Trail Running calendar near Southampton 2026-2027

Scenic riverside marathon and half marathon on a flat UKA certified towpath from Walton on Thames to Hampton Court and back. Lapped format with finisher medals and virtual entries.

Experience a scenic 30 mile group trail run from Haslemere along the Serpent Trail and Sussex Border Path, through ancient woods and heath to Blackdown and the Temple of the Winds. Refreshments included.

A hilly trail 10 km through the woodland and parkland of Hughenden Manor near High Wycombe, fully waymarked with a water station at 5.3 km and on-site facilities at the National Trust venue.

Join a guided Box Hill trail run with about 1000 m of ascent over 12.5 miles, featuring steep technical climbs and short scrambles. Led by a qualified mountain leader, the steady paced group suits experienced trail runners.

Choose 10 Mile or 10K starting at Hengistbury Head and run Bournemouth seafront via Boscombe Pier on largely flat, traffic free paths with sea views. Chip timed and marshalled, the event offers water, post race treats and a medal for finish..

Trail races in Swanage along the Jurassic Coast Path with 10K, half, marathon and ultra distances, electronic timing and fully marked courses. Optional coach transport is available and standard entry terms include a 30 day refund window.

A fully signed trail ultra in the Surrey Hills, the Hurtwood 50k features a 10 hour time limit, checkpoints with food and drink, SportIdent timing with live leaderboards, and a five-mile loop within an out-and-back course.

Mince Pie 10 is a festive 10 mile road and trail run around Peacehaven with a testing hill, mud and Christmas tunes. Fancy dress, mince pies and recycled medals, all raising funds for local charities.

New Forest Xmas Trails offers festive trail races from Holmesly Campsite in the New Forest. Distances range from 15 km to a 50 km ultramarathon on fully marked heath and woodland trails; opt to plant a tree instead of a medal.

Don your Santa suit and join 250 Santas and elves for a festive community 5 km at Tinkley Gate National Trust in Woodchester on 6 December 2026. Proceeds support Allsorts charity helping children and young people with additional needs.

A 200 mile continuous trail run around the South of England from 9 to 13 December 2026, starting and finishing at Juniper Hall, Dorking. Runners have up to 96 hours with live tracking and three major aid stations.

Join the Christmas Jumper Friday Run on 11 December in Walton on Thames for a relaxed rock up and run along the riverside towpath. Pick 5k to ultra, run laps within a 7 hour window and earn a bespoke finisher medal.

Join the Mince Pi Run in Guildford for a Pi themed run by the water, with distances from a 1 mile kids fun run to the 3.14 mile loop and laps up to a Pi marathon. Every finisher gets a bespoke Pi Pie medal.

Take on the Chilly Hilly 10 mile cross country run along West Wight coast and inland hills on 13 December 2026. Expect stunning views, friendly marshals and a warm finish with mince pies and mulled wine.

Celebrate Christmas Day with the Cracker Run, a 7 hour time challenge along the River Thames at Wraysbury. Run or walk as many laps as you like and nab a festive finisher medal for completing 3 km or more.

Join the Charity Christmas Run at Rathfinny on 28 December for a scenic two lap 5 km through rolling vineyard trails, limited to 75 runners. Entry includes a donation to the WOLO Foundation and winners get Rathfinny wine.

Winter Runderland in Walton on Thames is a timed lap event on a 5.3 km riverside towpath course. Runners may select distances from 5 km up to ultra, and a lower-cost no-medal entry option is available.

Trail races at Wenchford Picnic Site offering a 7 mile course with seven named hills and a 14 mile double lap option. Terrain can be muddy and wet and canicross waves are available.

Join the Penshurst Village Cross Country Run on Sunday 3 January 2027 for challenging 5 mile and canicross races over scenic local trails and open ground. Enjoy a friendly village atmosphere and a great day out for runners and their dogs.

A 43 mile point to point ultra from Wendover into Little Venice, combining country trails, roads and long canal towpath sections, five checkpoints and live GPS tracking with finish facilities including showers and a hall.