Trail Running calendar near Isle of Wight 2026-2027

Join Rhino Run on the River Thames at Wraysbury near Egham to support the save the rhino cause, with some proceeds donated. Pick 5k up to marathon or ultramarathon, or tackle a six hour challenge and enjoy club facilities.

Join the Penshurst Village Cross Country Run on Sunday 4 January 2026 for a scenic 5 mile challenge through village trails. Choose the solo 5 mile or race with your dog in the canicross 5 mile for a fun winter outing.

Test your navigation in a 60 minute score at Tilgate Golf Course on Thursday 8 January. Low entry fees, junior discounts and optional chip hire make it perfect for newcomers and seasoned runners, with juniors able to enter free using a code..

Country to Capital is a 43 mile ultramarathon from Wendover to Little Venice, London, blending country trails, roads and a canal towpath into the city. GPS tracking and checkpoints guide runners to a lively canal side finish.

Run under the stars at Denbies Wine Estate on rolling, muddy trails in the Dark Skies Surrey Hills night trail. Routes for adults and kids and proceeds support Dorking Area Food Bank. Bring a head torch for an atmospheric off road run.

Hit the Surrey Hills for G3 no.1 at Newlands Corner on 10 January 2026, with 10 km and 15 km trail routes across mud, rocks and forest. Expect hilly, technical terrain and stunning views for a true winter trail challenge.

Guided 30 mile trail run through the Surrey Hills from St Martha's Hill, taking in Denbies Wine Estate and the top of Box Hill. Led by an experienced ultra coach, this friendly group run promises an epic day on the North Downs Way for seaso..

Join the Chilli Flamingo Run at Xcel SPORTS HUB in Walton on Thames for a timed, multi lap trail race along the flat riverside towpath. Choose from 5 km to ultra distances, enjoy aid stations and same day results within a 7 hour limit.

Join the Winchester Trail Run near Winchester on 11 January 2026 with 21.4 km and 12.1 km routes on rolling tracks and tree lined paths with scenic views to Farley Mount. Chip timing, aid stations and a finisher medal make it a friendly, we..

Warm up your winter with the Winter Hot Chocolate Series, three cross country 5 mile races plus a kids 1 mile at Bramshill Plantation hosted at St Neot's School. Chip timing, free photos and tasty hot chocolate make this a fun family friend..

Join guided recce runs of the East Devon Round in early 2026, with experienced leaders covering different course sections and planned GPX routes to guide you. Free for East Devon Round entrants or a £3 donation for others; open to those age..

Kings Garn Gutter orienteering in the New Forest on Sunday 11 January offers runnable forest, streams and updated 1:10,000 maps. Courses range from short novice path events to long technical routes so all abilities can join.

Explore West Woods near Marlborough in a British Orienteering regional event offering courses for beginners to experienced orienteers across varied woodland terrain. Online entry only and parking is limited so book early.

Explore Hankley Common on a guided 10 km trail run that visits the Atlantic Wall and offers sweeping open views. Runs are led by a qualified coach in a friendly group, at sunset or by headtorch, with a chance of an alcohol free beer after.

Enjoy gravel trails through ancient woodland in the New Forest at Maverick New Forest Gravel on 17 January 2026. Choose from 22 km, 12 km or 6 km routes with scenic forests, wildlife and a friendly festival vibe.

Tackle a classic Box Hill fell race with a fully marked 12.8 km circular off road route and about 540 m of ascent, starting and finishing on Burford Spur. Enjoy challenging terrain, great views and competitive club racing under FRA rules.

Join the Tiaras & Tutus Orange Run on 17 January for distances from 5 km to ultra along a flat riverside towpath. Enjoy a flexible one hour start window, seven hour time limit and bespoke finisher medals in a fun, limited field event.

Run the South Downs Way from Heyshott to Arundel in a scenic point to point trail event on 18 January 2026. Choose a marathon or 15 mile off road route that finishes by Arundel Castle with river views and rolling downs.

Take on the Riverbank Rollick, a scenic 9.6 mile trail run along riverbanks, woodland and fields with about 80% off road and likely muddy January conditions. Finishers get a bespoke buff and a linkable metal medal in the Thornbury series.

Ryde Harriers host a three race cross country series at Smallbrook Stadium on 18 January, 15 February and 22 February 2026. Open to ages 15 plus with just 300 places, pre entry is recommended and runners should bring cross country spikes or..