Races near Boston in October 2026
44 races on the calendar for October. Listed by date, with prices and early-bird deadlines where the race publishes them.
Oct 2026Nov 2026Dec 2026Jan 2027Feb 2027Mar 2027Apr 2027May 2027Jun 2027Jul 2027Aug 2027Sep 2027
By date
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Devils Chase 6.66 & Creepy Clown 3.33
Sat Oct 17 · 8:00 AM · Salem · North Shore & Merrimack Valley
5K6.66 miles
Reg. closed -
Reg. closed
-
Abby's House 50th Anniversary Hybrid 5K Run/Walk
Sat Oct 17 · 9:00 AM · West Boylston · MetroWest & Worcester
5K
-
Reg. closed
-
Reg. closed
-
Woodville School Teddy Trot 5k Run/Walk
Sat Oct 17 · 9:30 AM · Wakefield · North Shore & Merrimack Valley
5K
Reg. closed -
Reg. closed
-
from $45
-
Around Cape Ann Half Marathon
Sun Oct 18 · 9:00 AM · Gloucester · North Shore & Merrimack Valley
Half marathon
from $109 -
from $30
-
Reg. closed
-
Schvitz for Scholarship 5K Run/Walk and Little Schvitzer's Dash
Sun Oct 18 · 9:30 AM · Newton Center · West Suburbs
5K
from $36 -
from $30
-
Apple Harvest Run
Sun Oct 18 · 11:00 AM · West Newbury · North Shore & Merrimack Valley
1 mile5K5 miles
from $35 -
Topsfield Fall Foliage Classic Road Race
Sun Oct 18 · 11:00 AM · Topsfield · North Shore & Merrimack Valley
5K5 miles
from $35 -
Dead Last Festival & Community Events
Sat Oct 24 · 8:00 AM · Sutton · MetroWest & Worcester
4.2 miles
from $40 -
Reg. closed
-
from $35Goes up Oct 23
-
Wayside Youth & Family Support Network 5K4Kids
Sat Oct 24 · 9:00 AM · Framingham · MetroWest & Worcester
5K
from $35 -
from $35
-
from $20
-
Medway Police Chase 5K & Kids Fun Run Obstacle Course
Sat Oct 24 · 7:00 PM · Medway · South Shore
5K
from $15Goes up Oct 23 -
from $15
-
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
-
27th Annual Flutie 5K for Autism presented by Eastern Bank
Sun Oct 25 · 9:00 AM · Natick · MetroWest & Worcester
5K
from $40 -
Reg. closed
-
from $35Goes up Oct 24
-
from $40
-
from $40Goes up Oct 24
-
from $35
-
from $20Goes up Oct 24
-
from $10
-
from $45
-
from $20
-
from $15
-
29th Annual Lawrence Vietnam Memorial 5k Run or Walk
Sun Oct 25 · 11:00 AM · Lawrence · North Shore & Merrimack Valley
5K
from $25 -
from $25Goes up Oct 24
-
PortRun Half Marathon & 5K
Sat Oct 31 · 8:00 AM · Newburyport · North Shore & Merrimack Valley
5KHalf marathon
Reg. closed -
from $40Goes up Oct 30
-
from $45Goes up Oct 25
-
Live Free Animal Rescue Franken Paws 5K / Walk Fundraiser
Sat Oct 31 · 10:00 AM · Londonderry · Southern New Hampshire
5K
from $45 -
Wakefield Firefighter's Relief Association Halloween Hustle
Sat Oct 31 · 10:00 AM · Wakefield · North Shore & Merrimack Valley
5K
from $35 -
from $20