterside Farm Leisure Centre with a staffed pub check at 10 km.
Conquer 58 floors and over 1,500 steps at 22 Bishopsgate to support RNLI lifeboats while enjoying panoramic views of the London skyline.
Off road marathon and half marathon south of Canterbury with live tracking, checkpoints, mandatory kit lists, event HQ facilities, and a charity donation from entries.
An overnight self supported 50 km ultra from East Grinstead to Brighton on 30 to 31 October 2026, in person event with tickets at £14.46 and no refunds.
A relaxed night obstacle run at OPP over two 1.5 km laps, with technical obstacles, surprise elements and a strict headtorch requirement.
A Halloween themed 6.66 km trail run in Chelmsford on 31 October 2026 with GPX/Strava route support, fancy dress prizes and a brewery finish offering a medal, drink and crisps.
November 2026
Experience an after dark Halloween themed multi terrain run through Leigh on Sea featuring 10k and 5k routes with chip timing and finisher medals.
A November muddy obstacle event in Brentwood Essex with 6 km, 12 km and 24 km plus options across farmland, woods and lakes featuring 40 to 200 plus obstacles.
Experience the longest established trail race in Essex with a self navigated course of 6 or 16 miles starting from a traditional pub in Chelmsford.
An evening 5 km charity trail run in Writtle on 11 November 2026 that donates £2 per entry to Whizz Kidz, with a self guided route and a pub finish.
A 6.66 mile woodland trail run at Kings Wood near Ashford featuring muddy, hilly and technical sections, limited to 200 runners and organised by Ashford Tri Club.
An approx 8.5 km loop trail around Northiam on 29 November 2026 with over 70% trail, a 60 person entry limit, prizes and post race tea and cake at the village hall.
December 2026
A hilly five mile trail race in Lesnes Abbey Woods on 13 December 2026 in memory of Ray Marshall, with manual timing and a 90 minute cut off.
A festive 12 km run in Chelmsford with a brewery checkpoint, post-run drinks at the Voodoo Keller Bar, GPX/Strava route and Christmas medals for all finishers.
A roughly 4 mile trail run around Pett on 19 December 2026 with a marshalled, fully marked course, Christmas finisher medal, prizes and post-race tea and cake.