Trail Running calendar near Weymouth 2025-2026

We have found 206 Trailruns within 80 miles of Weymouth. See below where and when you can find the races.

Join the Hampshire Christmas Advent Calendar Run in Forest of Bere for timed laps on a 5.3 km off road loop; start within a one hour window and run as many laps as you can in seven hours. All entrants get a commemorative medal.

Celebrate the season with a guided Christmas run on 14 Dec 2025 from Princetown Car Park, taking in Hart Tor, Black Tor, Kings Tor and more along a scenic 9 mile route with about 1500 ft of climb. Finish with a welcome drink at the Plume of..

Join the WRNL Wimborne Christmas Run on Monday 15 December for a festive 60 minute score orienteering challenge around Leigh Park. Find 26 controls worth 500 points, then warm up with mince pies and hot drinks afterwards.

Slow and Dirty is a festive 19 km trail run through Dorset on 21 December 2025 with a canicross option and family friendly vibe. The level railway route welcomes dogs and buggies and finishes with a bar, medal and refreshments.

Enjoy the Soup Run, a friendly 6 mile multi terrain social run on hilly trails around Bembridge, starting and finishing at the community centre. Entry includes a souvenir, warming soup and roll and a prize draw ticket.

Run on Weymouth Beach for The Will Mackaness Trust and help fund youth projects in Weymouth and Portland. Run a festive 5 km in a Santa suit or join the 2 km Chase the Elf for under 14s for a joyful family charity morning.

Celebrate early with The Early Christmas Present, a timed loop along the peaceful Stroud Waterways canal where you can run from 5k up to ultra on flat towpath. Limited places, bespoke finisher memento and virtual entry available.

Join the Santa Claws 10km, a festive winter multi terrain cross country run at Renegade Brewery on the Yattendon Estate on 24 December. Expect muddier trails than the summer event, a canicross option and a finisher medal plus a beer or alco..

Join the WIM Boxing Day Canter for a lively one hour score orienteering with a mass start and festive bonus controls to chase. Head to Moors Valley Country Park for waterproof maps, SI punching and a fun after Christmas adventure for all ab..

Winter X is a scenic trail run through the Meon Valley and sections of the South Downs Way, offering distances of 10 km, 30 km, 50 km and 70 km to suit all endurance levels. Expect marked trails, stocked checkpoints, chip timing and a frien..

Join the Community Canal Run for a scenic off road route along the canal and River Tone into Taunton. Free to enter with registration required, choose a 14 mile or 7.5 mile route and enjoy cafes and a relaxed, untimed atmosphere.

Enjoy mud and festive fun at the Gingerbread Run, a 5 mile off road course through farm tracks and fields near Swindon. Marshalled trails, a halfway prosecco and water stop, edible gingerbread medals and charity fundraising add to the cheer..

Join a festive 60 minute score event at Knightshayes National Trust on Sunday 28 December in scenic parkland and woodland. Mass start, map open at the hooter and race to collect as many controls as you can.

Face a challenging 12.5 mile winter road and trail loop around Warminster, exposed and hilly for a proper test of endurance. Support the Royal British Legion Poppy Appeal while enjoying bespoke medals, prizes and full on course support.

The Salcombe RNLI Resolution Fun Run is a 7km scenic trail run held in Salcombe, starting from Island Street. The course loops around the picturesque Snape’s Point, offering participants stunning coastal views and fresh air. Taking place on..

January 2026

Join the Bell Challenge in Exmouth on Friday 2 January 2026 for a friendly 7 hour timed loop along a flat tarmac former rail trail. Runners and walkers can log as many laps as they like and opt into multi day challenges for extra fun.

Take on the Walter Raleigh Round in Budleigh Salterton, a scenic half or third marathon that visits Sir Walter Raleigh's birthplace and winds along the Jurassic Coast and Otter Valley. Expect hills, mud and a wooden finisher coaster for all..

Fernworthy Devon League at Fernworthy Forest on Sunday 4 January offers courses for beginners to experienced runners across scenic but testing moorland. Reservoir paths suit newcomers while longer courses bring steep climbs and open running..

On 11 January 2026, enjoy rolling trails and countryside views around Farley Mount at the Winchester Trail Run in Sparsholt. Choose a challenging 21 km route or a breezier 12 km, with chip timing, medals and post race goodies.

Join guided recce runs of the East Devon Round Ultra in early 2026, including the new 25km Quarter route. Free for entrants or a small £3 donation for others, led by Ruby Red Running guides with groups adjusted by ability and pace.