Trail Running calendar near Whitstable 2026-2027

We have found 283 Trailruns within 80 miles of Whitstable. See below where and when you can find the races.

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.

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.

Join the STAR Backyard Holmbury St Mary three hour trail challenge on 23 January 2026 and see how many 5 km laps you can complete around Holmbury Hill. A headtorch is required and entry includes a warm bowl of chilli or curry.

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.

Pick your distance on the day at Running Tribe Races in Chalfont St Peter and tackle looped trails through woods and footpaths. Distances from 7 km up to marathon and ultra are offered, with an aid station serving food and drinks.

Take on the Ashdown Forest 10 and 5 Mile on 25 January 2026 at Pippingford Park, a scenic trail run through rolling forest terrain with rewarding climbs and wide open views. Free parking, medals for all and cash prizes for podium finishers..

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.

The Trail des 2 Baies (D2B) will take place in Le Touquet-Paris-Plage on Sunday 25 January 2026. You can run between 24 and 40 kilometers.

UTMB Index

Enjoy a scenic 8.5 km trail loop around Northiam, passing Great Dixter, rolling fields and woodland and a final uphill to the village hall. With just 60 places, marshals on course and tea and cake after, this intimate winter race is a delig..

G3 no.2 brings a friendly winter race to Hound House Road, Surrey on Saturday 31 January 2026. Pick a 10 km or 15 km route and enjoy clear signage, field parking and a welcoming series atmosphere.

February 2026

Run a scenic 10K in historic Lavenham, following an old railway line through woods, streams and quiet country roads with possibly splashy winter underfoot. Finisher medals and podium trophies for the top three men and women.

Run a 48 mile point to point ultramarathon along the scenic Peddars Way from Knettishall Heath to Holme next the Sea on 1 February 2026. Enjoy remote rural paths, on course support and a bespoke wooden finishers medal.

Run through Bedgebury National Pinetum on undulating pine forest trails with 10 mile, 5 mile and junior options on 1 February 2026. Enjoy bespoke medals, free photos, trophies and easy parking by GoApe for a winter trail challenge.

The 6 Miles de Pont de Briques will take place in Saint-Étienne-au-Mont on Sunday 1 February 2026. You can run 10 kilometers.

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.

The Dark Rose is a captivating night trail run of about 5.5 miles from the Rose and Crown in Great Waltham, held as a self navigation challenge. Limited to 75 entrants, the event finishes with a warming post race meal.

The Pilgrim Challenge will take place in Farnham from Saturday 7 February 2026 to Sunday 8 February 2026. You can run 66 miles.