Trail Running calendar near Oxford 2025-2026

Run the South Downs Way from Heyshott to Arundel Lido on 18 January 2026, choosing either a marathon or a scenic 15 Mile route. Expect muddy winter trails, river views and a friendly finish with coach transfer back to the start.

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.

The Envious Run at Pengethley Manor in Ross on Wye is an offroad lap race through vineyards and rolling hills, part of the 7 Deadly Sins series. Distances from 5k to ultra welcome runners and walkers and virtual entries are available.

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..

Join the Red Robin Run at Southwater Park on Sunday 18 January 2026 for a timed, flat trail challenge on the Downs Link where you can choose 5k to ultra distances on the day. Enjoy a festive Red Robin finisher medal and limited places.

Explore Pippingford Park at this orienteering event on Sunday 18 January 2026, with courses for beginners, juniors and experienced navigators. Register online by 17 January to secure your place.

Run orienteering in Micheldever Forest on Sunday 18 January with an updated ISOM map and courses for all abilities. EMIT eCards, parking on forest tracks, toilets and nearby pubs make it a convenient winter forest adventure.

Join Essex Winter Midweek Series No 7 for night street orienteering in Chelmsford using MapRun, part of the ten event series where your best six count. Bring a head or hand torch and wear high visibility clothing; under 16s need an adult.

Join the Dark Horse Trail on 21 January 2026 for a 5 mile self navigated run around Galleywood Common, starting and finishing at the Horse and Groom pub. Limited to 60 places, entry includes a sausage or veggie burger with chips.

Join Esher Street O, part of the Winter Street O Series by Mole Valley Orienteering Club, at The Wheatsheaf in Esher. Choose a 60 or 40 minute score course with MapRun and relax with food and after the race refreshments at the pub.

Take on a three hour nighttime trail at Holmbury St Mary and rack up as many 5 km laps as you can by headtorch. Entry includes a bowl of chilli or curry and prizes for the first finishers.

Brutal at Bagshot on 24 January 2026 is a gritty, hilly off road challenge on the Army Alpine circuit with bogs, knee to waist deep water holes and twisting, zigzag climbs. Pick a 5 km single lap or test yourself over two laps for 10 km.

Huffin Puffin Run on 24 Jan 2026 at Xcel SPORTS HUB, Walton on Thames. Flat 5.3 km riverside loop with distances from 5 km to ultra; lap as you like within the time limit and enjoy aid stations and digital results.

Choose your distance on the day and tackle scenic looped courses through woods and trails around Chalfont St Peter, with pacers welcome and a trained medic on standby. Distances from 7k to ultra are offered and top three finishers earn meda..

Explore marked trails around Stonehenge in a friendly untimed event for walkers and runners, from 5 km to 40 km. Half the proceeds go to Salisbury Hospice and local athletics. Places are limited and it is cupless so bring your own cup.

Tackle scenic trails through Ashdown Forest with 5 and 10 mile options on 25 January 2026 at Pippingford Park Manor. Expect rolling climbs, bespoke medals, podium cash prizes and free parking for a rewarding winter trail challenge.

Choose a half marathon or 10K through Moors Valley woodlands with muddy trails, steep climbs and chances to spot deer and birds of prey. Finishers get a wooden medal and the course is fully supported and timed.

Take to flat, scenic trails through Alexandra Gardens beside Windsor Castle with chip timing and friendly post race goodies. Choose 10K or half marathon, enjoy well marked routes, free photos and an event village for food and drinks.

Tackle trails, paths and a signature hill across two round Dirt Run events at Irchester and Brigstock. Choose from shorter races up to 15 km, enjoy marshalled routes, water stations and a custom finisher medal for each round.

Tackle the wild trails of May Hill with muddy climbs and an open summit offering panoramic views. Pick the shorter course or the longer Mayhem loop, or join the canicross for a lively weekend of cross country fun.