Trail Running calendar near Haywards Heath 2025-2026

Sussex Downs Trail Run takes place at Plumpton Racecourse in the South Downs National Park, Mid-Sussex, with easy access from Brighton, Haywards Heath, and Lewes. The event offers three distances: 22km, 12km, and 9km. The course starts with a flat 3.5km tree-lined warm-up, then climbs to the South D..

Cowdray Winter Night Run is a 5km or 10km trail race on the Cowdray Estate in West Sussex. The routes traverse parkland and along the River Rother, with some private estate tracks; the course is mostly flat with a couple of gentle climbs. Runners start at the Cowdray Ruins and finish at the Walled G..

Freedom Racing's Hurtwood 50k is a 50-kilometre trail ultramarathon set in the well-known Surrey Hills. The route is a fully signed long-distance trail with extra race signage, designed as a fast, out-and-back course featuring a 5-mile loop for those up front. Competitors encounter regular checkpoin..

The Trifarm Winter Trail Run 10k is the final event in a four-round seasonal trail running series, held at Trifarm in Boreham, Essex. The course is predominantly off-road, covering over 95% on public footpaths and bridleways, and follows a mostly clockwise route designed to avoid flood-prone areas n..

The New Forest Xmas Trails is a festive trail running event hosted by BigFeat Events, set in the picturesque New Forest National Park. Participants can choose from four distances: 15K, 30K, Marathon, and 50K, all on challenging yet runnable off-road courses. The event begins at Holmesly Campsite, of..

The Mince Pie 10 is a festive 10-mile race held in Peacehaven, East Sussex, organized by Seaford Striders. The multi-terrain course features about six miles of farm tracks and bridleways, with the remaining four miles on quiet roads, including a challenging hill around mile six. Participants can exp..

Winter Downs 200 is Centurion Running’s 200-mile continuous trail race. Held December 10–14, 2025, it forms a giant loop around the South of England, starting and finishing at Juniper Hall near Box Hill, Dorking. Runners cover about 321 km with roughly 22,500 ft of elevation in a single stage, with..

Mince Pi Run - races of 2 decimal places is a 14 December 2025 off-road event at Shalford Park, Guildford. Participants choose from 3.14 to 31.4 miles (1–10 laps) on a scenic, mostly flat course with one or two hills. A Pi marathon option and a 1-mile Pi-shaped fun run for young children are offered..

Christmas Pudding Dash in Pett, near Hastings, East Sussex, marks its 20th year as a festive multi-terrain cross-country event. The main race runs a single loop of roughly 4.2 miles through farmland and woods around Pett, with a 2-mile Fun Run and a Junior Run also on offer. Expect an undulating, mu..

The Chelmsford Brew Co 12k's of Christmas, run & rum is a festive, social running event held at the Chelmsford Brew Co venue, including the Voodoo Keller Bar and the brewery tap room. The 12-kilometre course features a basement-start climb, a tap-room checkpoint, and a finish in the Voodoo Keller Ba..

Elves 11ish Trail is a narrative trail race that starts and finishes at the Blackwater Leisure Centre, forming a circular 11 Elvish mile route between Maldon and Mundon. About 95% of the course is off-road, across a variety of terrains. There are no marshals or arrows; runners follow written instruc..

The Winter Wanderlust 50km is an ultra-trail race held in Kent, UK, starting at Detling Village Hall and finishing at Wye Village Hall. Covering 50 kilometers with approximately 1,000 meters of elevation gain, the course follows the scenic North Downs Way, featuring rolling hills, vineyards, ancient..

The Festive Friston Forest Night Trail Run is a 5-mile self-navigated night trail run held in the scenic countryside of Friston Forest and downlands near Litlington, East Sussex. Participants follow a Strava GPX route, aided by a written narrative and a tail runner for support. The event starts and..

Santa Claws 10km is a winter cross-country event organized by Racing Line Running, held at Renegade Brewery in the grounds of the Yattendon Estate, Berkshire. The course is a multi-terrain 10km, with a Canicross 10km option for runners with dogs. It delivers a scenic, muddy yet beautiful route throu..

The Die Hard Christmas Marathon and Half Marathon is a festive running event taking place on December 24, 2025, at Caldecotte Lake in Milton Keynes. Participants can choose between a full marathon, consisting of 7.5 scenic laps, or a half marathon with 3.5 laps. The event features a supportive atmos..

The Winter Woolly 10km is a popular trail running event held annually on December 24th at Elstree School in Upper Woolhampton, Berkshire. Now in its sixth edition, the race features a scenic multi-terrain course covering 10 kilometers with 80% off-road paths, including lanes, footpaths, trails, wood..

Westfield 7.5km Trail Race, organized by 1066 Trail Races, is a scenic 7.5km off-road loop centered on Westfield Community Hall (TN35 4QL). The mainly off-road course follows the 1066 Country Walk for the first 3km, passing landmarks such as Farbanks Henge sculptures inspired by the Bayeux Tapestry,..

Winter X is a mid-winter trail-running challenge in the Meon Valley, Meonstoke, Hampshire. Runners choose from four distances: 10km, 30km, 50km, or 70km, following public trails including the South Downs Way, with short road connections. The four out-and-back legs start at The Meon Hall, with checkp..

Knacker Cracker is a 10-kilometre trail race held near Box Hill in Surrey. Parking and registration take place at Denbies Vineyard in Dorking, with the race starting at the bottom of Box Hill and finishing at Box Hill Fort at the summit. The course is described as Britain’s toughest 10k, featuring r..

Rhino Run takes place at Wraysbury Skiff and Punting Club on the River Thames, Wraysbury, near Egham. The course is a 3.28-mile out-and-back along the Thames, with optional 5k and 10k options (the 10k is two 5k laps). It’s a 6-hour challenge, allowing participants to run from 5k to an ultra distance..