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Winter races near Boston (2026-27)
25 races on the calendar from December to February, starting with Jingle Bell Run - Central MA on Saturday December 5. 17 of them publish an upcoming price increase, so signing up early saves money.
All winter races5K races (20)Half marathons (3)
By date
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from $40Goes up Oct 31
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from $75
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Happy Holidays Half MerryThon & 5K Race
Sun Dec 6 · 9:00 AM · Gloucester · North Shore & Merrimack Valley
5KHalf marathon
from $49Goes up Oct 31 -
Jingle Bell Half Marathon & 5K
Sun Dec 6 · 9:00 AM · Haverhill · North Shore & Merrimack Valley
5KHalf marathon
from $44Goes up Nov 6 -
from $30Goes up Nov 26
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from $42.50Goes up Nov 9
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Woo Jingle 5K and Kids Run (Race 1 Greendale Physical Therapy Worcester Triple Crown)
Sun Dec 6 · 9:30 AM · Worcester · MetroWest & Worcester
5K
from $35Goes up Oct 31 -
from $30Goes up Nov 29
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from $40Goes up Dec 9
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from $35Goes up Dec 7
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from $35Goes up Dec 12
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Bill Rodgers Somerville Jingle Bell Run & Walk
Sun Dec 13 · 11:00 AM · Somerville · Boston & Cambridge
5K
from $40 -
from $30Goes up Dec 12
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Reg. closed
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from $20
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Mystic Runners Santa Dash Classic
Sat Dec 19 · 10:00 AM · Wakefield · North Shore & Merrimack Valley
5K
from $30Goes up Oct 31 -
from $40
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46th Annual Freezer 5 Mile Road Race
Fri Jan 1 · 11:00 AM · Sterling · MetroWest & Worcester
5 miles
from $30Goes up Nov 27 -
from $30Goes up Nov 30
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from $35Goes up Jan 1
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Wcrc New Year's Day Hangover Classic: 5k, 10k, Plunge!
Fri Jan 1 · 11:30 AM · Salisbury · North Shore & Merrimack Valley
5K10K
from $38Goes up Oct 31 -
from $40Goes up Jan 8
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from $25
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from $40Goes up Nov 30
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20th Wild Rover Series
Sun Feb 28 · 11:00 AM · Merrimack Valley · North Shore & Merrimack Valley
5K12 miles
from $38Reg. closed