Trail Running calendar near Upper Woolhampton 2026-2027

We have found 488 Trailruns within 80 miles of Upper Woolhampton. See below where and when you can find the races.

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.

Tackle scenic, hilly trails at Wendover Woods with a half marathon, a 10k and a junior 1k on 7 June 2026. Enjoy forest scenery, a cafe and adventure playground plus medals, photos and prizes for top finishers.

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 iconic South Downs Way 100 on 13 June 2026, a 100 mile non stop trail from near Winchester to Eastbourne across classic English downs. Expect rugged trails, aid stations, live tracking and a true ultrarunning challenge.

Run 50 km along the chalk ridge of the South Downs Way, finishing below Butser Hill in Queen Elizabeth Country Park. Enjoy sweeping views, rolling climbs, four aid stations and a 9 hour cut off in this World Trail Majors short series.

Tackle the rolling Cotswolds from Cirencester with distances from 10 km to a full 100 km loop featuring scenic trails and challenging climbs. Choose continuous or two day options with campsite basecamp, catering and full route support.

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..

Take on Cheddar Gorge off road at Warren Farm with distances from 1 km to marathon plus a multi event Omnium on scenic but technical trails. Tickets are sold out but the event promises lively wave starts and a festival vibe.

Take on the YHA 14 mile trail run on 14 June 2026, starting with a climb and featuring slippery chalk descents and muddy puddles. GPX and maps available, water, tea and cake after the finish, limited parking so travel by train or bike.

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..

Join the Robertsbridge Midsummer 10k and 5k for a scenic multi terrain undulating course around Robertsbridge Rec Ground. Friendly marshals, medals, trophies, a BBQ and a post race bar make it a fun community summer run for all ages.

Beyond London on 20 June 2026 invites runners to tackle 25 km or 55 km trails along the Capital Ring, passing Eltham Palace, Wimbledon Common and Richmond Park. Expect varied paths, full support and a scenic finish in Richmond.

Tackle the Three Shires Way with point to point trail races around Grafham Water, finishing at Marlow Park. Choose the 50 mile ultra or the marathon and enjoy rolling countryside, ancient woodlands and full support for a memorable challenge..

Take on the Phoenix Centaur 100 Mile Ultra at Denbies Wine Estate, a flatish 1 mile off road loop with multiple distance options across the weekend. Enjoy central aid, chip timing and a Centaur medal and buckle for 100 mile finishers.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..