Trail Running calendar near Winchester 2026-2027

We have found 499 Trailruns within 80 miles of Winchester. See below where and when you can find the races.

A winter ultra around Bristol along the Community Forest Path, offered as a 45-mile full loop or 30-mile partial loop run anti-clockwise. The event is self-navigated with GPX files, checkpoints, chip timing and mandatory kit requirements.

The Imber Ultra is an annual trail run of just over 33 miles organised by Avon Valley Runners and the Rotary Club of Westbury, with route details, checkpoints, results and photos provided by the organisers.

A mixed-terrain out-and-back event on the Milford on Sea coastal path with 5.3 km laps, coastal views and options from 5K up to ultra-marathon. Facilities include aid tables, on-course toilets and medals for lap finishers.

Trail races from Larmer Tree Gardens take runners around the Rushmore Estate with distances from a fun mile to a marathon. Courses pass chalk valleys and woodlands and include multiple feed stations and event medals.

Experience the iconic Jurassic Coast on this unique trail run from Swanage to Corfe Castle, featuring scenic chalk paths and a vintage steam train journey back to the start.

Celebrate International Women’s Day with an all female trail run at the beautiful Culden Faw Estate. Choose from three distances featuring rolling hills and woodland paths in an inclusive environment.

A short out and back carrying race on The Nower in Dorking with a 380 m course and 15 m ascent. Adult pairs follow a weigh in and helmet rules; prizes include a barrel of local ale and novelty awards.

A 13.1 mile cross-country trail from Dorking to Leith Hill Tower and back, with about 1,800 ft of ascent. Entry includes water stations, a personalised number, a reusable medal, post-race beer and a cooked breakfast.

Twelve consecutive days of timed riverside running in Walton on Thames with multiple distance options, collectible daily lantern medals, finishers shirts, and a Double-Down option to run two half marathons each day.

A 50 km trail ultra from Stonor Park through the Chilterns, run over two 25 km loops with 4000 ft of climb, five aid stations, full medical support and a 9 hour cut off. Medals to finishers and prizes by overall and age category.

Looped trail events from Bath Racecourse on 28 March 2026 offering 50 km, 29 km and 10 km routes with GPS tracking, covered rest stops, medical support and categories for walkers, competitive runners and solo starters.

Trail races on the South Downs Way on 20 March 2027 with 50 mile, 50 km and marathon options, marked courses, aid stations and coach transport between finish and start.

Trail races around Stansted House take runners through South Downs scenery with wooded sections, open fields and views of the historic house; multiple distances are offered and all finishers receive a metal medal and a gift.

Five days of timed running on certified River Thames routes in Walton on Thames, with flexible lap choices from 5 km to ultra distances, daily time limits, aid station, multi-day Lantern medals and finisher t-shirts.

Trail event in Hurn Forest offering distances from 5K up to ultra marathon on a 5.3 km out and back lap. Aid and drinks are available at lap start and finish and 20% of entry fees go to Forestry England.

April 2027

Riverside mixed terrain half marathon, 10K and junior race on 10 April 2027 at Remenham Farm in Henley on Thames. Marked kilometres, lap formats vary by distance, and entries include a themed medal and chip timing.

May 2027

Multiple trail race distances in the Stroud area using towpaths, disused railway tracks and Cotswold hills, with a route that ascends to Selsley Common for wide valley views. Water, marshals and first aid are provided on course.

June 2027

A Star Wars 50th Anniversary weekend on 5 and 6 June 2027 at Caldecotte, Milton Keynes featuring marathon and half marathon races around Caldecotte Lake, unique finisher medals, on-course water and toilets, and time limits for each race.

September 2027

On 4 September 2027 at Remenham Farm, Henley-on-Thames, a mixed-terrain half marathon, 10K and junior race follow a riverbank trail with kilometre markers, chip timing and on-course marshals for guidance.

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