Trail Running calendar near Hampshire 2026-2027

A mud obstacle 5k at Southsea Common with climbs, crawls and slides on a mainly flat route. Waves start every 15 minutes, participants must be 13 or older, and the event supports fundraising for Cancer Research UK.

An inflatable obstacle course and fun run in Guildford, Surrey on 8 May 2027 offering 2.5k, 5k, 10k and 15k distances with music zones, water stations and a finisher medal for every participant.

Point to point 50 mile ultra on Saturday 8 May 2027 with flat canal and coastal sections, six aid stations, a 14 hour cut-off and a Minehead finish.

A 100 miles Somerset route combining canal, coast and upland trails with 13 aid stations, tracking, a 32 hour cut off and on-course medical cover.

Stroud Trails on 9 May 2027 offers four marked trail races across the Cotswolds with checkpoints, water stations, marshals and a mandatory 500 ml water carry.

A guided 30 km trail run in the Chiltern Hills from Tring, with checkpoints, trail technique instruction, a finisher’s medal and Trees not Tees certificate.

Trail races through Rathfinny Wine Estate with single 10.7 km and double 21.4 km loops, marked off-road terrain and chip timing. The carbon neutral event supports the WOLO Foundation and provides aid stations, recycled medals and parking ar..

A multi distance trail event around Bewl Water reservoir near Lamberhurst, Kent. Races include 50km, marathon, half marathon and 10km on wooded trails and country lanes with start and finish at the Visitor Centre.

Two day obstacle race weekend in Henley on Thames featuring Sprint, Super, Beast and kids races across historic town and riverside terrain.

A family friendly untimed inflatable obstacle run at Brands Hatch on 15 May 2027, offering lap based distances from 2.5k to 15k with music zones, on course hydration and a finisher medal for all participants.

A 50-mile point-to-point ultramarathon on the North Downs Way from Farnham to Knockholt Pound with about 5,600 ft of ascent, six aid stations, medical support and a 13 hour cutoff.

A coastal multi-distance trail event on the Jurassic Coast from Corfe Castle to Bridport with options from 10 km to 100 km, marked routes, regular rest stops, GPS tracking, medical support and camping.

Several distances are available: 5k, 10k and 20k routes around Deddington. The event is open to all ages and organised to raise funds for Deddington Primary School PTA, Deddington PFSU and the Firefighters Charity via Deddington Fire Statio..

A 10k trail run at Symonds Yat with riverside views and a notable final one kilometre climb. The mostly off road course includes long gravel firetracks and on site coffee and hot food.

A weekend of waymarked trail runs and walks at Mapledurham House near Reading, featuring ultras, a half marathon and supported marathon-length walks.

Trail running from Sudeley Castle through the northern Cotswolds, with five routes from 7 km to 50 km across bridleways, woodland and open ridge lines.

An untimed inflatable obstacle run at North Somerset Showground on 22 May 2027 offering 2.5 km laps with options up to 15 km and family-friendly entries.

A 7 km cross-country fun run at Trenchmore Farm, featuring orchard and woodland trails, a relaxed farmyard social with food and music, and a free drink for every runner. Fancy dress is encouraged.

A single-lap *50 km* multi terrain ultra in Maidenhead on May 22 2027, mainly off road along the Thames Path, Jubilee River and the Green Way. Four aid stations, chip timing, live tracking and on-course nutrition support.

Point to point trail in Surrey offering 62K, 41K and 20K routes plus 2 and 3 leg relays with marked courses, chip timing and an event village with food and partner goodies.