Trail Running calendar near Rye 2026-2027

A festive midweek 7 hour Time Challenge along the River Thames at Wraysbury Skiff and Punting Club. Distances range from 3km up to 50km with medals, distance pins and a post-run goody bag including a vegan option.

A 100 mile winter point to point trail across the South Downs and North Downs from Amberley Museum to Juniper Hall with a 35 hour limit, three aid stations, crew and drop bag support, medical cover and a strict mandatory kit list.

A lap based off road event at Shalford Park offering distances from 3.14 to 31.4 miles plus a one mile fun run for children. Junior lap limits, car parking and course warnings are provided by the organisers.

Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.

A festive multi terrain cross country in Pett, East Sussex with a main five mile loop, a 2 Mile Fun Run and a children's Drumsticks Scurry. The event raises funds for Shelter and includes a bespoke medal and free photos.

A dawn to dusk winter trail challenge at Box Hill where runners repeat a roughly 10 mile loop with 2,400 ft elevation per lap and may stop after any completed lap; entry includes insurance, medical cover, aid stations and a finisher medal.

A 50 km trail ultra along the North Downs Way from Detling to Wye with about 1,000 m of ascent, three checkpoints and mandatory kit requirements. The route passes Boxley Warren, Thurnham Castle, Lenham Cross and the Wye Downs.

A 7 hour Time Challenge along the River Thames at Wraysbury Skiff and Punting Club offering flexible distances from 3 km up to 50 km. Finishers receive a Christmas medal, distance pins for longer races, goody bags and a festive aid table.

Final round of a four event winter trail series on 27 December 2026 at Trifarm in Boreham. Over 95 percent off road on public footpaths and bridleways with on site parking, registration, and food sales available.

A cupless charity run through Rathfinny Wine Estate in the South Downs, presented as two 5 km loops over grass and chalky trails. Part of the entry fee supports the WOLO Foundation and parking rules aim to reduce car travel.

A low key multi-lap half and full marathon along the River Thames in Walton on Thames on 28 December 2026. The UKA certified flat towpath course awards medals to all finishers and has limited places.

A 10.000 km trail race around Box Hill with steep climbs and scenic views, registration and parking at Denbies Vineyard. The event includes a kids fun run and a ladies race and uses a B Course around Denbies if Box Hill is unavailable.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

A cross country meeting in Penshurst Village on 3 January 2027 organised by Penshurst Cross Country Run, featuring a five mile race and a five mile canicross; venue postcode TN11 8DB.

Trail running at Newlands Corner in Guildford on 9 January 2027, offering 10 km and 15 km options with listed entry fees and multi-race bundles.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

The Doughnut Dash is a flexible-distance run along a flat Thames riverside trail. Participants can run from a single lap to ultra marathon distances while enjoying doughnuts. All finishers receive a custom, neon-colored medal.

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

Looped 7K and 10K courses in Chalfont St Peter and Gerrards Cross let runners choose distances from a single loop to ultramarathon. Aid stations, marked routes, crew access and medical support are provided, with prizes for top finishers in..

Trail runs of 21.6 km, 15.2 km and 7.9 km around Queen Elizabeth Country Park in the South Downs, featuring tree lined trails, varied off road surfaces, chip timing and a finisher medal.