Trail Running calendar near Aylesbury 2025-2026

Night street orienteering in Colchester on 17 December from the Berechurch Arms. Choose a 3.4 km short or 5.4 km long course, use MapRun or printed maps and hunt controls by torchlight for a fun, technical evening.

Take on a 6 mile self navigation night trail where a written route leads to a secret stop with a cryptic clue for time bonuses. Spot Santas and chocolate, enjoy a refreshment, and bring a head torch, hi viz and phone.

Join the 12 Drummers Drumming Run on 18 December 2025 at Pengethley Manor, Ross on Wye for off road laps through vineyards with a cheeky hill each circuit. Pick a distance from 5k to ultra and enjoy a friendly walkers and runners vibe.

Run the festive Christmas Jubilee River Run 2025, a pop up six hour event on a flat 5.24 mile out and back along the Jubilee River with views toward Windsor Castle. Places are limited and every finisher receives a bespoke medal.

Christmas Canter on 20 December 2025 at Suffolk Running Centre offers distances from 5k to ultra on scenic rolling roads near Bury St Edmunds with a festive vibe. Expect challenging hills, aid stations and included parking; bring your own b..

A seasonal 12 km trail run from the Voodoo Keller Bar in Chelmsford that stops at the Chelmsford Brew Co tap room for a brewery drink and a breather. Enjoy a Santa hat, drinks, crisps and a Christmas medal on this social non competitive fes..

Winter Wanderlust 50km on 21 December 2025 takes you along the scenic North Downs Way from Detling to Wye with about 1,000 m of climbing. Expect varied chalk country terrain, live tracking and hearty checkpoints to keep you going.

Experience the Elves 11ish Trail, a narrative 11 Elvish mile loop between Maldon and Mundon that is mostly off road with varied terrain. Navigate by written instructions, enjoy a checkpoint and finishers get a medal, snacks and hot drink.

Enjoy the Soup Run, a friendly 6 mile multi terrain social run on hilly trails around Bembridge, starting and finishing at the community centre. Entry includes a souvenir, warming soup and roll and a prize draw ticket.

Celebrate early with The Early Christmas Present, a timed loop along the peaceful Stroud Waterways canal where you can run from 5k up to ultra on flat towpath. Limited places, bespoke finisher memento and virtual entry available.

The Die Hard Christmas Marathon and Half Marathon is a festive running event taking place on December 24, 2025, at Caldecotte Lake in Milton Keynes. Participants can choose between a full marathon, consisting of 7.5 scenic laps, or a half m..

Join the Santa Claws 10km, a festive winter multi terrain cross country run at Renegade Brewery on the Yattendon Estate on 24 December. Expect muddier trails than the summer event, a canicross option and a finisher medal plus a beer or alco..

Join the Christmas Day Cracker Run, a friendly 7 hour time challenge along the Thames at Wraysbury. Run as many laps as you like from a short 3 km up to marathon and ultra distances, then celebrate with a festive goody bag and medal.

Runners v Riders is back on 26 December 2025 at Friday Woods, Colchester, where runners and cyclists go head to head for the historic Markham Cup. Expect a festive, muddy off road battle of about 3.5 miles with limited entry and on the day..

Finish the Crown to Crown series with a festive off road 5 km through bridleways and Willow Park on Boxing Day 2025. Scenic trail loop finishes by the Miller & Carter Crown pub with marshals and on course first aid.

Take on the 7 Sins and Immortal trail runs at Wenchford Picnic Site, a hilly, muddy winter course where 7 or 14 miles test your legs and grit. Canicross waves welcome, so come prepared for wet, icy and steep trails.

Winter X is a scenic trail run through the Meon Valley and sections of the South Downs Way, offering distances of 10 km, 30 km, 50 km and 70 km to suit all endurance levels. Expect marked trails, stocked checkpoints, chip timing and a frien..

Join the Layer Twixmas Trail on 28 December in Layer de la Haye for a self navigated 5 to 6 mile festive run with written route notes on the day. Entry includes a Twix, hot drink and cake, there is a prize for best festive outfit and dogs a..

Join a scenic 10 mile cross country in Hainault Forest on 28 December 2025, three undulating laps from Chigwell Row. Run in tribute to charity and enjoy a festive post Christmas challenge with entries open.

Tackle an undulating winter cross country on Sunday 28 December 2025 at Acresford Sand and Gravel in Huncote, featuring Croft Hill and a stream for a scenic but testing 10K. Junior one and two lap races share the same start and finish.