Trail Running calendar near Ventnor 2026-2027

A guided trail run on Box Hill that gains about 1000 m over 12.5 miles, featuring technical climbs, scrambling and varied terrain. Group paced for sustained trail running ability with parking at Stepping Stones Car Park.

A spring trail running event through bluebell woodland near Manswood, Wimborne offering Half Marathon, 10K and 5K courses. Way marked routes feature aid stations, chip timing, finishers medals, trophies, an event photographer and a medic te..

The Marlborough Downs Challenge offers two off road trail races across the North Wessex Downs, a 33 mile ultramarathon and a 20 mile trail. Routes visit Wansdyke, Avebury and other Wiltshire landmarks with notable elevation.

Trail running festival around Winchester offering 14 mile, 19 mile, marathon and 50K ultramarathon routes on marked, marshalled trails with aid stations, bag drop and an option to plant a tree instead of a medal.

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..

A 50 km point-to-point ultramarathon from Christ's Hospital, Horsham to Hove seafront, with trails, South Downs and a coastal finish. Options include an individual race and a 2-runner relay; course is fully signed and supported with feed st..

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..

A linear 40 mile challenge from Avebury to Streatley along the ancient Ridgeway and chalk downlands of Wiltshire, Oxfordshire and Berkshire. Checkpoints provide refreshments and finishers receive an emailed certificate and badge.

A lapped riverside race from Wraysbury Skiff & Punting Club along the Thames Path near Runnymede. Offers 10 km, half marathon and marathon distances with marked turnarounds, marshals, a bespoke finisher medal and prizes for top three men an..

Run one or two loops through the undulating vineyards of Rathfinny Wine Estate on a carbon neutral trail event that supports the WOLO Foundation and awards recycled slate medals to finishers.

Trail races of 20 km, 10 km and junior 3 km and 5 km run from Cocking Hilltop across the South Downs, with climbs, scenic views and marshalled, waymarked courses under Trail Running Association licence.

Trail races through Thomas Hardy countryside near Dorchester offering a roughly 5 mile option and an about 13.1 mile half marathon. Routes are mainly trail with steep sections and an event village at Dorchester Rugby Club.

Join the Dilton Dash on 10 May 2026 at Dilton Marsh for scenic multi terrain 10K, 3K and 1/2K fun runs supporting village causes. Expect stiles and gates, medals for all finishers and prizes for winners.

The Woodland Woggle is a scenic 6k trail race through Hampton Estate and Puttenham Common. Expect undulating hills, Bluebell woods, and chip timing, with a bespoke medal for every finisher. Ample parking and refreshments are available at th..

The Dinton 5km & 10km Summer Series will take place in Hurst on Thursday 14 May 2026. You can run between 5 and 10 kilometers.

Run 50 point-to-point miles on the historic North Downs Way National Trail, from Farnham to Knockholt Pound. The route features 5,600 feet of climb, including the ascent of Box Hill. It's the 15th annual edition and part of the 50 Mile Gran..

A multi-distance trek and trail event along the Jurassic Coast from Corfe Castle to Bridport on 16 and 17 May 2026. Distances range from 10 km to about 100 km with camping, transfers, GPS tracking, medical support and catered rest stops.

Compton Harriers stage the Compton Downland Challenge on 16 May 2026 with a multi-terrain full marathon (26.8 miles) and a 16 mile route across the Berkshire Downs. The event includes aid stations, a seven hour limit and a hand-thrown finis..

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..