Trail Running calendar near Chiltern Hills 2026-2027

We have found 588 Trailruns within 80 miles of Chiltern Hills. See below where and when you can find the races.

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.

Take in riverside views at the Riverside Marathon and Half Marathon in Walton on Thames on 28 November 2026. Flat, UKA certified towpath course, limited places, medals for all finishers and virtual entry available.

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.

Enjoy a six hour challenge through the Suffolk countryside with a flexible lap based format. Run any distance from 5km to an ultra marathon on a scenic mixed terrain course.

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.

December 2026

Trail 5K and 10K around the grounds of Tewinbury hotel near Welwyn, on fully marked and marshalled trails. Mixed dirt, grass and woodland underfoot, with a 5.3 km aid station on the 10K and chip timing plus finisher medals.

A trail half marathon around Hughenden Manor and nearby woodlands covering 21.1km with about 450m of ascent. The waymarked forest route includes several aid stations and chip timing.

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 an ultramarathon through the Surrey Hills starting from Dorking. Run over Leith Hill and Pitch Hill on a signed 50 km trail route that qualifies for the UTMB index.

UTMB Index

Part of a 12 Days of Christmas series at Pengethley Manor in Ross on Wye offering 5k, 10k, half marathon, marathon and ultra distances on a tough off road loop. Runners and walkers have seven hours to complete their chosen distance with vir..

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.

Join a festive run at Chasewater Country Park featuring 10k and 5k trail routes around a scenic reservoir. Enjoy a flat course for all abilities while supporting the charity Shelter this holiday season.

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.

Join this festive timed event at Ferry Meadows in Peterborough where you can run as many 5.3 km laps as you like. Choose your distance from 5k to ultra marathon on a multi terrain course with a bespoke medal for every finisher.

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.

Join this end of season 10K trail championship at Wendover Woods featuring a marked route with 295m of elevation. Qualification is required for this exclusive event which is open to top finishers and volunteers.

A multi-distance off road event at Pengethley Manor, Ross-on-Wye where participants have seven hours to complete a chosen distance from 5k to ultra. On-site and virtual entries receive the same type of medal once the run is verified.