Upper Woolhampton
Trail Running Calendar near Upper Woolhampton 2026-2027
Explore the top trail runs near Upper Woolhampton for 2026-2027! We've gathered 163 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
November 2026
A 7 hour Time Challenge along the River Thames with flexible distances, themed medals, goody bags and Krispy Kreme donuts at the finish.
Trail races at Mapledurham Estate in 2026 with 10K, 10 mile and half marathon courses across muddy paths, woods and estate roads and postrace refreshments.
Watlington XC 10k is a 10 km cross country fell run over the Ridgeway and Chiltern Hills for runners aged 16 and over, with pre-registration required and no entries on the day.
December 2026
A timed challenge along the River Thames in Staines offering distances from 5 km up to 50 km with a medal, bobble hat and on-course aid.
A winter trail marathon and half marathon across Salisbury Plain with marked routes, aid stations, chip timing and finisher medals.
A festive community run at Frimley Lodge Park on 6 December 2026 with a new mostly flat course, 5K and 1K Fun Run, Santa hats and medals.
Christmas themed timed run at Coate Water Country Park with 3.28 mile laps, oak medals and an aid station offering vegan and gluten free options.
Join a festive Christmas run along the flat Jubilee River. Choose your own distance in this 6-hour timed event on a scenic towpath. All finishers receive a bespoke festive medal.
A timed festive event on the Itchen Way in Winchester with flexible rock up start times, a measured out-and-back course, lap options up to ultramarathon distance, and a bespoke finisher medal.
A 10 km trail run on the Yattendon Estate at Renegade Brewery on December 24th, with a Canicross category, medal, pint cup and a mince pie for finishers.
Traditional 3.5 mile run from the Devils Punch Bowl Hotel across Hindhead commons via Gibbet Hill with chip timing and all profits to Holy Cross Hospital.
A seven hour Time Challenge on a signed Thames riverside loop where participants choose their distance and select a past event medal on finishing.
Trail event at Butlers Lands Farm with water crossings, Roman Walls and fields, offering 10K and 10 Mile options plus finish line mulled wine and mince pies.
Off-road races at Longmoor over dunes, water features and steep climbs with 5 mile and 10 mile options, medals for finishers and age-specific rules.
January 2027
A riverside 3.28 miles out-and-back event at Wraysbury offering distances from 5K to ultra and a six hour challenge, licensed by TRA and run under UKA rules.
A 7 hour time challenge on a signed River Thames loop offering distances from 3km to 50km, themed medals, distance pins, goody bags and on-course aid.