Trail Running calendar near Chiltern Hills 2026-2027

Experience a scenic multi terrain race through East Grinstead dedicated to local charities. This friendly event features a flat course along bridleways and residential roads with chip timing and a sustainable finisher medal.

Timed trail event in the Forest of Bere using a 3.28 mile out and back lap with distances from 5 km to ultra. Aid station offers sweet and savoury food including potatoes and vegan options; 20% of proceeds support Forestry England.

A flexible 6-hour timed run along the flat Jubilee River towpath. Run one 5.24-mile lap or see how many you can complete. The scenic route passes through countryside with views towards Windsor Castle.

Set in the scenic Sence Valley Forestry Park, this flexible 6 hour event allows you to run as many 3.3 mile laps as you choose. Experience a mix of woodland trails and lakeside paths with distances ranging from 5k to ultramarathon.

A looped trail event from Maidstone in the Kent Downs offering supported 50 km, 25 km and 10 km options with covered rest stops, GPS tracking, camping and shuttle services at the Kent Showground basecamp.

Test your endurance at Turvey House with a 6.7 km loop every hour on the hour. Choose to run solo, in a pair, or join the capped eight hour challenge in this unique last person standing format.

Experience the bouncy inflatable obstacle course at Cheltenham Racecourse. Choose between several distances and navigate through a series of large inflatables while earning your finisher medal.

Experience the iconic trails of Surrey with a choice of three distances through woodland paths and ridgelines. Enjoy a chip timed challenge featuring elevation and scenic views at Box Hill.

Experience a 55 km journey through the scenic Forest of Dean featuring technical trails and river views. This self navigation ultra marathon offers dedicated support and a separate category for Canicross runners.

Discover the scenic trails of the Chiltern Hills in this guided 21 km autumn running adventure. Led by qualified guides, this event focuses on group camaraderie and trail techniques across beautiful undulating woodlands.

Test your endurance at Pippingford Park with 10 laps in 10 hours. Choose between three different loop distances on a private estate and earn your finisher shirt based on your performance in this unique timed challenge.

Experience an autumn trail run through ancient woodland at the Epping Forest Wildwood Trail Series. Choose between a 10K or Half Marathon course on fully marked paths with a strong focus on sustainability.

Choose a scenic 10k or shorter 5k through the Chiltern Hills around Frieth, combining woodland paths and country roads. Expect rolling climbs and panoramic views for a rewarding, hilly challenge for road and trail runners.

The Titsey Trail 10k is a community running event held on Sunday, 11th October 2026. Organized by runners for runners, it raises funds for a variety of local charities.

Experience the scenic Cambridgeshire countryside with 10k and half marathon trail races around Grafham Water. These fully marked and marshalled routes offer beautiful reservoir views and a variety of local tracks.

The FOOBS Trail and Fun Runs return in October. Choose from a chip timed 10K, 6K, or a family friendly 2K fun run through the countryside near Old Basing. The event supports local schools through community fundraising.

Run a scenic and flat 10k course featuring coastal paths along the Dengie peninsula and town streets. Starting at the Dengie Hundred Sports Centre, this event offers free parking and a variety of terrains for all participants.

MacTuffX Swindon features a series of repetition based running formats including solo and team categories. Participants choose between multiple 400m or 800m loops in this structured athletic event for adults.

Experience a scenic 15 km trail run starting from Tring and traversing the Ashridge Estate. This historic race features the Ridgeway path and provides participants with the choice of a finisher t-shirt or planting a tree.

A circular 13.1 mile trail half marathon at High Lodge in Thetford Forest, featuring mixed forest and hard-packed trails, cupless water stations, manual timing, and a 3.5 hour cut-off; minimum age 17.