Trail Running calendar near Windsor 2026-2027

Enjoy a 14 mile trail run through scenic terrain starting with an immediate climb from Southease. This late autumn event features muddy paths, chalk descents, and rewarding refreshments at the finish.

Experience a scenic 10k run through the streets of Kingston and along the river towpath. This chip timed event starts and finishes at the Hawker Centre and features a finisher medal plus a post race goodie bag for all runners.

Join a guided 10km trail run around Surrey's scenic Devil's Punchbowl. Choose between sunset runs in warmer months or headtorch night runs in winter. The guided group experience includes a free alcohol-free beer at the finish.

Experience the beauty of the South Downs National Park with three trail distances starting from Plumpton Racecourse. Enjoy coastal views and expansive countryside vistas on routes ranging from 9km to a half marathon.

Join the Christmas Advent Run on Sunday 29 November in Walton on Thames for a festive riverside run. Tackle timed laps to suit you and enjoy optional medal and chocolate advent calendar plus a prize draw.

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.

Test your endurance at this six hour timed challenge in Bury Saint Edmunds. Complete any distance from 5k to an ultra marathon on an undulating multi terrain course with full aid station support.

Join a community run through the paths and trails of Campbell Park to support Movember. Choose from 5k, 10k, or half marathon distances and enjoy a chip timed race complete with unique medals and fancy dress prizes.

Explore the undulating trails around Tewinbury Farm & Hotel in Hertfordshire. This event offers a 5K and 10K route on a mix of forest paths and open tracks, fully marked and marshalled for easy navigation.

Experience a scenic 10 km trail run through the historic Hughenden Manor estate near High Wycombe. This hilly course features spectacular woodland paths and rural trails with full marking and on site facilities.

Timed Thames towpath run where participants choose lap distances on a 5.3 km out and back course and entry supports Rays of Sunshine Children's Charity.

Experience a flat and traffic free run along the spectacular Bournemouth seafront. Take in views of the Jurassic Coast and Boscombe Pier during your choice of a 10 mile or 10k race.

Experience a winter ultra marathon through the trails of East and West Sussex. Choose from three single loop distances starting in Eastbourne and passing the famous Seven Sisters.

Experience a fully signed 50k trail ultra through the scenic Surrey Hills. This late season event features regular checkpoints and a ten hour time limit starting from Dorking Sports Centre.

Enjoy a festive 10 mile multi terrain run through farm tracks and quiet roads in East Sussex. This holiday themed event features fancy dress, recycled medals, and mince pies for finishers.

Experience a festive trail running event through the woodland and heathland of the New Forest National Park. Choose from distances ranging from 15km to a 50km ultramarathon on fully marked off road courses.

Experience a scenic 10 mile multi terrain run circling the reservoir at Cambridgeshire's Grafham Water. This winter event features a fast start on the dam and includes a custom medal and free race photos for all finishers.

Celebrate the season at Ferry Meadows with a flexible multi-terrain lap challenge. Run as many 5.3 km loops as you like within a 4 or 6 hour window to earn your finishers medal.

Join this festive 5km off-road dash through the National Trust Tinkley Gate trails to support local families. Runners of all ages and their leashed dogs are welcome to participate in this holiday themed community fundraiser.

Experience a festive trail run through the winter woodland and lakeside tracks of Moors Valley Country Park with 2km, 5km, and 10km options for all ages.