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Fall trail races near NYC (2026)
20 trail races on the calendar from September to November, starting with Suffolk County Marathon on Saturday October 17. 11 of them publish an upcoming price increase, so signing up early saves money.
All fall races5K races (171)10K races (32)Half marathons (25)Marathons (4)Trail races (20)
By date
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Suffolk County Marathon
Sat Oct 17 · 9:00 AM · BAY SHORE · Long Island
1K5K9.3 miles16.2 miles29.3 milesTrail
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from $30Goes up Oct 17
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from $35
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Mayor's Challenge 5K + 1 Mile Costume Fun Run
Sat Oct 24 · 3:30 PM · Red Bank · New Jersey
1 mile5KTrail
from $25 -
Fall Run The Farm
Sun Oct 25 · 8:30 AM · Katonah · Westchester & Hudson Valley
1.1 miles5 milesTrail
from $24Goes up Oct 24 -
Usatf New Jersey Association Open & Masters 8K Cross Country Championship
Sun Oct 25 · 9:30 AM · Peapack · New Jersey
8KTrail
from $20Goes up Oct 24 -
Pocantico Hills Races
Sat Nov 7 · 8:00 AM · Tarrytown · Westchester & Hudson Valley
Half marathonMarathonTrail
from $75Goes up Nov 6 -
from $25
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from $35Goes up Oct 31
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from $26Goes up Nov 13
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NJ Trail Series Somo Winter 1
Sat Nov 14 · 9:00 AM · South Orange · New Jersey
5K10KHalf marathonTrail
from $40 -
Reg. closed
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from $35Goes up Nov 10
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from $15
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from $60Goes up Nov 19
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Thunderbird Run 2026: Annual Mahwah Schools Foundation 5K Run, 2Mi Walk and Kids Run
Sun Nov 22 · 8:30 AM · MAHWAH · New Jersey
5KTrail
from $35Goes up Nov 21 -
from $60
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Head for the Hilltop 5K + Kids Fun Run
Sun Nov 22 · 9:00 AM · Yorktown Heights · Westchester & Hudson Valley
5KTrail
from $40 -
Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run
Fri Nov 27 · 10:00 AM · Darien · Connecticut
1 mile5KTrail
from $45Goes up Nov 1 -
from $44Goes up Nov 28