Trail Running calendar near Isle of Wight 2026-2027

Take on the Phoenix Centaur 100 Mile Ultra at Denbies Wine Estate, a flatish 1 mile off road loop with multiple distance options across the weekend. Enjoy central aid, chip timing and a Centaur medal and buckle for 100 mile finishers.

Run a marathon or half marathon at Denbies Wine Estate on 20 June 2026, tackling a scenic off road loop through the vineyards. Choose attended or virtual entry, enjoy chip timing and a collectible community medal while places remain limited..

Race to the King is a scenic trail ultramarathon on 20 June 2026 from West Dean Gardens, following the South Downs Way, Monarch's Way and coastal sections around Chichester Harbour with castle and sea views. Distances from 30 to 100 km with..

Join the Phoenix Hydra 75 Mile Ultra at Denbies Wine Estate in Dorking for a scenic 1 mile off road loop with chip timing and a staffed aid station. Distances run from 12 hour to 100 miles and all entrants receive a free memento.

The Midsummer Munro will take place in Walton on the Hill on Sunday 21 June 2026. You can run 13 miles.

Tackle scenic off road trails at The Martian Race on Horsell Common, with 2 km, 5 km, 10 km and 21 km options for all abilities. Volunteer run and charity focused, this popular event blends nature, challenge and community spirit.

Run the Seasons at Cowdray on 26 June offers scenic 5km and 10km routes plus kids and caniRun options across polo lawns, Cowdray Ruins and the South Downs. Finishers get unique stacking medals, free photos and a BBQ, bar and prize hampers.

Explore the North Downs on scenic, punchy trails from Cranleigh Showground on 27 June 2026. Routes from 5 km to a 50 km ultra wind through Winterfold, Hurtwood, Leith Hill and Ranmore Common for a challenging countryside adventure.

Run scenic off road trails through the Thames Valley at the RunThrough Marlow Trail Run, with 5K, 10K and half marathon options. Enjoy chip timing, a themed medal, free race photos and a lively event village with food and drinks.

Hit the South Downs for the Housedean Half and 10K, a scenic trail with sweeping views over Lewes and countryside. Well supported with water stations, chip timing and on site camping, it is ideal for runners seeking peaceful country miles.

Tackle the Hangers Way 50K, a point to point trail through Hampshire woodlands and rolling grassland, visiting picturesque villages like Selborne. Enjoy a fully signed route, a 9 hour cut off and option to plant a tree instead of a medal.

Enjoy a scenic, multi terrain 10k from Peacehaven across bridleways and the South Downs Way, finishing through Telscombe village. Junior fun run available and finishers get a bespoke medal, photos and post race refreshments.

Take a guided 10 km trail run around the dramatic Devil's Punchbowl, enjoying rolling hills and wide open views. Runs at sunset or by night with headtorches offer a social, coached group experience for fit trail runners.

Run along the scenic River Thames in a 7 hour timed event and choose your challenge from 3 km up to marathon, 50 km or ultra. Flat, well signed loops, aid stations and finisher medals with vegan goody bag options make this a welcoming day f..

Experience the Serpent Trail off road run from Petersfield with distances from 10 km to a 100 km ultra across sandy trails, heath and woodland. Camping, coach transfers to starts, a kids race, food and a bar make it a great weekend for runn..

Chiltern Ridge Half Marathon on 5 July 2026 is a scenic off road 21.1 km Ridgeway trail with 526 m ascent. Limited to 350 runners, this UTMB index race offers marked trails, on route aid and a finisher medal.

Enjoy the Bewl 15 and 5 Mile on 5 July 2026, scenic off road laps around Bewl Water with gentle climbs and lakeside views. Organised by Wadhurst Runners, the race supports the Air Ambulance and offers medals and t shirts.

Join a guided 10 km trail run through Thursley Common's heathland and famed boardwalk, enjoying wildlife and sweeping views. Group paced runs include dusk and night options with supplied headtorches.

Race to the Stones on 11 to 12 July 2026 offers 50 km and 100 km routes, nonstop or over two days. Run the Ridgeway past chalk figures and hill forts to a dramatic finish at the Avebury Standing Stones with pitstops and basecamp support.

Run scenic trails through ancient beech woodlands and chalk downs in the Chiltern Hills at the Maverick Chilterns Trail on Saturday 11 July 2026 in Princes Risborough. Choose from distances from 8 km up to a 50 km ultra for every level.