Trail Running Calendar South East (England) 2025-2026

Challenge your navigation at Uckfield KNC on Thursday 23 October. Join Southdowns Orienteers for a 60 minute score orienteering event with limited places and fun for juniors and seniors.

Thames Trail Ultra is a scenic 47 mile run from Iffley to Henley along the Thames Path and Ridgeway with riverside and country trails. Waymarked route, tracking and checkpoints create a friendly but testing day for seasoned runners.

The Beachy Head Marathon is one of the largest off-road marathons in the UK, renowned for its stunning and challenging course through the South Downs National Park. Formerly known as the Seven Sisters Marathon, it attracts runners, joggers,..

Choose your distance on the day from 7 km up to a 40 mile ultra on scenic mixed trail and road loops around Chalfont Park. Drop bags, pacers and crew are welcome and there is an aid station plus a trained medic on site for support.

Trail Run Canterbury is a Canterbury-based trail and multi-terrain running event anchored at St Edmund’s School on St Thomas Hill. It offers three distances: 5.5, 10 and 20 miles. The route winds along trails around the edge of Canterbury,..

Thames Path Trail Run : Windsor Racecourse, 26 October 2025 The Thames Path Trail Run takes place at Windsor Racecourse on 26 October 2025. The route follows sections of the Thames and nearby countryside. Distances offered: 21km 16km No do..

Join Plough and Harroween, a 5 mile Halloween night trail through Friston Forest on 31 October, starting and finishing at the Plough and Harrow in Litlington. Fancy dress, head torch and trail shoes required; medals, prizes and a pub drink..

Run under the stars at The Maverick Dark Hampshire in Alice Holt Forest on 1 November 2025, tackling 5 km laps along tree lined forest tracks with 5, 10 and 15 km options. Expect aid stations, chip timing, event photos and a metal finishers..

The Wendover Woods Marathon, Half Marathon & 10k is a scenic autumn trail running event held in Wendover Woods, Buckinghamshire. The race features multi-terrain, hilly courses with significant climbs, making it a challenging yet rewarding e..

Enigma Fireworks is a running event taking place on November 7th and 8th, 2025, at Caldecotte Lake in Milton Keynes. The event features both a marathon and a half marathon on each day, with participants completing scenic laps around the lak..

Big Night Out Winchester is a torchlit trail run on the South Downs from Winchester Athletics Track with 12 km and 22 km options. Run by headtorch along ridges and rivers and opt to have a tree planted instead of a finishers medal.

Tackle a 50 km ultra linking five classic long distance trails or choose a half marathon through chalk downland and woodland near Graffham. Enjoy stunning views, stocked checkpoints, SportIdent timing and an eco wood finisher medal.

Event overview The South Downs Trail Run takes place on Saturday 8th November 2025 at Goodwood Racecourse, Chichester (PO18 0PS). The route runs within the South Downs National Park and offers distant views of the North Downs, Chichester Ha..

The SATURN Remembrance Day Run 2025 - South is a commemorative running event held at Wraysbury Skiff & Punting Club, Egham, along the scenic River Thames. Participants can run a flexible distance within a 6 hour and 32-minute timed challeng..

The Remembrance Day Run - South, hosted by Saturn Running, takes place in Surrey at the Wraysbury Skiff and Punting Club along the scenic River Thames in Egham. This 7-hour time challenge allows participants to run multiple laps of a 4.37-m..

Join the Southampton MoRun on 9 November 2025 at Southampton Common to support Movember and men's health. Choose 1.5k, 5k, 10k or the half marathon and enjoy a medal, headband and post race treats.

Run a scenic half marathon along the Grand Union Canal from Cowley Recreation Ground to Cassiobury Park, featuring country trails and woodland paths. Chip timing, a finisher medal and on course refreshments make this a rewarding challenge.

Event overview The New Forest Central Trail Run takes place on Saturday 15 November 2025 at Roundhill Campsite, New Forest, Beaulieu Road, Brockenhurst SO42 7QL. Distances offered are: 22km : elevation +185 m 17km : elevation +123 m 10km :..

Explore the woods around Slindon with South Downs Orienteers on Saturday 15 November, with multiple courses to suit all abilities. Juniors can enter free with a special code; contact the organiser if you need one.

Join SE Champs Weekend on 15 and 16 November for night and middle orienteering in a largely new area beside Britty Wood, open to all abilities. Expect tough championship courses, friendly atmosphere and on site toilets and refreshments.