Trail Running calendar near Winchester 2026-2027

We have found 555 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

Phoenix Fridays offers a flexible Friday run with a "rock up and go" start. Choose your distance on a flat, timed 5.3km loop along the Thames towpath. All finishers can pick from a selection of signature medals.

A Friday evening multi terrain race in Corsham on 10 July 2026 featuring a roughly 6 mile main course and a 2 km junior race, with licensed insurance and proceeds supporting local charities.

A 24-hour multi-terrain relay or solo race near RM13 with teams of 2 to 8, repeated 5.75 mile laps, free camping and on-site catering, showers and first aid. Entry fees are published from £89 to £110.

Follow Britains oldest trail through 5000 years of history on the Ridgeway. Choose between 50km or 100km distances and finish at the iconic Avebury Standing Stones with full medical and snack support.

An inflatable obstacle-course fun run in Southampton on 11 July 2026 offering looped 2.5k laps (choose 2.5k, 5k, 10k or 15k). The event features giant inflatables, five music zones, finisher medals, hydration, family rules and group discoun..

Trail races from 8 km to a 50 km ultra starting at Princes Risborough School, crossing beech woodland, ridgelines and chalk downs. Marked routes include outposts, mandatory kit for longer distances, free parking and nearby rail access.

A 50 km trail race from Studland Beach along the Purbeck Way that passes coastal landmarks like Old Harry Rocks and Corfe Castle. One runner is appointed the Ferry who starts at the back and competitors aim to finish ahead of them.

Enjoy a flexible timed running event along the flat River Thames towpath. Choose your distance from 5km to an ultra marathon and earn a bespoke spinning medal on this fast riverside course.

Guided 10 km trail run in the Chiltern Hills from Church Farm Cafe, Aldbury, with Run Leaders offering trail tips and local history. Groups are matched by ability, dog friendly with cani cross equipment.

Teams of three race from the Packhorse pub to a Midford cider farm and back over an off road route, collecting and carrying a full barrel. Fancy dress is compulsory and prizes include fastest teams and best costume.

A muddy 5k obstacle event at Beckenham Place Park with climbing, crawling and sliding on a grassy, undulating course. Waves start every 15 minutes; participants must be 13 or older and fundraising supports Cancer Research UK.

A 7-mile multi-terrain race through Knole Park with a chip-timed 3.5 km junior run for ages 9 to 15. Profits support The Running Charity and the event includes medals, free photos and prizes for top finishers.

Purdown Pursuit is a 10 km trail race around Stoke Park organised by Town and Country Harriers with half of proceeds donated to a local charity. The marked course includes steep climbs, uneven ground and marshals along the route.

A 12 hour night team trail event at Myncen Farm in Dorset on 17 July 2026, open to participants aged 21 and over. Teams of 2 to 4, limited to 50 entrants, with weekend camping and multiple lap scoring.

A one-lap, approximately 5 kilometre trail event on a privately owned farm near Blandford Forum, with a 90 minute cut off, camping available over the weekend and a maximum of 136 entries.

A solo 12 hour trail challenge on farmland with undulating terrain, laps run or walked at a chosen pace, medal and event goodies for finishers, and an option to camp over the weekend.

A weekend trail running festival at Mill Farm, Lurgashall, featuring 50 km, marathon, 16 mi, 12 km and a 2 km LittleFeet run, with camping, glamping, on-site village activities and stocked aid stations including PH1000 electrolyte.

Trail runs of 10K, 5K and a 1.5K accessible loop take place at Wendover Woods on 18 July 2026. Proceeds support the Chilterns Neuro Centre and the courses are fully marked and marshalled.

Outdoor obstacle and mud run events at Huntley Estate in July 2026, including an obstacle race, a mostly-obstacle-free mud run, and a 1 km kids race; medals and event shirts are provided for participants and marshals.

A weekend running festival at Blackland Farm on 18–19 July 2026 offering 1-mile lap formats: 24-hour and 12-hour solos, team relays, plus P24 and P12 paced challenges. Off-road course, camping included and limited Bell Tent upgrades.

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