Trail Running calendar near Windsor 2026-2027

We have found 449 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

BigHeat CampFIRE is a two day trail running festival at Mill Farm offering a 50 km ultramarathon, marathon, 16 mile, 12 km and a 2 km fun run alongside camping, yoga, live music and on course aid stations.

Join Race The Light at Wendover Woods for scenic, challenging trail races supporting the Chilterns Neuro Centre. Choose from an accessible family friendly loop up to a hilly 5K or 10K and soak up the forest atmosphere.

Trail races at Winwick Hall offering fully marked 10k and 5k routes plus a 2k children's fun run, mixed terrain, on course support and parking; proceeds support the Bruce Green Foundation.

A chip timed 10 km on 19 July 2026 in Highfield Park, St Albans, on a flat, single lap route along the Alban Way. The event village includes a free family fun run, food, music and a charity link to Alzheimer's Research UK.

Run 10 or 5 mile trails through scenic Ashdown Forest with big climbs, flowing descents and stunning views. Friendly marshals, well stocked aid stations and bespoke finisher medals make this a rewarding summer challenge.

Day One of the 10 day Great Barrow Challenge at Suffolk Running Centre uses the Denham Flats route and offers distances from 5k to ultra. Parking and a base camp with an aid station are provided and a bespoke medal is awarded each day.

Take on a scenic 7 hour timed challenge along the River Thames at Wraysbury, choosing how many laps to run from a 3 km minimum up to 50 km or ultra distances. Finishers from 3 km earn a medal and everyone gets goody bags with vegan options.

Scenic flat trail around Maidenhead Commons and Summerleaze Lake on 26 July with 5K to half marathon options. Event base at the Sports Bar with marshals, chip timing, unique medal and free race photos for a friendly community day.

RunThrough Trails South Downs leads along the South Downs Way from 12k to 50k with sweeping views across Hampshire and Sussex. Marked routes, aid stations, an event village and a themed medal with free photos create a memorable day.

Bright Skies Surrey Hills on 26 July 2026 at Denbies Wine Estate in Dorking offers trail races from 10K to marathon, plus Canix and kids races. The marathon is self navigated with mandatory checkpoints.

August 2026

North Downs 50 on 1 August 2026 is a Guildford based trail event offering 50 km, 25 km and 10 km loop routes with covered rest stops, medical support and GPS tracking via an event app; camping and accommodation options are available.

Trail marathon and half on part of the Vanguard Way near Croydon, using undulating out-and-back sections through parkland, woodland and the North Downs. Finishers receive a medal and a goody bag including a mug and buff.

Tackle just over 8 miles of hilly Cotswold Way and woodland trails at the Standish Woodland Chase on 02/08/2026, hosted by Stroud & District AC. Expect scenic climbs, a metal finisher medal and a lively community atmosphere.

A four day, 184 mile race along the Thames Path from the Cotswolds to the Thames Barrier. Competitors are self-sufficient, must carry mandatory kit, and overnight accommodation is provided at the end of Days 1 to 3.

A 57 mile point-to-point ultramarathon along the Thames Path from Kemble to Oxford, with four staffed checkpoints, a bespoke finisher medal and event apparel, mandatory navigation kit and a required 4.0 mph average pace.

A 49 mile point-to-point ultra along the Thames Path from Travelodge Oxford Abingdon Road to Henley-on-Thames. Three checkpoints supply water and nutrition, and all finishers receive a bespoke medal plus a technical t-shirt, mug or hat.

Take on a 7 hour timed challenge along the scenic River Thames at Wraysbury Skiff and Punting Club, with distances from 3 km up to ultra. Tarmac paths, an aid table, cafe and finisher medals make it perfect for pacing or chasing distance go..

A 47 miles point to point ultra along the Thames from Henley to Kingston. The route passes Windsor Castle and Runnymede, includes three checkpoints with food and drink, and awards finishers a bespoke medal and technical shirt.

Tackle ATW Odyssey12 at Riverside Park, St Neots, a multi terrain lap event where solo runners, pairs or teams rack up 5.3 km laps against the clock. Enjoy festival vibes with live music, food, kids activities and an Odyssey medal for finis..

A 103 mile continuous trail event along the North Downs Way from Farnham to Ashford, featuring about 11,000 ft of ascent and a 30 hour cut off. The route passes Box Hill and Knockholt Pound and finishes at the Julie Rose Stadium.

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