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Trail Running Calendar near Southend-on-Sea 2026-2027

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Monthly updates for Southend-on-Sea

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Explore the top trail runs near Southend-on-Sea for 2026-2027! We've gathered 41 exciting races in the area. Check out our detailed list below to find your next local race.

January 2026
Jan
18
Su

Benfleet 15

Trail Run 15 mi
Jan
21
We

Essex Winter Midweek Series - Chelmsford

Urban Trail 3 km 5 km
Jan
21
We

Dark Horse Trail

Trail Run 5 mi
February 2026
Feb
4
We

Dark Rose - Great Waltham

Trail Run 6 mi
Feb
4
We

Essex Winter Midweek Series - Basildon

Urban Trail 40 min 60 min
Feb
7
Sa

Wivenhoe 5 Mile Trail Run

Trail Run 5 mi
Feb
8
Su

The Cold Norton Charity Winter 10K & Half Marathon Trail Event

Trail Run 10 km 13 mi
Feb
8
Su

Trifarm Winter 10k Trail Run

Trail Run 10 km
Feb
8
Su

Whitstable Harbour 5 Mile

Trail Run 5 km 5 mi
Feb
15
Su

Rayneing Medals Anniversary Challenge

Trail Run 5 km 10 km ... Marathon 6 hr
Feb
19
Th

KNC 18 - Mote Park

Trail Run 60 min
Feb
22
Su

St Peters Way Ultra

Trail Run 42 mi
Feb
22
Su

Hadleigh Legacy 10k

Trail Run 10 km
March 2026
Mar
8
Su

South Darenth & Horton Kirby 10K

Trail Run 10 km
Mar
15
Su

Sevenoaks Circular Challenge

Trail Run 15 mi 20 mi 30 mi
Mar
22
Su

Canterbury Riverside 10K

Trail Run 10 km
Mar
22
Su

Zach's Devil Steps Trail Run

Trail Run 4 mi 7 mi
Mar
29
Su

Run London Epping Forest Trail 10k

Trail Run 10 km
April 2026
Apr
1
We

Galloping Grind 10k Trail Run

Trail Run 10 km
Apr
18
Sa

Essex County Fell Championships

Trail Run 10 km