Trail Running calendar near Isle of Wight 2026-2027

We have found 338 Trailruns within 80 miles of Isle of Wight. See below where and when you can find the races.

Join a guided 13 mile trail run in the Surrey Hills from Guildford, led by an experienced trail guide. Enjoy views along the North Downs Way and St Martha's Church while running with a friendly group rather than racing.

Choose your challenge in this 7 hour timed event along the River Thames at Wraysbury Skiff and Punting Club. Scenic signed laps, aid stations, medals and goody bags await runners from 3 km up to ultra distances.

Take on Blended's Backyard Ultra at Chilton Manor Farm on June 6 2026, running a 6.7 km trail loop each hour until only one runner remains. Camping, fueling and hot food on site make for a supportive, all day and night event.

Take on the Oner Ultra Trail Run, an epic 85 mile coastal ultramarathon along the scenic Dorset Coast Path on 6 June 2026. Runners must complete the route within 24 hours for a true test of endurance.

Run beneath Bath through two restored, lit railway tunnels on routes from a 500 m Colourburst to ultramarathon, with distances to suit fun runners and seasoned athletes. Starts and finishes at Brickfields Park and supports Sustrans.

BigSea Trails WATER runs from Knoll Beach around the Isle of Purbeck on scenic single loop routes past cliffs, coves and Old Harry Rocks. Options range from a half marathon to a 54k ultra with coastal views and a tree planting option.

Run Bournemouth's beach on 7 June 2026 from Bournemouth Pier, choosing a 5K or 10K across sand and groynes. A friendly, marshalled event that asks for respect and good sportsmanship.

Join the Coombe Hill Fell Race in Wendover for a punchy 7 km with about 220 m of climb, including a steep ascent and descent. On the day entry is available and your entry includes a pint at the finish.

Tackle testing woodland trails at the inaugural Alice Holt Wild Trail Runs in Surrey on 7 June 2026, with 10 km and half marathon options. Chip timing, feed stations, medals and canicross welcome for a fun, supported day out.

Join Chase The Sun at Clapham Common on 10 June 2026 for a lively 5K or 10K loop around the park, passing the Bandstand and mostly on footpaths. Enjoy chip timing, a unique themed medal, free race photos and post race goodies.

Take on the South Downs Way 100 on 13 June 2026, a non stop 100 mile trail race from Matterley Bowl to Eastbourne with about 12,700 ft of climbing and a 30 hour cutoff. Tackle marked trails, aid stations and sweeping South Downs scenery.

Take on the South Downs Way 50 km, tackling rolling chalk ridges, sweeping views and about 1,200 m of climb across the South Downs National Park. With fully marked trails, staffed aid stations and a 9 hour time limit, this scenic challenge..

Explore the Cotswold Way Ultra Challenge from a Cirencester basecamp, with looped trails over rolling hills and charming villages. Distances suit everyone from a 10 km fun run to a 100 km ultra, with camping and hostel options on site.

UTMB Index

Scenic off road trail running around Bewl Water in Kent, with forest paths, open countryside and lake views. Choose 10km, Half Marathon, Marathon or 50km Ultra, starting and finishing at the Visitor Centre with chip timing and checkpoints.

Explore coastal and inland trails along the Jurassic Coast with distances from a fun 7 km up to a 23 km half marathon. Registration at the venue, full course marking, outpost snacks and a metal finisher medal make this a scenic, dog friendl..

Run the dramatic Cheddar Gorge terrain on 14 June 2026 with distances from 1 km to full marathon and a multi event Omnium for a challenge and festival vibe. Aid stations, food vans and medals for 6 km and up keep you fuelled and rewarded.

Tackle the YHA 14 mile trail run at YHA South Downs on 14 June 2026, a scenic yet testing route with early climbs, muddy puddles and chalk descents. Limited to 50 runners, with a water stop halfway and tea, coffee and cake at the finish.

The Hampshire Hoppit is a scenic trail event on Watership Down with marathon, half marathon and 10K options on 14 June 2026. Enjoy rolling chalk downland, sweeping county views, marshalled trails, feed stations and a finishers medal.

Run a scenic 10 km trail through the historic Lulworth Estate, across chalk downland and through woodland with views of the Jurassic Coast. Expect about 175 m of ascent, off road paths, water stations and a cosy cafe with homemade cakes at..

Discover Beyond London on 20 June 2026, a trail event finishing in Richmond upon Thames with 25 km and 55 km options along the Capital Ring footpath. Fully waymarked and supported, it offers feed stations, chip timing and a finisher medal.