Trail Running calendar near Upper Woolhampton 2026-2027

Run across Dorset from just south of Salisbury to the Jurassic Coast on mostly trail with minimal road running and support along the route. Choose from 100 km, 50 km or a 20 mile Purbeck Traverse for a rewarding coastal challenge.

Join the Rebellion 10km at Riverwoods, Marlow on 25 May 2026 for a scenic trail run along the Thames including a crossing of Marlow Bridge. Finishers get a medal, a Rebellion beer or non alcoholic alternative and a pint cup.

Beat The Sunset 50km in Maidenhead is a single lap, mostly off road ultramarathon along the Thames Path, Jubilee River and Green Way. Flat and scenic, the fully signed course features checkpoints, chip timing and post race mementoes.

Tackle the full Ridgeway in an 86 mile point to point trail from Ivinghoe Beacon to Avebury Stones, with rugged views, checkpoints and solid race support. Limited field makes this a classic long distance test for experienced trail runners.

Run 50 km along the scenic River Medway from Rochester to Tonbridge, mostly flat towpaths and trails with a final lap on the athletics track. Live timing, aid stations and bag transfer make this a tidy and rewarding ultramarathon.

A scenic, flat 30 km point to point trail along the River Medway from East Farleigh to Tonbridge on 30 May 2026. Towpaths, riverside views, aid stations, live timing and a finisher medal.

Tackle the Ridgeway Chase 60 km ultramarathon across iconic ridgelines and wooded trails, starting at Ivinghoe Beacon and finishing near Wallingford. Expect a scenic but testing day with full support, chip timing and a finisher medal.

Join the Southampton Running Festival on 31 May 2026 for scenic 5K, 10K, half marathon and junior races around Southampton Common. Lap courses wind through woodland, ponds and parkland with an event village at the finish.

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.

Take on the Griffin Challenge, a six hour looped run along the scenic Griffin Trail from Braybrooke Taproom, completing 3.3 mile out and back laps to cover as much distance as you can. Enjoy free parking and the taproom after the run.

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 on 6 June 2026 along the scenic Dorset Coast Path. This 85 mile challenge must be completed within 24 hours, perfect for experienced runners seeking a coastal endurance test.

Run laps through Denbies Wine Estate in the Fire Horse Run, a timed off road challenge on an undulating 5.3 km loop with distances from 5 km to ultra. Pick as many laps as you like within a seven hour window for a flexible, scenic race day.

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.

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.