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Trail Running Calendar near Boston 2026-2027

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Explore the top trail runs near Boston for 2026-2027! We've gathered 10 exciting races in the area. Check out our detailed list below to find your next local race.

October 2026
Oct
4
Su

Phoenix Running - Peterborough

Road Race Trail Run Backyard Ultra 5 km 10 km Half Marathon Marathon
November 2026
Nov
1
Su

The Three River Challenge

Road Race Trail Run 15 mi
December 2026
Dec
6
Su

Bauble Bimble

Trail Run 5 km 10 km Half Marathon Marathon
Dec
27
Su

10k Rauceby Estate Run

Trail Run 10 km
January 2027
Jan
23
Sa

OMG (One Mile 2 Go) Run

Trail Run 5 km 10 km ... Marathon 48 km
Monthly updates for Boston

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April 2027
Apr
18
Su

Phoenix Running - Peterborough

Road Race Trail Run Backyard Ultra 5 km 10 km Half Marathon Marathon
May 2027
May
22-23
Sa - Su

Grim Reaper Running Festival

Trail Run 10 mi 40 mi 70 mi 100 mi
June 2027
Jun
11
Fr

Run Sandringham 10K

Trail Run 10 km
July 2027
Jul
11
Su

Norfolk Festival Of Running

Trail Run 5 km 10 km ... Half Marathon Marathon
Jul
18
Su

Revesby Running Festival

Trail Run 5 km 10 km Half Marathon
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