Trail Running calendar near Southend-on-Sea 2025-2026

We have found 289 Trailruns within 80 miles of Southend-on-Sea. See below where and when you can find the races.

The Peddars Way Ultra Marathon is a 48-mile ultramarathon held in Suffolk and Norfolk, England. The route follows the historic Peddars Way, an ancient pre-Roman trading path and Roman road, starting at Knettishall Heath Nature Reserve and f..

Run the Lavenham Old Railway 10k Trail on Sunday 1 February 2026, a scenic mixed terrain course along a disused railway, forest paths and country lanes. Expect muddy sections, grippy shoes, a finisher medal and village charm.

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

Maverick Original West Sussex invites trail lovers to tackle 6 km, 12 km or 22 km routes across the South Downs from Amberley Museum. Expect steep technical hills, on course water stations, timing and a wooden finisher medal.

Run the Pilgrim Challenge along the North Downs Way from Farnham to Canterbury, passing historic countryside and charming villages. Choose 33 miles in one day or 66 miles over two days with overnight support, checkpoints and full event serv..

The Cold Norton Charity Winter 10K & Half Marathon Trail Event is a winter charity trail run in Essex, raising funds for Farleigh Hospice. Held at Charity Farm, Crows Lane, Woodham Ferrers, it offers 10K and 13.1-mile routes run mainly on g..

Enjoy a 5k canicross at Irchester Country Park on Sunday 8 February 2026, running with your dog through scenic woodland trails. Experts will support first time runners and every finisher gets a medal and treats for their dog.

Enjoy a scenic 10 mile route through parkland, riverside paths and woods in North Milton Keynes, including the quirky Cattle Creep tunnel. Canicross friendly, one lap with on the day race pack pickup and finish line goodies.

The 'Rayne'ing Medals Anniversary Challenge is a running event celebrating six years of Hare & Tortoise Running, taking place on The Flitch Way in Rayne. Participants can choose from five entry options, including a marathon, 6-hour timed ev..

Take on a scenic 5km loop through Thetford Forest with distances from 5k to ultra at the Zig Zag Festival of Running. Mostly paths with some woodland trails, a water station at the lap point and post race tea and cake.

Tackle the scenic North Downs Ridge 50k from Denbies Wine Estate near Dorking, featuring rolling chalk hills, woodland loops and four aid stations. A tough but runnable trail ultramarathon with a 10 hour limit and UTMB qualifying points.

Enjoy a crisp Winter Trail Run through Gatton Park with a scenic 5K loop or a 10K double lap, plus a Canicross race for runners with dogs. Fast, friendly and compact, the event includes a finish medal, refreshments and prebookable parking w..

The St Peters Way Ultra is a 42 mile point to point trail from Chipping Ongar to the Chapel of St Peter on the Wall at Bradwell on Sea. Expect muddy footpaths, rural tracks and an exposed sea wall, with live tracking and checkpoints for foo..

Take on the Hadleigh Legacy 10k at Hadleigh Country Park on 22 Feb 2026, a single lap off road trail with hills, mud and lovely views. Enjoy race photos, a bespoke medal and prizes for top finishers.

Guided 10 km trail runs on Thursley Common across heath, bog and the boardwalk voted Britain's Favourite Path. Friendly, non competitive group runs include sunset and night options with headtorches.

Join the G3 Series at Newlands Corner, Guildford on Saturday 28 February 2026 for scenic 10 km and 15 km runs through Surrey countryside. Single entries and series bundles are available; register by 26 February.

Tackle a guided 30 mile trail on the South Downs Way from Harting Down, West Sussex, passing Beacon Hill and the ancient yews of Kingley Vale. This friendly group run from Running Adventures offers a scenic, supportive challenge for experie..

March 2026

Run a scenic 10 km along the Thames and Jubilee River through Windsor, Dorney and Eton, finishing by the Windsor & Eton Brewery. Multi terrain course with a medal and post race pint makes this a perfect social and club outing.

Run a scenic circular half marathon through Thetford Forest on varied trails with wildlife and traffic free paths. Enjoy pro photos, a finisher medal and podium prizes in this spring trail challenge.

Join a guided 10 km trail from Silent Pool, Albury along the North Downs Way through Netley Heath to Shere, with sunset or headtorch night options. Led by a qualified guide, the run features kit trials and sometimes an alcohol free beer.