Found 236 races near Enfield, CT

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OCT
17

Cornwall, CT
• 39.1 miles
$35
Join us for the region's premier human/dog race in the beautiful Cornwall Valley! The Little Guild’s Run & Wag 5K is a fun-filled day for runners, walkers, and their furry friends, featuring...
5K
20
OCT
17

Little Compton, RI
• 53.6 miles
$25 -$65
An ~3-mile vineyard trail run with post-race wine, dinner, and music.
211
OCT
17

Wolcott, CT
• 34.1 miles
$25 -$30
LOCATION: WOODTICK RECREATION201 NICHOLS ROAD WOLCOTT, CT 3.5 MILE TRAIL RUN/WALK ON THE SCENIC & FLAT MILL POND TRAIL SATURDAY - OCTOBER 17, 2026 RACE TIME - 10:00 am Race day Packet Pick Up -...
3m
73
OCT
17

Middlebury, CT
• 41.4 miles
High School Cross Country Meet
21
OCT
18

Madison, CT
• 49.4 miles
$10 -$35
Join Us for the 2026 Run for The Cove in Madison!This meaningful event includes a 5K race, 2-mile memorial walk, kids' fun run, and family-friendly activities. It’s a special day to honor loved...
5K
40
OCT
18

Brookfield, CT
• 54.6 miles
$5 -$40
SUNDAY, OCTOBER 18TH! 5K Race Information: Come celebrate our 33rd year of the Brookfield Halloween 5K! This USATF certified chip-timed 5K will begin/end at the Brookfield Municipal Center, 100...
0m 5K
62
OCT
18

Bristol, CT
• 25.2 miles
$15 -$45
Sunday, October 18, 2026 57 years and still running. We will have 4 races this year  8 mile / 8K / 5K and the "Monster Mile" A Halloween Themed Event Our Title Sponsor for 2026 is Bristol Hospital
5K 8K 8m
25
OCT
18

Hartford, CT
• 17.1 miles
$30
19
OCT
18

TRUMBULL, CT
• 58.2 miles
$20 -$40
Great Pumpkin Classic in TRUMBULL, CT - historic downtown race course featuring great community spirit and atmosphere
1m 5K
94
OCT
18

Belchertown, MA
• 22.1 miles
$20 -$35
Please join us for the 1st annual Runnin’ for Rett 5k and 1 mile walk. All proceeds are to benefit Rett Syndrome Angels charity. There will be a 5k run and 1 mile walk starting and ending next to...
1m 5K
11
OCT
18

Ridgefield, CT
• 66.9 miles
$33 -$75
October 18, 2026 Ridgefield Half-Marathon | 7:15 AM  Ridgefield 7-Miler | 7:15 AM  Iris Fund 5K | 7:30 AM   These races feature classic fall New England scenery. The races are beginner-friendly,...
5K Half Marathon
66
OCT
18

Salisbury, CT
• 42.6 miles
$45 -$55
Join us for year EIGHT of Connecticut's most monstrous 5k in the majestic hills of Salisbury Connecticut. Our third year as a USATF certified course, is specially dedicated this year to Peter...
5K
61
OCT
24

Andover, CT
• 20.7 miles
$30 -$35
WHO: Anyone ages 0-100 WHAT:  Andover Norton Commission Trick or Trot 5K Run/Walk WHEN: October 24, 2026, Race bib pick ups and Halloween Costume contest start at 8:00 am WHERE: Andover...
5K
22
OCT
24

Cheshire, CT
• 42.4 miles
$17 -$38
The Cheshire Community YMCA and Cheshire Land Trust are partnering on a race around historic Ives Farm.  This all-ages run will wind through the fields and trails on the property, with the start...
5K
26
OCT
24

Sutton, MA
• 42.1 miles
$6 -$40
DEAD LAST ULTRA WEEKEND: Community Runs, Kids Run, Festival, & Apparel Join us for a full day of running, community, music, food, and family fun at historic Waters Farm in Sutton, Massachusetts....
13
OCT
24

Westerly, RI
• 57.2 miles
$23 -$35
A 10-Mile and 10K trail run at Grills Preserve, mostly single-track.
10K 10m
75
OCT
24

Ludlow, MA
• 125.7 miles
$25 -$35
      The Red Bridge Run Club is back for the 2nd Annual Ludlow Clocktower Classic 5k! Again this year, we are lacing up to support the incredible mission of the Ludlow Boys & Girls Club—and we...
5K
44
OCT
25

East Hampton, CT
• 24.8 miles
$25
5K for Ballet!Walk or run with us!  5K for Ballet is a timed fun run and untimed 2 mile walk hosted by the Creative Dance Center to support this year’s 44th annual Christmas show, Santa’s...
2m 5K
27
OCT
25

Hamden, CT
• 46.1 miles
$30 -$60
A 5K, 10K and 1-mile walk on the Farmington Canal trail benefiting CT veterans.
1m 5K 10K
75
OCT
25

Middletown, CT
• 32.6 miles
$30 -$40
Join us on Sunday, October 25th at 10 AM for the CT Law Enforcement Officers Memorial Run! All proceeds from the event benefit the National Law Enforcement Officers Memorial Fund and local law...
5K
122