Upcoming 5K Races Near Portland, CT

Name: Give 'Em the Bird 5k Run / 2K Walk (11th Annual)
Start: 2025-11-27
End: 2025-11-27
Location: Easthampton

Collinsville Trick or Trot

Collinsville, CT

Saturday, October 25th, 2025

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Center School's Halloween Hustle 5k Run/Walk

Longmeadow, MA

Saturday, October 25th, 2025

View details for race Center School's Halloween Hustle 5k Run/Walk

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 25th, 2025

View details for race The Ludlow Clocktower Classic 5k

Chasing the Legend; Easton's Lady in White 5K R...

Easton, CT

Saturday, October 25th, 2025

View details for race Chasing the Legend; Easton's Lady in White 5K Run/Walk

Donny's Dash

Simsbury, CT

Saturday, October 25th, 2025

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14th Annual Milford 5K Trick or Trot Run/Walk

Milford, CT

Saturday, October 25th, 2025

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Happy HalloWINE Run & Walk

Stratford, CT

Sunday, October 26th, 2025

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Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 26th, 2025

View details for race Abner Oakes III Veterans Run 5K & 10K

Monson Memorial Classic Half Marathon & 5K

Monson, MA

Sunday, October 26th, 2025

Half

Fast

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Haunted Hustle

Waterford, CT

Sunday, October 26th, 2025

1 Mile

Trail

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2025 CT LEO Memorial Run

Middletown, CT

Sunday, October 26th, 2025

View details for race 2025 CT LEO Memorial Run

The Reservoir Run Half Marathon, 5K, Kids Fun R...

WESTON, CT

Sunday, October 26th, 2025

Half

View details for race The Reservoir Run Half Marathon, 5K, Kids Fun Runs & Family Stroll

RACE FOR THE GREENWAY 5K RUN / WALK

Riverhead, NY

Sunday, October 26th, 2025

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HKYFS Pumpkin Run 5K, 2M & Kids Run

Higganum, CT

Sunday, October 26th, 2025

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Masquerade 5K

Marlborough, CT

Sunday, October 26th, 2025

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5K for Ballet!

East Hampton, CT

Sunday, October 26th, 2025

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2024 Black Dog Road Race

Meriden, CT

Sunday, October 26th, 2025

10K

View details for race 2024 Black Dog Road Race

The 25th Annual Ed McGuire Memorial Cannonball Run

Falls Village, CT

Saturday, November 1st, 2025

View details for race The 25th Annual Ed McGuire Memorial Cannonball Run

St. Michael School 5K Turkey Trot

Pawcatuck, CT

Saturday, November 1st, 2025

1 Mile

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Lyman Orchards Pie Run

Middlefield, CT

Saturday, November 1st, 2025

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Folds of Honor Bethel Veteran's Day 5K

Bethel, CT

Saturday, November 1st, 2025

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Robert Tedford Memorial Road Race

Ellington, CT

Saturday, November 1st, 2025

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Connecticut Empower Walk & 5K Run

Hartford, CT

Sunday, November 2nd, 2025

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Stonington Vineyards Wine Run Turkey Trot 5k

Stonington, CT

Sunday, November 2nd, 2025

Trail

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A Good Run 5K

New Haven, CT

Friday, November 7th, 2025

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CT Veterans Day Race

Coventry, CT

Saturday, November 8th, 2025

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Hot COCO 5K

Cheshire, CT

Saturday, November 8th, 2025

1 Mile

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Annual Home Of The Brave 5K Walk or Run for Fun

Sturbridge, MA

Saturday, November 8th, 2025

View details for race Annual Home Of The Brave 5K Walk or Run for Fun

Run for Ryan 5K and 1 Mile Walk

Wilbraham, MA

Saturday, November 8th, 2025

1 Mile

View details for race Run for Ryan 5K and 1 Mile Walk

Plainfield Salute the Troops 5k, Fun Run, & Sol...

Central Village, CT

Saturday, November 8th, 2025

1 Mile

View details for race Plainfield Salute the Troops 5k, Fun Run, & Soldier Stroll

Robert J. Lynes Memorial Road Race

Meriden, CT

Saturday, November 8th, 2025

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East Windsor Veterans Day 5K Road Race

Broad Brook, CT

Saturday, November 8th, 2025

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MPower Youth Running Festival | 5K · 1-Mile...

Farmington, CT

Sunday, November 9th, 2025

1 Mile

View details for race MPower Youth Running Festival | 5K · 1-Mile · Fun Run

Centerville Bank Thompson Turkey Trot

Thompson, CT

Sunday, November 9th, 2025

Trail

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Husky Run & Ruck 10K, 5K and Fitness Walk

Storrs, CT

Sunday, November 9th, 2025

10K

1 Mile

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2025 Mago Point 5k

Waterford, CT

Sunday, November 9th, 2025

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2025 Colony Grill 'Hot Oil' 5K

Fairfield, CT

Sunday, November 9th, 2025

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5K & 1 Mile supporting Special Olympics | Celeb...

North Haven, CT

Sunday, November 9th, 2025

1 Mile

View details for race 5K & 1 Mile supporting Special Olympics | Celebrating our Veterans | 1st 200 registered receive T-Shirt

Honor Our Veterans 5k

Westport, CT

Tuesday, November 11th, 2025

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Glastonbury River Runners Race To Fill the Pantry

Glastonbury, CT

Sunday, November 16th, 2025

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Cleats on the Streets 5K

Windsor, CT

Sunday, November 23rd, 2025

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Run for the Turkeys 5K Road Race

New Fairfield, CT

Sunday, November 23rd, 2025

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Branford Thanksgiving 5K

Branford, CT

Thursday, November 27th, 2025

Fast

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Run Turkey Run! Thanksgiving Day 5K

Hamden, CT

Thursday, November 27th, 2025

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14th Annual O'BRiley 5K Turkey Trot AT 9AM

Collinsville, CT

Thursday, November 27th, 2025

View details for race 14th Annual O'BRiley 5K Turkey Trot AT 9AM

Stratford Turkey Day Trot

Stratford, CT

Thursday, November 27th, 2025

Fast

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Newtown Turkey Trot

Newtown, CT

Thursday, November 27th, 2025

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Falcon 5K Turkey Trot

Avon, CT

Thursday, November 27th, 2025

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Web Hill PTO Turkey Trot 2025

West Hartford, CT

Thursday, November 27th, 2025

View details for race Web Hill PTO Turkey Trot 2025

Give 'Em the Bird 5k Run / 2K Walk (11th Annual)

Easthampton, MA

Thursday, November 27th, 2025

Trail

View details for race Give 'Em the Bird 5k Run / 2K Walk (11th Annual)

Explore more in Portland, CT

Distances:

5K 10K Half Marathon Marathon

Months:

October November December

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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