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Trail Running Calendar near Milford on Sea 2026-2027

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Explore the top trail runs near Milford on Sea for 2026-2027! We've gathered 81 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
A mainly trail 5k loop from Peveril Point to Anvil Point Lighthouse along the Jurassic Coast, part of Swanage Lifeboat Week and the Purbeck Trail Series.
This timed event on August 15, 2026, offers a flexible, multi-lap format on a smooth riverside course in Winchester. Runners can choose their start time and distance, from a single lap to an ultra marathon, within a 7-hour window. All finishers recei..
Point-to-point mixed terrain running from Mayflower Park following the Old Way pilgrim trail, with 15 Mile and Marathon options. The route includes a short boat crossing of the Hamble River and passes several historic landmarks.
A steep, scenic trail run in Godshill offering a 5K one-loop option and a 10K two-loop option with 738 ft of climb. A relaxed community fundraising event with no chip timing and local charity support.
An 8 mile urban to trail loop from Bournemouth Square into Meyrick Park, fully marked and chip timed with one aid station and a beginner-friendly, mixed-surface course.
September 2026
A 30 mile ultra run from Studland Bay around the Isle of Purbeck with about 4600 ft elevation. The guided coastal route uses the Purbeck Way and South West Coast Path and passes Corfe Castle, Kimmeridge Bay, Swanage and Old Harry Rocks.
A roughly 13(ish) mile TRA licensed trail race around Corfe Castle Common and the Purbeck coast on 06 September 2026. The event includes four water stations a 3 hour 30 minute cutoff and awards trophies plus a finisher t shirt.
Three fell races around Ventnor on the Isle of Wight offer routes from 3.8 km to 21 km with notable ascent. The series follows FRA rules, has entry limits and also serves as the SEAA Fell Running Championships.
Ventnor Horseshoe on Sat 12 Sep 2026 offers a scenic but testing 12 km fell course around Ventnor with 443 m of climb. Part of the Isle of Wight Fell Series, it is perfect for runners seeking a tough coastal hill challenge.
Start the IOW Fell Running Series with St Boniface Fell in Ventnor on Sat 12 Sep 2026, a punchy 3.9 km race with 235 m of climbing across scenic Isle of Wight terrain. Pre entry or on the day entries welcome.
Trail races at Lulworth Cove on 12 September 2026 offering 10K, 27K and 50K ultra routes from Daggers Gate, held under UK Athletics Rules.
Tackle the Wroxall Round on 13 September 2026, a scenic 21.1 km fell run around Ventnor with about 487 m of ascent. Open to adults, with on the day entries and team places, this is race 3 of the Isle of Wight Fell Running Series.
A scenic trail running event at Hambledon Vineyard offering races from 1 km to 20 km, chip timed with trophies and fundraising for Brain Tumour Research and Hambledon Primary School.
BigSky is the "Air" event in the Classic Element Trail Series on 20 September 2026 at Hyde Common, New Forest. Routes of 18 miles, marathon and 50k run over marked trails with multiple aid stations, mandatory fluid carriage and a bespoke finishers me..
A technical looped forest trail at Avon Tyrrell in the New Forest with choices from 5K to ultra, on-course aid, facilities and a finisher medal.
Trail marathon and a 16.9 mile coastal race on 20 September 2026 in Swanage, volunteer-run with all profits donated to local Dorset charities.
Trail running event in Bere Regis, Dorset offering 5 km and 10 km trail routes, organised by the Bere Regis Scout Group and linked to the Purbeck Trail Series.
Timed fell run to the highest point in the South Downs at Queen Elizabeth Country Park, with junior and senior races across multiple off road distances.
Trail races at Salisbury Racecourse offer marathon, half marathon and 10 km over undulating downland with woodland and Martin Down turf. GPX routes are provided and finishers receive a medal; top three men and women earn trophies.
A community road and trail event at Nettlestone Primary School with 5 miles, 5 km and a children's fun run on circular seaside routes with finish medals.
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