Trail Running calendar near Winchester 2026-2027

We have found 503 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Experience a scenic trail run through Wendover Woods with distances ranging from a junior race to a half marathon. Enjoy gravel paths and views of the Chilterns with chip timing and themed medals for all finishers.

A 52 miles, 7,000 ft route across the South Downs National Park, starting and finishing at Plumpton College and visiting towns such as Lewes and Alfriston. Six checkpoints, on-route support and finisher certification are provided; it is a q..

Richmond Park stages combined Half and Full Marathon on Sunday 23 August 2026. The looped park course starts at Sheen Gate, follows the Tamsin Trail through several gates and woodland areas, and includes aid stations and refreshments.

Point to point mixed terrain runs of 15 Mile or Marathon follow the Old Way from Mayflower Park, Southampton, include a short boat crossing of the Hamble River and feature landmark sticker collection along the route.

The Trail Trot, formerly The Rings, returns with four scenic distances on the South Downs. Starting at Lancing College, routes mix light trails and pathways, offering views from Lancing Ring to Chanctonbury. The event features full support..

Experience a scenic run through the historic Richmond Park on this UK Athletics Affiliated course. Choose between a half or full marathon distance following the trails and private roads of London’s largest Royal Park.

Trail runs in Richmond Park starting and finishing at Sheen Gate, featuring routes via Richmond Gate, the White House and the Tamsin Trail, with drinks stations at Broomfield Hill and Ham Gate and notable park views and wildlife.

MacTuffX Portsmouth on 23 August 2026 offers solo, doubles and relay formats with ten 400 m or ten 800 m repeats. Entries are for those aged 18 and over and fees vary by category for participants and teams.

A Backyard Ultra at Frylands Wood Scout Outdoor Centre on 29 August 2026 where runners complete four miles each hour until one remains; the event includes medals, a winner trophy, showers, limited parking, rest space and on-site snacks.

An obstacle mud run near Dorking in Surrey on a permanent year-round assault course, featuring muddy trails, water sections and climbing challenges. Distance options include 5 km, 10 km and a 7 km assault course; teams and charity entries a..

Experience a flat trail run through the scenic Alexandra Gardens with stunning views of Windsor Castle. Choose between 10k and half marathon distances with chip timing and free race photos included in a historic UK setting.

A mixed trail and road event starting at Woldingham School with a 13.1 mile out and back course; marathon runners complete two laps. The route follows the North Downs Way and Vanguard Way with varied terrain and open views.

Experience a scenic trail run through the grounds of Shoreham Woods in Kent. This chip timed 10k event features woodland paths and supports the local environment and dementia research.

September 2026

Experience a scenic run along the River Thames starting from the iconic Temple Island Meadows. Choose from a half marathon, 10k, or junior race featuring undulating trails and professional chip timing.

A guided, hilly 30 mile ultra along the Jurassic Coast on Saturday 5 September 2026, passing Corfe Castle, Kimmeridge Bay, Swanage and Old Harry Rocks. Group-led with a provided kit list and an entry fee of £45 per person.

A multi distance Ultra Challenge on the South Downs from Eastbourne to Arundel on 5 to 6 September 2026. The event features marked routes via Beachy Head and the Seven Sisters plus covered rest stops, medical teams and GPS tracking.

A series of runs at Westonbirt Arboretum in Sept 2026 and Feb 2027, offering distances from 1 mile to half marathon on solid forest paths, with marked courses, feed stations, event medals and age‑based entry rules.

Choose a half marathon or full marathon along a flat, scenic riverside towpath from Walton on Thames to Hampton Court and back, run in laps for easy pacing. Limited places and medals for all finishers plus a giveaway for every entrant.

A 50 km point to point ultra on September 5 2026 between Ramsbury Brewery and Renegade Brewery, mostly off road with four aid stations, chip timing, live tracking and a nine hour cut off. Shuttle bus and personal nutrition options available..

Join the Carnival Chase on 6 Sep in Warminster Town Park for 10K, 3K and a 1.2K family, wheelchair and buggy fun run. Enjoy a scenic country lane course by the boating lake, medals for all and a lively event village.

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