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Trail Running Calendar near Aylesbury 2025-2026

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Explore the top trail runs near Aylesbury for 2025-2026! We've gathered 77 exciting races in the area. Check out our detailed list below to find your next local race.

March 2026
Mar
24
Tuesday

Elephant Challenge - Harwell

Trail Run 3 mi
Mar
28
Saturday

Run the Wild Half Marathon - Spring Edition

Trail Run 21 km
April 2026
Apr
11
Saturday

Henley River Half Marathon

Trail Run 10 km 13 mi
Apr
18
Saturday

Windsor 50 Ultra Challenge

Trail Run 10 km 25 km 50 km
Apr
18
Saturday

Chiltern Ridge Classic 50k

Trail Run 50 km
Apr
22
Wednesday

Thames Ring 250

Trail Run 256 mi
May 2026
May
3
Sunday

Rapid Relays

Trail Run 5 km 10 km
May
9
Saturday

Chiltern Hills 100K

Trail Run 100 km
May
30
Saturday

Beat the Sunset 50km

Trail Run 50 km
May
30
Saturday

The Ridgeway Challenge

Trail Run 139 km
June 2026
Jun
20
Saturday

Three Shires Way Ultra & Marathon

Trail Run 42 km 50 mi
Jun
21
Sunday

Dunstable Downs Half Marathon

Trail Run 21 km
Jun
28
Sunday

Marlow Trail Run

Trail Run 5 km 10 km 13 mi
July 2026
Jul
26
Sunday

Maidenhead Trail Run

Trail Run 5 km 10 km 13 mi
August 2026
Aug
30
Sunday

Windsor Trail Run

Trail Run 10 km 13 mi
September 2026
Sep
5
Saturday

Henley River Half Marathon

Trail Run 10 km 13 mi
November 2026
Nov
8
Sunday

Windsor Trail Run

Trail Run 10 km 13 mi
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