Trail races near Boston (2026-27)
Updated
15 trail races are coming up near Boston in the next 90 days; the next is Womp Romp on Saturday, October 24 in Norwell. 16 trail races are listed near Boston for the next 12 months.
All BostonMetroWest & Worcester (5)North Shore & Merrimack Valley (5)South Shore (5)Southern New Hampshire (1)
By date
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Reg. closed
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from $35Goes up Oct 23
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Powisset Farm Trail Run - Fall
Sun Oct 25 · 8:00 AM · Dover · South Shore
1.5 miles5K5.6 miles8.3 milesTrail
from $20 -
from $10Goes up Oct 24
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from $40
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from $35
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from $10
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from $15
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from $25Goes up Oct 24
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Upton 10.5K and Half Marathon Trail Race
Sun Nov 8 · 9:00 AM · Upton · MetroWest & Worcester
10KHalf marathonTrail
from $30 -
Trailblaze 5 Miler
Sat Nov 14 · 9:30 AM · Westford · North Shore & Merrimack Valley
1K2.5 miles5 milesTrail
from $15 -
Danvers 7 Miler and 4K
Sun Nov 15 · 9:00 AM · Danvers · North Shore & Merrimack Valley
4K7 milesTrail
from $30Goes up Nov 14 -
Gfrc Busa Bushwhack Trail Races
Sun Nov 15 · 9:00 AM · Framingham · MetroWest & Worcester
5.3 miles10 milesTrail
from $35Goes up Nov 14 -
28th Annual Novemberfest Race for the Nashua Children's Home
Sun Nov 22 · 11:33 AM · Nashua · Southern New Hampshire
4 milesTrail
from $25 -
from $25Goes up Nov 25
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Tortoise and the Hare Trail Races
Sat Mar 27 · 10:00 AM · Salisbury · North Shore & Merrimack Valley
5K10KTrail
from $25Goes up Dec 31
Quick answers
How many trail races are near Boston in the next 3 months?
15 trail races are listed near Boston between October 17 and January 15. The next is Womp Romp on Saturday, October 24 in Norwell.
What is the cheapest trail race near Boston right now?
Clocker Club 5k Fundraiser on October 25 has the lowest listed entry fee in the next 90 days: $10. Prices are before the registration platform's processing fee.
When does the next early-bird price end for trail races near Boston?
Pumpkin Pacer 5k @ White Barn Farm: the 5K goes from $35 to $50 after October 23. 6 more of these trail races publish a later price increase.
Are there trail races near Boston this weekend?
None are listed for October 17 to October 18. The next is Womp Romp on Saturday, October 24 in Norwell.