Trail Running calendar near Princes Risborough 2026-2027

We have found 473 Trailruns within 80 miles of Princes Risborough. See below where and when you can find the races.

Town and Country Harriers is a friendly Bristol based off road club that meets most Thursdays, usually starting and finishing at a local pub. Trails range from city paths to the Mendips and Cotswolds and all who can run 4 to 5 miles are wel..

Run beneath the tree canopy on traffic free woodland trails at Bedgebury Forest, choosing a half marathon or 10K for a scenic, peaceful race experience. Expect a bespoke medal, free photos and a welcoming atmosphere among towering pines.

Halloween 7in7 at Pengethley Manor, Ross on Wye offers seven consecutive days of off road laps through vineyards and a hill, with distances from 5k to ultra. Walk or run any day or go virtual and collect seven themed medals.

Join the Witches Whisk at Pengethley Manor for a spooky Halloween trail across 2.5 km laps through vineyards and rolling offroad terrain. Pick 5k to ultra distances, ideal for runners or walkers after a fun seasonal challenge.

Celebrate Halloween at Pengethley Manor with the Scary Scamper, an offroad multi lap course winding through vineyards and hill sections on the manor grounds. Distances from 5k to ultra welcome runners and walkers with a 7 hour time limit.

The Creepy Crawl is an offroad run through Pengethley Manor's vineyards with a hill each lap, offering distances from 5k to ultra and open to all. Pick your distance, finish within 7 hours and earn an onsite or virtual medal.

Join the Ghostly Gallop at Pengethley Manor on 22 October 2026 for a spooky offroad challenge through vineyards and rolling hills. Choose distances from 5k to ultra with in person or virtual entries and Halloween themed medals.

Join the Petrified Pootle, a Halloween off road run at Pengethley Manor offering distances from 5k to ultra for walkers and runners. Tackle hilly vineyard trails, soak up the spooky vibe and earn a finisher medal or run virtually.

Thames Trail Ultra on 24 October 2026 is a scenic 47 mile point to point run from Iffley near Oxford to Henley on Thames along the Thames Path and Ridgeway. Riverside trails, checkpoint support and live GPS tracking make for a classic autum..

UTMB Index

Join the Spooky Sprint at Pengethley Manor, Ross on Wye on 24 October 2026 for a tough offroad Halloween race through two vineyards. Choose on course or virtual options from 5k up to ultra and enjoy a scenic, challenging looped course.

Stort30 is a scenic 30 mile out and back ultramarathon along the River Stort and Lee navigations on the Hertfordshire and Essex border. Mostly flat riverside trails with aid stations and medals make this a friendly ultrarunning challenge.

Join the Halloween Zombie Shuffle at Pengethley Manor on 25 October 2026 for off road fun through vineyards and hills. Choose a 5k to ultra, walk or run on a looped course with a 7 hour time limit and a virtual entry option.

Join Zig Zag Running at Ferry Meadows for Pumpkin Plod, a 4 or 6 hour timed loop to log road or ultra distances on a scenic 5.3 km mixed terrain lap. Water each lap, a finisher medal and virtual entry make this a flexible autumn challenge.

Experience Irchester Spooktacular, a Halloween night time run through woodland trails with 5k and 2k family options. Fancy dress, themed marshals, medals, Halloween treats and free photos make it a spooky family favorite.

Chiltern Ridge Winter 50K, Saturday 31 October 2026, is a single loop trail from Berkhamsted through Ashridge and the Ridgeway with about 800 m of climbing. A UTMB index event ideal for experienced trail runners seeking scenic winter trails..

UTMB Index

Experience a night gravel run through Alice Holt Forest on Saturday 31 October 2026, choosing 5, 10 or 15 km laps guided by headtorch. Enjoy fully marked trails, on course snacks and a metal finisher medal in an atmospheric woodland event.

Join a devilish 6.66 km Halloween trail at Brewery Fields, Great Baddow on 31 October, a fun fancy dress event rather than a race. Limited to 50 places, finishers get a medal, drink and costume prizes and a GPX route is provided.

November 2026

Run the Wendover Woods Marathon, Half, 10k or Junior 1k through autumnal forest trails. Expect a scenic but hilly multi terrain challenge with bespoke medals, free photos and on site facilities.

Tackle the Apocalypse Run, a rugged 10 mile trail through Stonehouse with a stiff opening climb and muddy, undulating terrain. Canicross runners welcome and all finishers get a medal for braving the off road challenge.

Tunnel Vision is a 5 mile out and back that sends runners through the atmospheric Oxendon Tunnel with mood lighting. Pick a Night or Dawn run, earn interlocking medals and support local foodbanks.