Trail Running calendar near Portsmouth 2026-2027

We have found 349 Trailruns within 80 miles of Portsmouth. See below where and when you can find the races.

A guided 30 mile trail run near Guildford following sections of the North Downs Way and the Greensand Way. The group led by an experienced ultra coach includes climbs such as Leith Hill and finishes back at West Hanger.

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.

A five mile off road race around Hurstbourne Tarrant on Saturday 2 May following part of the Test Way through woods and farmland. The volunteer organised event donates proceeds to local charities and offers timed entry fees by date and affi..

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.

A trail running event on the South Downs at Lancing Manor Leisure Centre on 3 May 2026. Offers marathon, half marathon and a 5 mile trail while supporting Ferring Country Centre and local Sussex charities.

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 run near Manswood, Wimborne with 5K, 10K and half marathon options through bluebell woodland. The event features way marked routes, chip timing, aid stations and finisher medals.

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.

A guided 5 km spring trail run in the Chiltern Hills with a Movement Project session to improve range of motion. Groups are led by Run Leaders and the venue offers a cafe, toilets and bag storage.

Trail running around Winchester with four distances from 14 miles to 50K. Fully marked, chip timed course with aid stations, marshals and set cut off times; start and finish at Winchester Rugby Club.

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 100 km trail ultra on an anticlockwise loop of the Chiltern Hills, visiting Ashridge Estate, Whiteleaf and Bledlow Ridge. The fully marked course includes GPS tracking, six checkpoints, chip timing and post race food.

UTMB Index

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..

UTMB Index

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..

UTMB Index

A 40 miles linear walk from Avebury to Streatley on 9 May 2026, following the ancient Ridgeway across chalk downlands. Checkpoints, refreshments and a finishing certificate are provided for those who complete the course.

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 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.