Trail Running calendar near Winchester 2025-2026

We have found 327 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

BigWayRound - Winchester is an award-winning, Gold-rated trail running event held at Winchester Rugby Club in England’s historic old capital. The event offers four distances: 14 miles, 19 miles, a marathon, and a 50K ultramarathon, catering to both novice and experienced trail runners. The course fe..

The Harewood Forest Trail Race is an annual running event held in the picturesque Harewood Forest, located in the Test Valley, Hampshire. Participants can choose between 5k and 10k trail races, which feature undulating routes through scenic landscapes, including fields and bluebell woods. The event..

The Silent Pool 10km is a guided trail running event held near Guildford, starting and ending at the historic Silent Pool. The route features scenic trails along the North Downs Way, through forests like Netley Heath, and passes the picturesque village of Shere, known for film locations from 'The Ho..

The Collingbourne Races feature a half marathon and a 10km run, both set in the picturesque Collingbourne woods in Ludgershall. This off-road event offers a mix of bridle tracks, woodland paths, and single-track running, making it suitable for runners of all levels. Participants can expect ample par..

The Semington Slog 10K is a community-focused running event taking place on May 10, 2025, starting and finishing at St Georges School in Semington. Participants can choose between a 10K route that winds through the village and along the scenic Kennet and Avon Canal towpath, or a shorter 2K loop arou..

London 100 is an ultramarathon event organized by Camino Ultra, designed to challenge runners and enhance their endurance skills. Participants will have the opportunity to explore new trails while pushing their limits in a supportive community atmosphere. The event emphasizes personal growth and per..

The Brighton Backyard Ultra is an endurance running event held in Stanmer Park, Brighton, UK. Participants run a 4-mile (6.7 km) out-and-back loop every hour on the hour, continuing until only one runner remains. Each lap must be completed within 60 minutes, with the remaining time used for rest.The..

The Westcountry Ultra Flat 50 is a scenic 50-mile running event that features a predominantly flat course, making it ideal for first-time ultra runners and those seeking a fast race. The route begins along the Taunton to Bridgwater Canal Path, transitioning to the River Parrett Trail and eventually..

The Bewl Water Spring event is a scenic bi-annual running series held at Bewl Water Country Park in Lamberhurst, Kent. Participants can choose from four race distances: 10km, half marathon, marathon, and ultra marathon, all set against the backdrop of picturesque views around the largest lake in Sou..

The Westcountry Ultra 100 Miler is a challenging ultramarathon that combines the routes of the Flat 50 and Hilly 50, offering a unique running experience through the scenic landscapes of Somerset. Participants have a generous 32-hour cut-off to complete the race, which features a diverse terrain, in..

The Run to the Sea Brighton Ultramarathon is a scenic 50km point-to-point race from Horsham to Brighton seafront, featuring diverse terrain including trails, rolling downs, and coastal promenade. Organized by UltraViolet Ltd, the event offers a well-structured course with full signage, GPS routes, a..

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The Ridgeway 40 is a challenging 40-mile linear walk or run held annually in the UK, starting at Avebury Sports and Social Club in Wiltshire and finishing at the Morrell Room in Streatley, Berkshire. The route follows the ancient Ridgeway track and other paths across the undulating chalk downlands o..

The Hardy Half is a scenic running event set in the picturesque Dorset countryside, inspired by the works of renowned writer Thomas Hardy. Participants can choose between two distances: the 5-mile 'Half Hardy Half' and the half marathon 'Original Hardy Half.' Both events aim to raise funds for local..

The Woodland Woggle 10k is a scenic trail race set in the picturesque surroundings of Hampton Estate and Puttenham Common. This one-lap course features undulating hills, stunning views, and beautiful bluebell woods, making it a favorite among trail runners. Participants aged 16 and over can enjoy ch..

The Midhurst Milers Cocking 10k Trail Race is a scenic and challenging trail run held in the South Downs, starting near Cocking, Midhurst, West Sussex. The 10k course features hilly terrain with climbs across the Cowdray Estate and West Dean Estate, rewarding runners with stunning views from the Sou..

The Gaddesden Gallop is an exciting cross-country running event taking place in the picturesque Hertfordshire countryside. Scheduled for May 11, 2025, participants can choose between a 10K or 5K run, with categories for both adults and under-18s. The event also features mini races for children under..

The Stroud Trails Event, scheduled for May 11, 2025, offers four challenging trail runs through the scenic Cotswold countryside. Participants can choose from a quarter marathon, half marathon, full marathon, or an ultra 40-mile loop, all featuring diverse terrain such as hills, woodland, common land..

The LDWA South Downs Marathon is a challenging 28-mile event held in the South Downs National Park, starting at East Dean Village Hall near Eastbourne. Participants face over 4,000 feet of ascent, traversing stunning landscapes including the Seven Sisters cliffs, Cuckmere Haven, Firle Beacon, and pi..

The Hendred Fun Run and Walk is a community event held at Hendred Sports Club in East Hendred. It features a 5K trail run and walk on an undulating circular course around the village, starting and finishing at the Sportsground. The event caters to various age groups, including tweens, teens, adults,..

The Barbury Castle Sunset 10KM is a scenic trail running event scheduled for May 13, 2025, starting at the Barbury Shooting School in Swindon. Participants will enjoy a beautiful route that includes tracks and grass, featuring some hills, including the notable Iron Age Attack at Barbury Castle. The..