Trail Running calendar near Brockenhurst 2026-2027

Run two laps or one around the undulating Rathfinny Wine Estate trails. The off-road course features grass, wooded sections and marked aid stations while supporting the WOLO Foundation and reducing single-use plastics.

A hilly, scenic trail event in the South Downs offering 10 km and 20 km senior races plus 3 km and 5 km junior races. Routes follow footpaths and bridleways, are marshalled and include water stations and age category awards.

A trail event through Thomas Hardy country in Dorset with two distance options and fundraising for local causes. Routes are mainly trail with steep sections and about 1400 ft of climbing, with start and finish at Dorchester Rugby Club.

A multi terrain community event on 10 May 2026 at Dilton Marsh playing field offering 10 km, 3 km and a 1/2 km fun run with medals for finishers, prize categories, water stations and basic facilities.

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

Hairy Legs is an all ages cross-country event at Sheepcot Recreation Ground on 10 May 2026, with children's laps, teenage and adult loops plus solo and relay options, and proceeds supporting two local primary schools.

A one lap *10 km* trail through Hampton Estate and Puttenham Common with undulating hills and bluebell woods. Chip timing, finish medals and on-site parking, with food and refreshments available at the finish.

A multi-distance trail event in the Cotswolds on 10th May 2026, featuring quarter, half, marathon and Ultra 40 routes across trails, towpaths and commons with marked routes, checkpoints and on-course water.

A community 5k trail run and walk around East Hendred with a separate 1k kids event on the Sportsground. Entries are limited and close on 8 May 2026.

A roughly 5 mile single lap trail through Stowell Park and the Coln Valley near Chedworth Roman Villa. The multi terrain course includes footpaths, fields and a river crossing and has a 2 hour 30 minute finishing limit.

A family fun run and a five mile all terrain race across National Trust parkland, marshalled with chipped timing and medals; proceeds fund school equipment, trips and PE provision.

Trail event in Montacute on 10 May 2026 offering a hilly 10K with a 2 hour cut off and a family 5K. Both races award finishers' medals, have age and entry limits, and include on-site registration and a race briefing.

A four evening summer series at Dinton Pastures with 5 km and 10 km races plus a 2 km kids event. Off road and traffic free, the series offers chip timing, finisher medals, instant results and on site first aid.

A 50 mile point to point ultramarathon along the North Downs Way with 5,600 ft of ascent, six aid stations and a 13 hour cut off. The route is mostly trail and requires specific qualifying and mandatory kit.

Trail and trek event along the Jurassic Coast in Dorset with distances from 10 km to 100 km and a full route via Weymouth, Portland Bill, Chesil Beach and West Bay. The course features signed routes, marquee rest stops, GPS tracking, medica..

The Twenty Sixth Compton Downland Challenge in Compton, Berkshire on 16 May 2026 features a full marathon and a 16 mile race with a seven hour time limit; route maps, elevation profiles and videos are provided.

The Semington Slog on 16 May 2026 features a 10 km and 2 km run from St Georges School. Routes explore the village and Kennet and Avon Canal towpath. Enjoy community activities, refreshments, and prizes.

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.

Trail running from Sudeley Castle across 1200 acres of Cotswold hills with routes from 7 km to 51 km, marked trails, GPX files and outposts. Longer routes require specified mandatory kit and time cutoffs; dog entries are sold out.

A weekend obstacle race in Henley on Thames on May 16-17, 2026, featuring Sprint, Super and Beast distances plus a Kids Race and spectator tickets, run along historic town landmarks and a riverside course.