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.

A four-day, 184-mile Thames Path ultra from the river source to the Thames Barrier with daily stages, included accommodation for days one to three, bespoke finisher medals and compulsory mandatory kit and minimum pace requirements.

A 57 mile point to point ultramarathon along the Thames Path from Kemble to Oxford with four checkpoints, mandatory kit requirements and a minimum average pace of 4.0 miles per hour. All finishers receive a bespoke medal and an MTC head vis..

A 49 mile point to point ultra along the Thames Path from Oxford to Henley with three checkpoints supplying water and food. Finishers receive a bespoke medal and a choice of technical t shirt mug or hat.

A timed Friday run on a 5.3 km out and back towpath loop along the River Thames. The event is promoted as a ten pound charity entry for Rays of Sunshine and includes a double sided finisher medal.

A 47 mile point to point ultramarathon along the Thames from Henley to Kingston, with three checkpoints offering food and drink, mandatory navigation kit and a required average pace to remain in the race.

A 103 mile trail run along the North Downs Way from Farnham to Ashford with 11,000 ft of climb and a 30 hour limit. The route is mostly off road, features 12 aid stations, mandatory kit rules and entry qualifications.

Two trail ultras on the Mendip Way on 8 August 2026 finishing at Uphill Sands Beach, featuring wooded sections, hilltop views, multiple aid stations and a cupless format with professional medical cover.

Choose any number of laps on a scenic 5.3 km loop at Denbies Wine Estate to make distances from 5 km up to ultra. Timed event with a flexible 1.5 hour start window and support on a hilly off road course.

A muddy double loop trail race in Bordon on 8 August with woodland, sandy sections and technical single track. Options are a 5 km single lap or a 10 km two lap race with a 75 minute first lap cut off.

A riverside race series from Barnes along the Thames Path offering 10 km, half marathon and marathon distances. Flat out and back courses are marked and marshalled with staffed checkpoints and professional medical cover.

Four hour team relay at Minley Manor, Hampshire where teams of four run repeated 4 km off road laps through woods and grassland. Male, female and mixed categories have prizes for the top three teams in each.

The Stopsley Trail Race on Sunday 9 August 2026 offers 5K, 5 miles and 10 miles on scenic undulating trails along the Bedfordshire and Hertfordshire border. Entries include chip timing, bespoke medals, free photos and participant goodies.

A multi-distance running event in Bath with sections through two former railway tunnels and along the Kennet & Avon Canal. Distances range from 500 m to 50 km, including 5 km, 10 km, half marathon, marathon and 50 km.

A mainly trail 5k loop from Peveril Point along the Jurassic Coast to Anvil Point Lighthouse and back into Swanage. The race is part of Swanage Lifeboat Week and one of six events in the Purbeck Trail Series.

A 7 hour Chasing Numbers timed event on 14 August 2026 in Egham. Runners choose their distance on a signed Thames path course with aid stations, medals and goody bags.

Trail running at Fyne Court Estate in the Quantock Hills AONB with 5 km and 10 km options, using parkland and woodland trails. The 10 km is two laps of the 5 km circuit and medals are optional to reduce waste.

This timed event on August 15, 2026, offers a flexible, multi-lap format on a smooth riverside course in Winchester. Runners can choose their start time and distance, from a single lap to an ultra marathon, within a 7-hour window. All finis..

An evening trail event near Dorchester with 5k and 10k routes through sunflower fields and bridleways. Routes include an aid station and finishers receive medals, while the event supports a local hospital charity.

A guided 10 km trail run through the Chiltern Hills, followed by a brewery tour and tasting at Tring Brewery. Pizza is available afterwards in the Piggeries beer garden and participants receive trail coaching and bag storage.

A Bath running event on 16 August 2026 featuring two long, lit railway tunnels and a programme from 500 m colourburst to ultramarathon and relays; proceeds support Sustrans.

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