Brentwood

Trail Running Calendar near Brentwood 2026-2027

Explore the top trail runs near Brentwood for 2026-2027! We've gathered 108 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

September 2027

Thames Path Ultra Challenge

London | 20 mi from Brentwood

Trail Run 25 km 50 km ... 100 km 100 mi

Multi-distance Thames Path event on 11/12 Sept 2027 with supported rest stops, GPS tracking, camping and finishers kit.

Multi-distance Thames Path event on 11/12 Sept 2027 with supported rest stops, GPS tracking, camping and finishers kit.

The Fyfield Footpath 5K & 10K

Fyfield | 8 mi from Brentwood

Trail Run 5 km 10 km

Off-road 5 km and 10 km races in Fyfield, Essex supporting the local Scout Group with marshalled footpaths, tree-planting options and canine entries.

Off-road 5 km and 10 km races in Fyfield, Essex supporting the local Scout Group with marshalled footpaths, tree-planting options and canine entries.

Sandridge 10k

Sandridge | 28 mi from Brentwood

Trail Run 10 km

A 10 km trail run around Sandridge, St Albans, starting at Woodcock Hill on 12/09/2027 with entry listed at GBP 23.

A 10 km trail run around Sandridge, St Albans, starting at Woodcock Hill on 12/09/2027 with entry listed at GBP 23.

October 2027

Thames Meander Autumn

Richmond | 28 mi from Brentwood

Trail Run 10 km Half Marathon Marathon

Riverside out and back running event in Barnes along the Thames Path offering 10 km, half marathon and marathon distances with marshals and medical support.

Riverside out and back running event in Barnes along the Thames Path offering 10 km, half marathon and marathon distances with marshals and medical support.

Kent Downs 50 Ultra Challenge

Maidstone | 26 mi from Brentwood

Trail Run 10 km 25 km 50 km

Looped trail event from a Maidstone basecamp offering 50 km, 25 km and 10 km routes with staffed rest stops, GPS tracking, camping and shuttle transfers.

Looped trail event from a Maidstone basecamp offering 50 km, 25 km and 10 km routes with staffed rest stops, GPS tracking, camping and shuttle transfers.

Epping Forest Wildwood Trail Series

Epping Forest District | 8 mi from Brentwood

Trail Run 10 km Half Marathon

Trail runs in Epping Forest on 9 October 2027 offering 10K and half marathon routes through ancient woodland with chip timing and aid stations.

Trail runs in Epping Forest on 9 October 2027 offering 10K and half marathon routes through ancient woodland with chip timing and aid stations.

Titsey Trail 10K

Oxted | 28 mi from Brentwood

Trail Run 10 km

November 2027

Wimbledon Half Marathon

New Malden | 28 mi from Brentwood

Trail Run 10 km Half Marathon

Trail half marathon and 10K at Wimbledon Common on 21 November 2027 with chip timing, free photos, water stations and post-race goodies.

Trail half marathon and 10K at Wimbledon Common on 21 November 2027 with chip timing, free photos, water stations and post-race goodies.