Trail Running calendar near Henley-on-Thames 2025-2026

Join the Marton Mile on Sunday 30 November 2025 for a relaxed one mile walk jog or run along the flat traffic free Lias Line Greenway near Marton. This family and dog friendly community fundraiser supports Shelter and welcomes all paces wit..

Run a scenic, traffic free 6.5 mile (about 10K) lap of Croome Park with a big hill to start and finish. Trail shoes are recommended and all finishers receive medals and goody bags.

Choose your distance on the day at Running Tribe Races in Chalfont St Peter, running scenic looped trails through woods. Drop bags, an aid station with vegan options, pacers and medical cover make it welcoming for trail and road runners.

Join the Phoenix Christmas Advent Run in Walton on Thames for distances from 5 km to ultra along a flat riverside towpath. Flexible start times, a 7 hour limit, and finishers receive a medal plus a chocolate advent calendar.

Night orienteering in Brockenhurst: a 60 minute score event in the New Forest. Visit as many controls as you can for points using SIAC timing and waterproof maps, and bring high visibility clothing and lights for after dark navigation.

Choose from 50 km, 55 miles or 100 miles on scenic South Downs trails starting and finishing in Eastbourne. Enjoy runnable grass tracks, farm and woodland paths and be ready for variable winter weather from crisp sun to wind, rain or snow.

Scenic trail runs from Plumpton Racecourse across the South Downs with ridge top views to the sea. Choose 9, 12 or 22 km with chip timing, water stations and a finishers medal; plastic free event so bring a reusable cup.

Take on the Jurassic Coast from Swanage on 6 Dec 2025 with distances from a coastal 10K to a full marathon or ultra. Rugged trails, big climbs and fully marked timed courses promise a scenic and satisfying challenge.

Join a magical evening run through parkland past the illuminated Cowdray Ruins at the Cowdray Winter Night Run. Head torches are mandatory and there are 5 km and 10 km distances plus dog friendly canicross and kids races.

Take on the Salisbury Plain Winter Edition on 6 December for a scenic, fully marked trail challenge over Half or Marathon distances. Enjoy well stocked aid stations, marshals and finisher medals as you tackle crisp winter terrain.

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.

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.

Run a scenic 10 mile trail around Grafham Water, weaving through woodland, Dragonfly Pond and Sanctuary Bay before a final mile along the dam wall. Canicross runs in a separate wave so you can bring your dog on a lead.

Join Bauble Bimble at Ferry Meadows for a fun multi lap challenge with four and six hour session options on a scenic 5.3 km country park loop. Bring your own bottle for refills and enjoy a bespoke finisher medal and relaxed lap format.

Run the New Forest Xmas Trails in New Forest National Park on runnable but testing single lap routes through heathland and woodland from Holmesly Campsite, Bransgore. Choose 15km, 30km, marathon or 50km and plant a tree instead of a medal.

The Mince Pie 10 is a festive 10-mile race held in Peacehaven, East Sussex, organized by Seaford Striders. The multi-terrain course features about six miles of farm tracks and bridleways, with the remaining four miles on quiet roads, includ..

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..