Trail Running calendar near Maidenhead 2025-2026

We have found 379 Trailruns within 80 miles of Maidenhead. See below where and when you can find the races.

Run the scenic Stour Valley Path in 102 km or 50 km trail races on 8 Aug 2026, mostly off road through East Anglia. Friendly, challenging courses that earn UTMB index points and suit experienced ultrarunners.

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.

Take on the North Downs Way 100 on 8 August 2026, a continuous 103 miles across Surrey and Kent with about 11,000 ft of climbing and a 30 hour cutoff. Enjoy rolling trails, stocked aid stations and sweeping views from Farnham to Ashford.

UTMB Index

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 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.

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.

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..

Take on the Henfield Half Marathon for a scenic off road 13.1 mile challenge along riverbank and a disused railway, finishing at Henfield Leisure Centre. Enjoy on site facilities, refreshments and a finishers medal.

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.

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.

Gosfield Backyard Ultra : event overview Gosfield Backyard Ultra is a last-man-standing running event held at Gosfield School, Halstead Road, Gosfield CO9 1PF, Essex, UK from 29 August 2026 to 31 August 2026. Entry is limited to 100 places...

Run through Alexandra Gardens with views of Windsor Castle at the Windsor Trail Run on 30 August 2026. Choose a 10K or half marathon, enjoy chip timing, free race photos and a lively event village.

Join the Plum 10K on 30 August 2026 in Pershore, a friendly community race hosted by Pershore Plum Plodders. Enjoy a welcoming vibe and strong club support from one of Worcestershire's established running clubs.

Muntjac 15 links five woodlands via hilly single track and forest paths for a scenic but testing trail run. Join fellow runners on 30 August 2026 for a memorable off road challenge.

Take on the Woldingham Half or Full Marathon across scenic North Downs ridges, woodland and varied trail terrain with rewarding rolling climbs and countryside views. Finish with a finisher medal, race tee in your goody bag and post race sna..

September 2026

Enjoy a sunset trail run through Ickworth Park's rolling woods and meadows with 5k and 10k options. Chip timed race with a finisher medal and first aid on site; bring grippy shoes and a torch for safety.

Take on the South Coast Ultra Challenge along the South Downs Way from Eastbourne to Arundel, passing Beachy Head, the Seven Sisters and Brighton on stunning coastal trails. Choose distances from 25 km up to a full 100 km continuous or spli..

Run along the River Thames at Temple Island Meadows with half marathon, 10K and junior races supporting Royal Berks Charity. Enjoy mixed undulating trails, finisher medals, chip timing, free photos and a lively event village.

Guided 10km evening trail run around Silent Pool, following the North Downs Way through Netley Heath to Shere. Sunset and headtorch night runs are social guided outings not races, ideal for fit trail runners.

Experience the Isle of Wight Fell Race Series in Ventnor on 12 and 13 September 2026, with three scenic, challenging races from a 3.8 km junior climb to a 21 km classic. Organized by Ryde Harriers, the weekend hosts the SEAA Fell Running Ch..