Trail Running calendar near Woking 2026-2027

Enjoy scenic off road racing through Collingbourne woods with a chip timed half marathon or 10 km at Crawlboys Farm in Ludgershall on 9 May 2026. Marked trails, aid stations, medals and lively support make this a must for trail fans.

Discover Goring Gap Trails near Reading in early May 2026, offering scenic trail challenges from a 6 mile walk with a river boat crossing to 52K and 50 mile ultras. Multi day camping adds a relaxed festival vibe for runners and walkers alik..

Take on the iconic Ridgeway 40 mile walk across rolling chalk downlands and ancient tracks from Avebury to Streatley on 9 May 2026. Checkpoints and support keep you going and finishers earn a commemorative badge and certificate.

Run along the Thames Path at Runnymede for a scenic 10k, half marathon or marathon on 9 May 2026, with marshalled, well marked out and back laps and GPX support. All finishers earn a bespoke Magna Carta medal and top runners win prizes.

Enjoy a scenic marathon through North Essex rolling hills, woods and farmland on low traffic roads this May. Celebrate the race's 30th year with just 500 places available for an intimate, well organised running experience.

Shires and Spires at Naseby Village Hall on 10 May 2026 offers five circular distances from 10K to a 35 mile ultra across scenic trails and country lanes. GPS files, checkpoints and live tracking provide support for casual runners and ultra..

Run the Oliver Fisher 10k or 5k at Milton Creek Country Park on 10 May 2026 and help fund the Special Care Baby Trust supporting Medway neonatal unit. Enjoy scenic off road trails and a friendly community atmosphere.

Run through the rolling vineyards of Rathfinny Wine Estate on 10 May 2026 with 10.7 km and 21.4 km half marathon options. Enjoy off road trails, recycled slate medals and a carbon neutral event that supports the WOLO Foundation.

Take on the Greenway Challenge on 10 May 2026 in Letchworth Garden City, a scenic self guided 13 mile loop around the Garden City Greenway. Enjoy a wooden finisher medal, post run treats and help raise funds for GRIT.

Enjoy scenic trail races across the South Downs around Cocking, with 20k and 10k senior options plus junior 3k and 5k races. Chip timing, medals and a lively race village make this a friendly, well marshalled day out for runners of all ages..

Join the Dilton Dash at Dilton Marsh for a scenic multi terrain 10K, 3K and half kilometre fun run, with medals for all finishers and prizes for top runners. Friendly small field event with refreshments and water stations.

Run the Chilterns 30, a scenic 30 km trail around Tring with rolling hills and about 500 m of ascent through woods and ridgelines. Limited to 50 places, the well supported event includes guides, checkpoints and a finisher medal.

Join Black to the Trails at Dunstable Downs and Whipsnade for a welcoming day of trail running with 1K, 5K, 10K and Scotch Bonnet 10K options. Celebrate diversity with music, food, family fun and finishers medals on scenic chalk downland.

Enjoy a scenic one lap 10k through bluebell woods, undulating hills and open common in Surrey at Hampton Estate and Puttenham Common. Chip timed with bespoke 2026 medals, a friendly finish village and superb views.

Join the Dinton 5km and 10km Summer Series at scenic Dinton Pastures for four monthly, flat off road laps from May to August. Family friendly with a 2 km kids race, medals, water and post race treats including an ice cream van.

Run 50 miles along the scenic North Downs Way from Farnham to Knockholt Pound on 16 May 2026. Expect rolling chalk trails, big views, well stocked aid stations and a 13 hour cut off for a classic spring ultra.

Take on the Compton Downland Challenge on 16 May 2026, choosing the marathon or a scenic 16 mile route across the Berkshire Downs and Ridgeway. Expect rolling trails, countryside views, on course aid and a hand thrown mug at the finish.

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Run through scenic vineyard hills at Denbies Wine Estate in Dorking on 16 May 2026 on a 5.3 km undulating off road loop. Choose as many laps as you like for distances from 5 km up to ultra with flexible start times and limited places.

Run from Tudor Sudeley Castle through the rolling Cotswold Hills on scenic trails and historic paths. Distances from 7 km to 50k welcome all abilities and the event is dog friendly.