Trail Running calendar near Winchester 2025-2026

Join the Grand National 10 km trail in Findon on 19 April 2026 across the South Downs during Grand National weekend. Family friendly races include canicross, 5 miles and kids runs with bespoke medals, costumes and proceeds to local causes.

The Thames Ring Series is a multi distance trail event from Streatley on Thames, featuring the roughly 250 mile Thames Ring 250 counterclockwise loop along canals and towpaths. Scenic and largely flat, it takes place 22 to 26 April 2026.

The Bath Beat showcases scenic running and walking from Bath into Cotswolds countryside, with distances from 12.5 to 26.5 miles. Checkpoints serve homemade cakes, long routes offer hot meals, and finishers get a medal and warm welcome.

Run the Butcombe Trail Ultra on 25 April 2026 across the Mendip Hills AONB, with 50 mile and 50 km self navigated routes that visit six pubs and serve as UTMB qualifiers. Rugged off road trails, stunning views and friendly club support.

Join the Ale Trail, a 15 mile sponsored fun run through scenic countryside around Alfriston on 26 April 2026, with just 50 places for a sociable challenge. Start and finish at Ye Olde Smugglers Inne with checkpoints offering beer tokens and..

Event overview The Chase Trail Run 2026 is part of the Garmin UK Trail Running Festival on 26th April 2026. The event takes place at St Giles House, Wimborne St Giles, BH21 5NA and is organised by ORA Events Limited. Entries close on 22nd A..

Test your navigation skills at The Drop Winchester, a point to point challenge where you are driven blindfolded to a mystery drop and must find your own way back to HQ. Choose 10 or 15 mile routes and surrender devices for a true adventure.

Run through carpeted bluebell woods and rolling South Downs at the Angmering Bluebell Trail Run. Choose 10 km or 10 miles on scenic off road routes, enjoy countryside views, a bespoke medal and race photos.

Join Bolt Round the Holt at Alice Holt Forest for scenic trail runs from 1k junior to half marathon while supporting GUTS and early detection of bowel cancer. Enjoy forest views, bespoke medals and a family oriented race day.

Join NOT the London Marathon Run 2026 on Sunday 26 April in Walton on Thames for a flat, certified lap course along the riverside towpath. Choose marathon, half or a 7 hour timed challenge, enjoy flexible starts and a commemorative medal.

Run through woods carpeted with bluebells in the Chiltern Hills with Run The Wild at the Bluebell 10km on 26 April 2026. Grouped by ability with on route coaching, the spring trail offers guided support and scenic views. Spaces are limited.

Run a scenic 7 hour timed challenge along the River Thames at Wraysbury on Friday 1 May 2026 and choose your distance from 3 km to ultra. Friendly aid, medals and goody bags make this intimate 300 runner event ideal for PBs or relaxed miles..

Run, jog or walk the stunning Isle of Wight coastal path in distances from 10 miles to 106 km, passing the Needles, Cowes and Ventnor. Fully signed route with food, medical support, camping and medals for finishers.

Take on the Thames Path 100, a scenic 100 mile point to point from Richmond to Oxford with a finish on Oxford University grounds. Riverside trails, aid stations and a 30 hour time limit make for a classic endurance challenge.

Join a guided, non competitive 30 mile ultra around Surrey's North Downs and Greensand Way, tackling iconic climbs like Leith Hill and Box Hill. Ideal for first time ultra runners seeking scenic trails with experienced group support.

Join the Mid Sussex Marathon Weekend, a three day running series through East Grinstead, Haywards Heath and Burgess Hill with undulating multi terrain routes combining into a full marathon. Family friendly races welcome all abilities.

Run Silchester invites runners to scenic trail routes around Roman walls, past a 12th century church and through ancient woodland. Choose 2.5, 5 or 7 miles, collect a new medal and enjoy a community event supporting the local food pantry.

Discover the Cotswolds with Tempo Trail Races on 3 May 2026, offering scenic trail distances from 10K up to a new 50K and a 100 km ultra. Choose your challenge and soak up friendly club vibes and beautiful countryside.

Join the Rapid Relays at Culden Faw Estate for solo or team relays, 5K and 10K sunrise runs, plus downhill time trial challenges. Chip timed with live splits, scenic woodland trails and free parking make it perfect for teams and supporters.

Run the Three Forts Challenge on the scenic South Downs on 3 May 2026, following rolling chalk and flint trails with some technical sections and fantastic views. Choose marathon, half or 5 mile routes with strong marshal support and proceed..