Trail Running calendar near Windsor 2026-2027

A coastal ultramarathon along the Essex saltmarsh, this edition covers about 50 miles from South Woodham Ferrers to Maldon Promenade Park. The route is supported with regular aid stations, GPS tracking for each participant and shuttle optio..

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.

Half marathon and 10km around RAF Greenham Common in Berkshire on a flat, traffic free course. The in-person event supports New Life Special Care Babies and includes water stations and a children’s race.

A point to point marathon on 4 October 2026 from Salisbury to Winchester along the Clarendon Way. Over 90% of the 26.2 miles is off road and a five mile Mini option is also available.

A chip timed 10 km trail race on 4 October 2026 through Somerset countryside, passing a prehistoric long barrow. The event includes a bespoke medal, Race Nation app support, camping nearby and proceeds shared with two charities.

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.

A trail event on 10 October 2026 near Maidstone offering 50 km, 25 km and 10 km loop options with covered rest stops, GPS tracking and weekend camping. Medical support, catering and shuttle transfers are provided.

A backyard ultra at Turvey House where runners repeat a 4.167 miles loop each hour; solo and paired entries are available, with 8 hour and 7 hour capped options and chip timing.

Inflatable obstacle course at Cheltenham Racecourse on 10 October 2026 with options from 2.5 km to 15 km, family rules for children, finishers medals and on-site facilities.

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.

A guided half marathon through the Chiltern Hills covering about 13 miles with 300 m ascent, grouped by ability and led by qualified Run Leaders, including a refreshment point, finisher’s medal and Trees not Tees certificate.

A ten hour lap event at Pippingford Park where participants aim to complete ten laps of roughly three, four or five mile loops. Each lap must finish back at the race village within the hour and the final grade is set by the shortest loop co..

Woodland trail races in Epping Forest offering a half marathon and a 10K in October 2026, with marked courses, aid stations, chip timing and eco-friendly measures.

A military style obstacle mud run at Hever Castle on 10 and 11 October 2026 offering 3K, 6K and 12K routes with replica Commando obstacles, an event village and a 2-hour survival experience.

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.

Trail races around Grafham Water on 11 October 2026 offering 10 km and a half marathon on fully marked countryside routes, with water stations, first aid cover and medals for all finishers.

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.

A single-lap 10K on 11 October 2026 around Burnham on Crouch, featuring sea wall coastal paths and countryside trails. The event is based at Dengie Hundred Sports Centre with free parking, facilities and post-run food and drink.

MacTuffX Swindon on 11 October 2026 combines ten Xercises with repeated runs at County Ground, Swindon. Entries are for ages 18 and over, with solo, doubles and relay options and separate LITE weights.