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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 66 exciting races in the area. Check out our detailed list below to find your next local race.

August 2026
Aug
23
Su

The Big Pilgrimage

Trail Run 15 mi Marathon
Aug
23
Su

The Rusty Burner

Trail Run 5 km 10 km
Aug
23
Su

Bournemouth's Town to Trail

Trail Run 8 mi
September 2026
Sep
5
Sa

Jurassic Coast Ultra Run

Trail Run 30 mi
Sep
11-13
Fr - Su

Trailwalker

Trail Run 100 km
Monthly updates for Isle of Wight

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Sep
12-13
Sa - Su

Isle Of Wight Fell Race Series

Trail Run 4 km 12 km Half Marathon
Sep
12
Sa

Ventnor Horseshoe

Trail Run 12 km 8 mi
Sep
12
Sa

St Boniface Fell

Trail Run 4 km
Sep
13
Su

Wroxall Round

Trail Run Half Marathon
Sep
19
Sa

Hambledon Hilly

Trail Run 5 km 10 km 20 km
Sep
20
Su

BigSky Trails (AIR)

Trail Run 18 mi Marathon 50 km
Sep
20
Su

Something to Talk About

Trail Run 5 km
Sep
20
Su

The Purbeck Marathon

Trail Run 17 mi 27 mi
Sep
20
Su

Butser Hill Challenge

Trail Run 3 km 5 mi
Sep
27
Su

Nettlestone Road and Trail (RAT) Race

Trail Run 5 km 5 mi
October 2026
Oct
3
Sa

Run To The Sea - Bournemouth

Trail Run 50 km
Oct
3
Sa

The Maverick South Downs Trail

Trail Run 5 km 9 km ... Marathon 51 km
Oct
3
Sa

Phoenix Running - Wickham

Trail Run 3 mi
Oct
4
Su

Studland Stampede

Trail Run 12 km
November 2026
Nov
1
Su

Witterings Beach Run

Trail Run 5 km 10 km 15 km
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