Trail Running calendar near Kingston upon Thames 2026-2027

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

Discover the Isle of Wight Ultra Challenge on 2 to 3 May, with options from a 10 mile Medina to a 106 km coastal loop around the island. Expect dramatic cliffs, full support, camping and shuttle options plus a medal and finisher T shirt.

Run 100 miles along the Thames from Richmond to Oxford on a scenic, mostly off road course with generous aid and a 30 hour limit. Entries are full and new runners are accepted onto the waiting list.

Join a guided 30 mile trail run near Guildford on 2 May 2026, following the Greensand Way and North Downs Way past Box Hill and Leith Hill. This non competitive group run includes route guidance, coaching and stunning Surrey views.

Run the Mid Sussex Marathon Weekend, a three day festival across East Grinstead, Haywards Heath and Burgess Hill with 10 mile races, a 10k and a combined full marathon. Expect varied, undulating routes and family friendly fun.

Run Silchester offers scenic trail races from the village playing field along the Roman Wall and through ancient woodland, with a 2.5 mile fun run plus 5 and 7 mile trail races. Enjoy festival vibes, medals and community fundraising for the..

Run For Your Life on 2 May 2026 at Parliament Hill, Hampstead Heath offers 10 km, 5 km and a 2 km Fun Run on scenic trails past Kenwood House. Managed starts and medals welcome all while proceeds support Jubilee Hall Trust.

Tempo Trail Races take over the Cotswolds on Sunday 3 May 2026, with routes ranging from 10K to a 100KM ultra. Choose your challenge and enjoy rugged trails, a friendly atmosphere and UKA backed organisation.

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

Take on scenic trail routes across the South Downs with rolling hills and coastal views at the Three Forts Challenge in Lancing. Choose marathon, half marathon or 5 mile and support local charities while enjoying a welcoming community atmos..

Join a guided Box Hill trail run with about 1000 m of ascent over 12.5 miles, featuring steep technical climbs and short scrambles. Led by a qualified mountain leader, the steady paced group suits experienced trail runners.

BigWayRound Winchester is a scenic trail run around the Itchen, St Catherine's Hill and the South Downs, offering 14 mile to 50K distances. Timed chip results, fully marked course and a bespoke medal or choose a tree planting instead.

Join Muddy Runners for the Harewood Forest Trail Race, a spring 5k and 10k through undulating woodland trails near Andover. Scheduled for 4 May 2026, this scenic, muddy course is perfect for adventurous runners; registration opens soon.

Take on the Freddo Mercury Rhapsody Run along a flat riverside towpath at Xcel SPORTS HUB, logging as many 5.3 km laps as you can within a relaxed 7 hour limit. Rock up in a 1.5 hour start window or request a time, with aid stations and opt..

Take on the Chiltern Hills 100K, a scenic trail ultra across iconic Chiltern ridges and estates on 9 May 2026. Limited field and UTMB Index status mean a competitive, well supported race with challenging climbs, full marking and live tracki..

Run to the Sea Brighton is a scenic 50 km point to point ultramarathon from Christ’s Hospital in Horsham to Hove Lawns, taking in trails, rolling downs and a coastal promenade finish. Enjoy strong support, live tracking and a memorable seas..

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.

Run Rabbit Trail Festival at Deene Park on 9 and 10 May 2026 offers a lively two day trail weekend with an evening 10k, a half marathon and a looped 25k plus the Quest for the Golden Carrot. Enjoy festival vibes, free camping and medals.

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.