Trail Running calendar near Chesham 2025-2026

Battle of the Brampton Valley Way pitches Leicestershire against Northamptonshire along the traffic free route, with runners choosing which end to start from. Pick 14 miles one way or 28 mile round trip and bring a head torch for the tunnel..

Haughley Festival of Running brings multi distance races at Haughley Park, from 5k to ultra, on lap based scenic routes with on site parking. Limited to 300 entrants for a friendly, village festival feel.

Scenic 10k trail through rolling Northamptonshire countryside on 12 April 2026, starting and finishing at KC Active in Kings Cliffe. Fully marked and marshalled, the route includes a stocked aid station and eco friendly water refills.

Scenic loops from Windsor Racecourse through Windsor Great Park and along the Thames past Windsor Castle, offered as 50 km, 25 km and 10 km races. Well supported with aid stations and a festival finish with medal and T shirt.

The Chiltern Ridge Classic 50k will take place in Wendover on Saturday 18 April 2026. You can run 51 kilometers.

Tackle a guided 18 mile trail run along the Malvern Hills ridge, with over 1300 m of climbing and spectacular views. This group run by Running Adventures suits fit runners comfortable at steady 10 minute mile pace and includes kit guidance.

Run the Spring Trail Series at Cowdray Estate in Surrey, following the scenic Serpent Trail through greensand hills and woodland. Choose from 12km to 110km, with relaxed cut offs, campsite and on site expo for a friendly well supported day.

Take in Seaford seafront and rolling South Downs on the Martello Half Marathon, an undulating trail course that blends coastal views with countryside. Enjoy water stations, a bespoke medal and free event photos as you race.

Join the Grand National trail run in Findon Village with a 10 km main race, new 5 mile course, a 10 km canicross and a 2 km kids loop at Nepcote Green. This charity event features bespoke medals, free photos and a best dressed jockey prize.

Run the scenic Thames Ring, a multi distance trail loop from Streatley on Thames that follows the river and canals. Choose 100, 150 or 250 mile challenges on riverside paths with GPS tracking and checkpoint support, 22 to 26 April 2026.

Enjoy a scenic run or walk from Bath's southeast edge into Cotswold woods, hills and river valleys, choosing from four distances up to 26.5 miles. Finishers get a medal, food and drinks and recovery transport if needed.

Take on the Ale Trail 15 mile through scenic Alfriston, East Sussex, starting and finishing at Ye Olde Smugglers Inne beer garden. Tackle country trails and enjoy staffed pub checkpoints with beer tokens and local camaraderie.

Take part in The Other Run in Bury St Edmunds on 26 April 2026 with 5k, 10k, half and marathon options on scenic country roads. Enjoy a bespoke finisher medal, friendly atmosphere and a seven hour marathon cutoff.

Blindfolded and dropped at an unknown location, The Drop in Winchester challenges solo runners and teams to find their way back over 10 or 15 miles as the crow flies. No maps or GPS allowed, just navigation, grit and a taste for adventure.

Take on the Coventry Way Challenge, a scenic 41 mile circular walk or run around Coventry mostly on off road country paths. Solo entrants or teams of up to six enjoy checkpoints, tracker support and a hot finish meal in Meriden.

Join the 22nd Angmering Bluebell Trail through fragrant bluebell woods at Angmering Park Estate, with 10 km and 10 mile routes to choose from. Canicross welcome and finishers receive bespoke medals and free photos.

Run scenic undulating trails in Alice Holt Forest with options from a junior dash to a half marathon across looped routes. Enjoy a friendly atmosphere while supporting GUTS, raising funds for bowel cancer early detection.

Saturn’s Midweek Chasing Numbers 7-Hour Time Challenge is held at Wraysbury Skiff & Punting Club on the River Thames. The event is designed to be affordable and flexible, inviting all abilities to run or walk within a 7-hour window. Partici..

Take on the Thames Path 100, a 100 mile point to point run from Richmond to Oxford along the scenic Thames with marked trail, plentiful aid stations and a 30 hour time limit. A classic endurance test for experienced runners.

Join a guided 30 miles group run along the North Downs and Greensand Way from West Hanger near Guildford, taking in Box Hill, Leith Hill and Holmbury Hill. Intended for experienced trail runners able to sustain about 10 minutes per mile, wi..