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.

Tackle a full marathon over three days at the Colworth Marathon Challenge on the scenic Colworth Estate. Choose one, two or all three races and enjoy free camping, family entertainment and children's races for a festival feel.

Take on farm trail laps at Hyde Hall Farm with distances from 5k to ultra, including a Heavy Half option. On site parking and a bespoke finisher medal make for a friendly, flexible event.

Choose from 10K, half marathon, marathon or 50 km on scenic, well marked trails through Salcey Forest. A friendly community day with generous time limits, forest underfoot and a medal plus drink for every finisher.

Enjoy scenic Thames Valley trails at Marlow Rugby Club with 5K, 10K and Half Marathon options on well marked off road courses. Chip timing, free race photos and a themed finisher medal make this a fun, sustainable event for all abilities.

Enjoy an inaugural trail run from Housedean Farm on the South Downs, with scenic views across Lewes and Plumpton. Choose the half marathon or 10K on mixed gravel and well kept trails, with aid stations and a finisher medal.

July 2026

Join a guided 10km trail run around the Devil's Punchbowl in Hindhead, enjoying rolling hills and a scenic pause with great views. This friendly group paced run is led by an experienced guide and runs at sunset or by headtorch in winter.

Event overview The SATURN Midweek Chasing Numbers event takes place on Friday, 3 July 2026 at Wraysbury Skiff & Punting Club, Egham (TW20 0AE). It is a 7 hour Time Challenge with flexible start times available throughout the day. The ev..

Take on the Full Essex Way Ultra, an 82 mile journey from Epping tube station to Harwich lighthouse across varied trails, tracks and roads. With just 65 places and a 24 hour cut off, this iconic challenge supports Essex Wildlife Trust.

UTMB Index

Take on the Serpent Trail in the South Downs on 4 July 2026, with routes from 10 km to 100 km across heathland, ancient woods and chalk hills. Camping, coach transfers, food and a licensed bar make it a perfect weekend for runners and walke..

UTMB Index

Join the Bishop's Stortford Mitre on 5 July 2026 for community 10k, 5k and a fun 1K kids race on traffic free country lanes at Jobbers Wood. Support the Mitre Fund and enjoy chip timing, a finisher T shirt or a tree planted in your name.

Fen Gallop 2026 is a scenic running event held in Willingham, Cambridgeshire, featuring flat, multi-terrain courses along country roads, footpaths, and bridleways. Participants can choose between a 10K race or a shorter 4-mile option, both..

On 5 July 2026 the Chiltern Ridge Half Marathon offers a scenic off road challenge along The Ridgeway near Wendover, with rolling climbs and woodland views. Entries are limited to 350 runners so book early for this memorable trail experienc..

UTMB Index

Explore Thursley Common on a guided 10km trail run, a notably flat route with a scenic boardwalk and plenty of birdlife and dragonflies. Enjoy a friendly group atmosphere with kit to try and optional post run refreshment.

Take on a scenic 10K through woodland, meadows and rolling trails at Coombe Abbey Park near Coventry on 10 July 2026. Racecheck Gold rated with rave reviews, this undulating trail run offers on course drinks and eco friendly finish options.

Run the Ridgeway to the Avebury Standing Stones in Race to the Stones, with 50 km and 100 km options including a two day format. Scenic trails, marked course, pitstops and full support make this a bucket list ultramarathon.

The Spitfire Scramble is a unique 24-hour multi-terrain relay or solo race held at Albyns Farm, London Borough of Havering. Participants can run solo or in teams of two to eight, tackling a 5.75-mile lap repeatedly through day and night. Th..

Ultra:5K Kempston is held at Box End Park, Box End Rd, Kempston MK43 8RQ. The event, scheduled for Sunday 12 July, offers a simple but challenging format: participants run a 5K on the hour, every hour, for five hours. A three-race option is..

The Cider 5K.ish is a one-lap, 5-kilometre trail run/walk set on Myncen Farm in Minchington, near Blandford Forum, Dorset. The undulating course takes you across fields, grass, wildflowers, crops and dusty tracks on private farmland with pe..

BigHeat CAMP FIRE is a festival style trail weekend at Mill Farm in the Surrey Hills, pairing single lap scenic trails with a fiery communal vibe. Choose from 2 km to a 50 km ultra, then unwind with camping, live music and yoga.

The 24 Cider Challenge is a 24-hour solo running or walking event held at Myncen Farm in Blandford Forum, Dorset. Set on a privately owned farm, the course features undulating trails through fields, grass, wildflowers, crops, and dusty trac..