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Trail Running Calendar near Isle of Wight 2026-2027

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Explore the top trail runs near Isle of Wight for 2026-2027! We've gathered 70 exciting races in the area. Check out our detailed list below to find your next local race.

November 2026
Nov
15
Su

Southampton Half Marathon MoRun

Trail Run 5 km 10 km Half Marathon
Nov
15
Su

Roly's Run

Trail Run 16 mi 22 mi 41 mi
Nov
21
Sa

The Tunnel Marathon - Portsmouth

Trail Run 26 mi
Nov
21
Sa

Dark Valley, Night Trails

Trail Run 10 km 20 km 30 km
Nov
22
Su

New Forest Stinger

Trail Run 10 mi
Monthly updates for Isle of Wight

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December 2026
Dec
5
Sa

Bournemouth Coastal TEN

Trail Run 10 km 10 mi
Dec
5
Sa

Endurancelife | Dorset

Trail Run 7 mi 13 mi 26 mi 32 mi
Dec
6
Su

New Forest Xmas Trails

Trail Run 15 km 30 km Marathon 50 km
Dec
6
Su

Moors Valley Festive Trail Runs - Ashley Heath

Trail Run 5 km 10 km
Dec
12
Sa

Phoenix Running - Wickham

Trail Run 5 km
Dec
13
Su

Chilly Hilly

Trail Run 10 mi
Dec
20
Su

Portsmouth Coastal Waterside Marathon Events

Road Race Trail Run 12 km Half Marathon Marathon
Dec
27
Su

PJC Pub 2 Pub Charity Run

Road Race Trail Run 10 km
Dec
28
Mo

Winter X

Trail Run 10 km 32 km 52 km 73 km
January 2027
Jan
10
Su

Winchester Trail Run

Trail Run 12 km Half Marathon
Jan
16
Sa

The Maverick New Forest Gravel

Trail Run 6 km 12 km 22 km
Jan
24
Su

Moors Valley Wildwood Half Marathon Trail

Trail Run 11 km 13 mi
Jan
30
Sa

QE Country Park Trail Run

Trail Run 8 km 15 km 22 km
Jan
30
Sa

Starburster

Trail Run 5 mi 10 mi
February 2027
Feb
6
Sa

Hibernal Hills

Trail Run 20 mi 50 km 50 mi
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