Trail Running calendar near Maidenhead 2026-2027

We have found 450 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

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.

This event follows the scenic and undulating Vanguard Way trail, offering marathon and half marathon distances. The route explores parkland, woodland, and historic sites starting near Croydon. Participants receive a medal, t-shirt, and good..

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.

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.

Event Overview The ATW Odyssey12 is a 12-hour multi-terrain running event taking place in Riverside Park, Regatta Meadow, St Neots, Cambridgeshire. Participants run on a flat 5.3 km lap course on footpaths around St Neots. The winner is the..

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.

UTMB Index

Two point-to-point trail races along the Stour Valley Path offer a 102 km and a 50 km route through Constable Country, mostly on trails. Both events award finishers with a medal, t-shirt, and UTMB Index points.

UTMB Index

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 multi-terrain 10 km trail at Ramsbury Brewery in Wiltshire with a Canicross option. Finishers get a medal, a pint cup and a free drink; the course features two water refill stations and chip timing.

A scenic 10k around Mount Ephraim Gardens on 9 August 2026, with a separate Junior Run, route maps and GPX files, participant medals and garden entry, and fundraising for Oasis Domestic Abuse Services.

A riverside race series along the Thames Path between Petersham and Barnes offering 10 km, half marathon and marathon distances. Routes run on towpath trail, are well marked and marshalled, with stocked checkpoints and KLP Medics support.

Multi-terrain 10k and half marathon around Wye with valley views and the hillside chalk crown. On-site event village, toilets and refreshments are provided and entries are priced differently for affiliated and unaffiliated runners.

The Hart 4 is a four-hour trail relay where teams of four race a scenic 4km loop at Minley Manor. With categories for male, female, and mixed teams, it's a fun, traffic-free challenge. The event features chip timing, medals for all, and a l..

Trail races of 5k, 5 mile and 10 mile start and finish at Inspire Luton Sports Village, following countryside trails on the Bedfordshire and Hertfordshire border. Facilities include a car park, changing rooms, showers and a café.

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..