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Trail Running Calendar near Swanage 2026-2027

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Explore the top trail runs near Swanage for 2026-2027! We've gathered 51 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
A twilight 10 km off road trail at Eastbury Park that passes wooded sections, historic landmarks and local ghost stories, with medals, trophies and refreshments.
A 7 mile chip timed trail race around The Blue Pool in Dorset on 7 November 2026. The route passes woodland, hills, heath and ridges and includes a capped canicross category; entry includes pool access for one adult and up to two children.
Trail run from Roundhill Campsite in the New Forest with wide gravel paths, roaming wildlife and three distances around 21.6K, 16.7K and 10K.
A winter score format event in Wiltshire combining trail running and mountain biking with map and compass navigation and bike hire available from £42.
Night time trail at Moors Valley Country Park with a 10 km loop and 10 km, 20 km or 30 km options. Headtorch required.
A 10 miles off road trail race in the New Forest on 22 November 2026, organised by Totton Running Club with limited entries and race day facilities.
A trail event through 600 acres of Charborough Estate woods offering a 10K, a double-loop half marathon or a two-person relay on 29 November 2026.
December 2026
Coastal 10 mile and 10K runs from Hengistbury Head along Bournemouth seafront with chip timing, water stations and a finisher medal.
Trail races of 10K, half, marathon and ultra run from Swanage along the Jurassic Coast Path on 5 Dec 2026 with extreme terrain on trail and grass.
Trail running event on 6 December 2026 at Holmesly Campsite, New Forest, offering 15 km, 30 km, marathon and 50 km routes with marked one-lap courses.
Festive trail races at Moors Valley Country Park on Sunday 6 December 2026 offering 2 km, 5 km and 10 km routes with age limits, Canicross options and on site parking.
A 10 mile cross country run in West Wight on 13/12/2026 with hilly coastal scenery, limited entries and an entry fee of £27.50.
A level 19 km trail on a former Somerset and Dorset railway with two aid stations, marked route and a festive finish; dogs and buggies are welcome.
A charity 5 km fun run and 2 km kids run on Weymouth Beach on 20 December 2026 supporting The Will Mackaness Trust youth projects.
January 2027
Winter gravel and trail running in the New Forest from Holmsley Campsite with 6 km, 12 km and 22 km routes on 16 January 2027.
A winter trail event at Moors Valley Country Park on 24 January 2027 offering a half marathon and 10.6 km options, with canicross choices and an eco-friendly wooden finisher medal set amid mixed woodland terrain.
Twilight trail run in Hurn Forest offering 5 or 10 mile out and back laps; torches required and 20% of entry supports Forestry England.
February 2027
Self-navigation coastal trail run on Portland offering marathon (two loops), half and 10k, mandatory kit and GPX navigation, entries capped at 500.
5k and 10k routes through Pondhead Inclosure raising funds for a new Lyndhurst FC clubhouse, with chip timing and Race HQ at the Crown Stirrup Pub.
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