Trail Running calendar near Portsmouth 2025-2026

We have found 271 Trailruns within 80 miles of Portsmouth. See below where and when you can find the races.

The Riverside Marathon & Half Marathon, organized by Phoenix Running, takes place in Walton on Thames, Surrey, along the scenic River Thames towpath. This event features UK Athletics certified, accurately measured courses with no elevation gain, making it a flat and fast route ideal for runners seek..

The Surrey Hills Half Marathon is a scenic 13-mile guided trail run starting and finishing in Guildford, Surrey. The course showcases the natural beauty of the Surrey Hills, featuring landmarks such as St Martha's Church and hill, the village of Shere, and panoramic views from Newlands Corner and Ha..

December 2025

Winter on the Downs is an ultra-running event featuring two single-loop races of 55 miles and 100 miles, set in the scenic trails of East and West Sussex. Starting and finishing in Eastbourne, participants will traverse iconic landscapes, including Beachy Head and the Seven Sisters. The 55-mile rout..

UTMB Index

The Sussex Downs Trail Run takes place in the scenic South Downs National Park, starting at Plumpton Racecourse near Lewes, UK. Offering three distances—22km, 12km, and 9km—the event caters to various abilities, including newcomers. The course features a flat 3.5km tree-lined warm-up, followed by a..

Endurancelife Dorset is a challenging trail running event set along the stunning Jurassic Coast Path near Swanage, a UNESCO World Heritage site. The event offers multiple distances including a 10K, half marathon, marathon, and ultra marathon, with ascents ranging from 774 to 7,027 feet, making it a..

UTMB Index

The Hurtwood 50K, organized by Freedom Racing, is a renowned trail ultra event set in the picturesque Surrey Hills. This long-distance race features a fully marked route with additional signage, ensuring participants can navigate easily. The event includes regular checkpoints offering food and drink..

UTMB Index

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..

The Winter Downs 200 is a challenging 200-mile continuous trail run held in South East England, starting and finishing at Juniper Hall, Dorking. Scheduled for December 10-14, 2025, runners have up to 96 hours to complete a giant loop encompassing five major trails: North Downs Way, Vanguard Way, Sou..

The Mince Pi Run - Races of 2 Decimal Places is a unique running event held at Shalford Park, Guildford, featuring distances from 3.14 to 31.4 miles, corresponding to 1 to 10 laps of a scenic, mostly flat off-road course with a few hills. There is also a Pi marathon option and a 1-mile fun run shape..

The Christmas Pudding Dash is a festive multi-terrain running event held in Pett, near Hastings, celebrating its 20th year. Participants can choose from a 5-mile race, a 2-mile fun run, and a children's scurry, making it a family-friendly occasion. The course features undulating, muddy trails throug..

The Slow and Dirty is a festive-themed 19-kilometer trail race held in Sturminster Newton, Dorset, following a level, hard-surfaced route along a former railway line known historically as the "Slow and Dirty" due to its slow trains. The course offers scenic views along the River Stour valley, passin..

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..

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..

The Plain Crazy (Winter) is a challenging 12.5-mile trail run held in Warminster, featuring a hilly and potentially snowy course that is scenic yet desolate and windy. The event supports The Royal British Legion Poppy Appeal and offers prizes across various age categories for both male and female ru..

January 2026

The Knacker Cracker is renowned as "Britain's toughest 10k," featuring a challenging course that includes significant elevation changes, with a total ascent of 473 meters. The race, set in the scenic surroundings of Box Hill and Denbies Vineyard, offers a unique experience for runners, including a k..

Dark Skies Surrey Hills is an exhilarating night trail running event set in the picturesque Surrey Hills, featuring races of 10 miles, 10K, 5K, as well as Canix and children's races for ages 3-11. Participants navigate through enchanting woodlands under the stars, illuminated by headlamps, making fo..

The Country to Capital Ultra is a renowned 43-mile ultra marathon starting in Wendover and finishing at Little Venice, London. As the official opener of the UK ultra running season, it attracts runners worldwide to tackle a scenic and challenging course that includes Buckinghamshire countryside, cro..

The Fitstuff G3 Series No.1 is a trail running event held at Newlands Corner, Drove Road, Guildford, Surrey. Participants can choose between 10km and 15km distances, with options to enter multiple races as part of bundled packages. The event features a scenic trail course starting from Newlands Corn..

The South Downs & Arundel Winter Trails is a scenic mixed terrain running event featuring 15-mile and marathon distances. The point-to-point course follows the historic Pilgrim Trail, "The Old Way," from Mayflower Park in Southampton to finishes at Titchfield Abbey (15 miles) and Boundary Oak School..