Trail Running calendar near Hampshire 2026-2027

An annual New Year five mile cross country in Penshurst village over rolling hills and woodland trails. Open to ages 10 and above with entry fees supporting Hospice in the Weald and awards across junior, local and canicross categories.

A flexible seven hour time challenge on a signed Thames riverside loop with distances from 3km to 50km, medals, pins and goody bags.

A 43-mile point-to-point ultra from Wendover to Little Venice, combining countryside trails, roads and the Grand Union Canal towpath, with GPS tracking, five checkpoints and mandatory kit requirements.

A trail running event at Newlands Corner, Guildford on 9 January 2027 organised by G3 Series. Options of 10 km and 15 km are available, with single-entry fees and multi-race bundle pricing.

A guided 30 mile trail run from St Martha's Hill exploring the Surrey Hills and Box Hill with an experienced ultra runner and coach. Group pace, recommended 22 miles training, cost £55 and an alcohol free beer may be available.

A timed multi-lap run on 10 January 2027 in Walton on Thames with a 5.3 km riverside lap, doughnut elements on course, and double sided magnetic finishers medals. Distances range from 5 km up to ultra and virtual entries are available.

Trail run near Winchester on 10 January 2027 with 21.4k and 12.1k routes around Farley Mount, chip timing and finishers medals.

Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.

Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.

Three gravel routes through ancient New Forest woodland at Holmsley Campsite, with fuel outposts, timing, free parking and limited dog spaces.

A January off road 9.6 mile run across trails, fields and woodland with about 80 percent off road terrain. The event uses chip timing, has one water station at Littleton upon Severn and a 2.5 hour expected run time limit.

A last-person-standing backyard ultra near Alfriston featuring repeated 4.2 mile loops on mixed trail and farm tracks, token checks, basic aid station and sustainability measures.

Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.

A winter trail event at Moors Valley Country Park on 24 January 2027 offering a half marathon and 10.6 km options, with canicross choices and an eco-friendly wooden finisher medal set amid mixed woodland terrain.

A 10‑mile and 5‑mile trail challenge at Pippingford Park with 1568 ft of climbing, hard packed forest trails, wide views and bespoke medals.

A 7 to 8 mile cross country run around May Hill in Gloucestershire with steep climbs, muddy trails and an open plain at the summit. A Sunday May Hill Mayhem option adds an extra loop to total 14 to 15 miles.

Trail runs of 21.6k, 15.2k and 7.9k start and finish at Queen Elizabeth Country Park, using South Downs routes through Head Down, Milky Way and War Down. Chip timing, water stations, first aid cover and finisher medals are provided.

A twilight trail run in Hurn Forest offering 5 or 10 mile out-and-back laps, head torches required, trail shoes recommended, and 20% of entry fees donated to Forestry England.

A field-start running event in Surrey on 30 January 2027 offering 10 km and 15 km options with on-site parking and series bundle entries, organised by G3 Series.

Looped races at Chalfont Park Sports Club and Chalfont St Peter Community Centre let runners choose distances from single 7K or 10K laps up to ultramarathons, with drop bag access, aid stations, crew support and on-site medical cover.