Trail Running calendar near Windsor 2025-2026

We have found 369 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

Great Barrow Challenge - 10 events in 10 days is hosted by Zig Zag Running at the Suffolk Running Centre, Church Road, Bury St Edmunds, IP29 5AX. This exclusive multi-day challenge offers ten daily routes ranging from 5k to ultra distances,..

Join a friendly 7 hour timed run along the Thames at Wraysbury, with flat paved loops suitable for road shoes. Pick distances from a 3 km loop up to marathon and ultra, and enjoy a medal plus goody bag and riverside views.

Enjoy a scenic, flat trail run around Maidenhead Commons and Summerleaze Lake on Sunday 26 July 2026. Choose 5K, 10K or half marathon and earn a themed medal with free race photos, chip timed results and a lively event village.

Run The Rings Marathon or 50K from Shoreham by Sea along riverside trails and the South Downs ridge for sweeping coastal views. Fully marked and chip timed, this scenic challenge offers bespoke medals and a lively finish.

August 2026

Join the North Downs 50 Ultra Challenge on Sat 1 Aug 2026 for scenic runs from Guildford across Surrey hills and the North Downs Way. Choose 10 km, 25 km or 50 km routes with full support, night markings and medical cover.

Run the Vanguard Way Marathon or Half on 2 August 2026 from Croydon along scenic Surrey and Sussex woodlands and ridges. Finishers receive a medal plus a goody bag with a race t shirt and snacks.

Tackle the Thames on a four day 184 mile endurance race from the Cotswolds to Greenwich, 6 to 9 August 2026. Enjoy supported nights, strict pace cutoffs and stunning riverside scenery while earning UTMB points.

Tackle the MTC Cotswold Ultra, a 57 mile point to point along the Thames Path from Kemble to Oxford. Expect sparse support, stunning riverside scenery and a rewarding finish for seasoned trail runners.

Scenic 7 hour timed run along the River Thames on 7 Aug 2026 lets you choose any distance from 3 km to ultra. Finishers get medals and distance pins, with aid stations, cafe and vegan goody bags.

Run from Oxford to Henley along the scenic Thames Path in the MTC Oxford Ultra, a 49 mile point to point ultramarathon on 7 August 2026. Enjoy riverside views, timed checkpoints and a bespoke finisher medal with a choice of tech shirt mug o..

Join ATW Odyssey12 at Riverside Park in St Neots for a spirited multi terrain lap run as part of the First to Full Triathlon Festival. Run solo, with a pair, or in a team, enjoy lively spectator zones and earn a unique Odyssey medal.

Tackle the North Downs Way 100, a continuous 103 mile trail from Farnham to Ashford across the Surrey and Kent ridgelines with a 30 hour time limit. Limited to 250 starters and a Western States qualifier, it is a classic, scenic ultra.

UTMB Index

Take on the 47 mile MTC Windsor Ultra along the River Thames from Henley to Kingston. Enjoy riverside views, checkpoint support and a bespoke finisher medal while you tackle this scenic endurance challenge.

SVP100 is a point-to-point ultramarathon along the Stour Valley Path from Newmarket in Suffolk to Brantham near Manningtree in Essex. The 102 km (63 miles) route is mainly trail (about 95%) with a modest elevation gain and loss (roughly +91..

UTMB Index

Run a scenic multi terrain 10 km through the Ramsbury Estate, starting and finishing at Ramsbury Brewery. Choose standard or canicross entries and celebrate with a medal and a post race beer from the brewery.

Join the Mount Ephraim 10k at Mount Ephraim Gardens, Faversham on 09 August 2026 for an undulating 10k on quiet country lanes with stunning Kent countryside views. Enjoy a bespoke medal, photos and support Oasis Domestic Abuse Services.

Run 100k or 50k around Market Harborough in the Foxton Hound Ultra, with scenic trails through Foxton Locks, Naseby Battlefield and village lanes. Supported aid stations and guided recces make this a classic English ultra challenge.

Experience the Two Tunnels in Bath, a unique run through two lit, surfaced railway tunnels and rolling paths. Options span short Colourburst runs up to marathon and 50 km distances, with proceeds supporting Sustrans.

The Black Bull 15 is a charity trail run held near the Black Bull pub in Chelmsford. It offers two distances: a 15-mile trail route and a 15km option for shorter, faster runs, jogs or walks. The course uses varied trail surfaces through par..

Run the Southampton Running Festival on 16 August 2026 at Southampton Common with 5K, 10K, half marathon and junior races. Scenic laps through woodland, ponds and parkland, plus an event village and a focus on sustainability.