Trail Running calendar near Princes Risborough 2025-2026

We have found 493 Trailruns within 80 miles of Princes Risborough. See below where and when you can find the races.

Brave the winter trails of Salisbury Plain with undulating terrain, steep climbs and compact tracks across historic military land. Half and marathon options come with marked routes, aid stations and finisher medals, so bring trail shoes.

Explore the New Forest with Wessex Orienteering from Bolderwood Car Park, tackling technical woodland courses from a challenging Blue to a 60 minute Score challenge. Entry and parking are limited so book early and car share if you can.

Experience a magical night trail run through the atmospheric Cowdray Estate, passing the iconic ruins under the stars. Choose kids and adult distances from 3 km to 10 km for a fun evening in the Run the Seasons Winter series.

Support Hospice of St Francis at the Wild Christmas Charity Run, a guided 8km trail or 4km family walk from Church Farm Cafe. Enjoy a mince pie with entry, optional fancy dress and limited places so book early.

Take on the Hurtwood 50k through the Surrey Hills on 7 December 2025, a fully signed trail ultra with checkpoints and a 10 hour time limit. Entries open 12 December 2024 and the event welcomes fast walkers and first time ultra runners.

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Take on a scenic 10 mile trail around Grafham Water, starting on the dam and winding past woodlands, ponds and Sanctuary Bay. Choose the 10 mile run or canicross with your dog and enjoy a friendly, fast course and postrace treats.

Bauble Bimble at Ferry Meadows near Peterborough offers a scenic 5.3 km multi terrain lap with 4 hour or 6 hour timed options. Run as many laps as you like, refill at base camp and earn a bespoke finisher medal.

Join the New Forest Xmas Trails on 7 December 2025 for a festive run through heath and woodland in the New Forest. Fully marked single lap courses from 15km to 50km start at Holmesly Campsite and you can plant a tree instead of a medal.

Celebrate the season at the Chasewater Christmas Pudding Dash at Chasewater Country Park, a festive 10k, 5k and junior race around the reservoir on mostly flat trails. Enjoy medals, photos and fancy dress prizes while supporting Shelter.

The Mince Pie 10 is a festive 10 mile mixed terrain run in Peacehaven, with fancy dress, seasonal music and mince pies at the finish. Fun, muddy miles and a recycled medal await while supporting local children's and hospice charities.

Race the Trifarm Winter 10k, the final round of a four event trail series at Trifarm near Boreham. Enjoy a mostly off road clockwise route away from the river and a championship deciding atmosphere with just 50 places available.

Join the inaugural Allsorts Tinkley Gate Santa Dash for a festive family friendly 5 km trail run at Woodchester, with costumes and a post race cafe. Dress as Santa or an elf to support local charity Allsorts; dogs on short leashes welcome.

Join Partridge in a Pear Tree at Pengethley Manor on 7 December 2025, part of the festive 12 Days of Christmas series with distances from 5k to Ultra and a unique medal. Run or walk a scenic offroad loop through manor grounds, vineyards and..

Join a regional colour coded orienteering event at Highwoods Country Park, Colchester on Sunday 7 December with courses for all abilities up to a 7.0 km Blue course. Enjoy woodland and grassland terrain, waterproof maps and a friendly vibe.

Join the Christmas Cracker at Newlands Corner on 7 December for pantomime themed family score orienteering and colour coded Orange Green and Blue courses. Guildford Orienteers will provide festive refreshments and friendly guidance.

Join the Phoenix Running Bobble Wobble Run at Crystal Palace Park for a timed multi lap challenge on park trails. Run as many 1.65 mile laps as you can in seven hours and collect a finishers medal and Phoenix bobble hat.

Take part in the festive Bobble Wobble Run at Ardingly Reservoir, choosing 5 km to ultra laps on scenic off road trails with a flexible start window. Finishers get the new double lined Phoenix bobble hat and a finisher medal unless you opt..

Take on the 2 Turtle Doves Run at Pengethley Manor on 8 December 2025, choosing distances from 5k to ultra with a 7 hour limit. Offroad laps wind through vineyards and a testing hill, walkers and runners both welcome.

Join the 3 French Hens Run on 9 December at Pengethley Manor in Ross on Wye, part of the 12 Days of Christmas series. Pick distances from 5k to ultra and tackle a scenic off road loop through vineyards and rolling hills, walkers welcome.

Winter Downs 200 is a continuous 200 mile trail loop around the South of England, featuring huge climbs and a 96 hour cutoff. Limited to 100 starters, this winter ultramarathon rewards navigation, resilience and winter grit.

UTMB Index