Upcoming 5K Races Near Portland, CT

Name: 2026 New England Series - Day 3 (MA)
Start: 2026-06-10
End: 2026-06-10
Location: Holyoke

5th Annual Roseland Park Christmas Run 5K, 5M &...

Woodstock, CT

Saturday, December 13th, 2025

Featured

View details for race 5th Annual Roseland Park Christmas Run 5K, 5M & Kids Run

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BPT PAL Christmas Village Road Race

Trumbull, CT

Saturday, December 13th, 2025

View details for race BPT PAL Christmas Village Road Race

Niantic Jingle 5k

Niantic, CT

Saturday, December 13th, 2025

View details for race Niantic Jingle 5k

Santa Shuffle 5k

Longmeadow, MA

Saturday, December 13th, 2025

View details for race Santa Shuffle 5k

Reindeer Dash

Chaplin, CT

Sunday, December 14th, 2025

View details for race Reindeer Dash

The Holiday Run & Walk For Toys

Stratford, CT

Sunday, December 14th, 2025

View details for race The Holiday Run & Walk For Toys

2025 Jingle Bell Run - Madison, CT

Madison, CT

Sunday, December 14th, 2025

View details for race 2025 Jingle Bell Run - Madison, CT

Battle for Burnett

Fairfield, CT

Sunday, December 21st, 2025

View details for race Battle for Burnett

The Scrooge Scramble 5K

Vernon Rockville, CT

Thursday, December 25th, 2025

View details for race The Scrooge Scramble 5K

Frosty 5K

Guilford, CT

Thursday, January 1st, 2026

View details for race Frosty 5K

Chilly Chili Run

Orange, CT

Thursday, January 1st, 2026

View details for race Chilly Chili Run

Gordy's First Race to benefit the Boys & Girls ...

Westfield, MA

Thursday, January 1st, 2026

10K

View details for race Gordy's First Race to benefit the Boys & Girls Club of Greater Westfield

Fleet Feet Hartford Winter 2026 Training Programs

West Hartford, CT

Saturday, January 3rd, 2026

10K

View details for race Fleet Feet Hartford Winter 2026 Training Programs

MADD Dry 5K

Fairfield, CT

Sunday, January 4th, 2026

View details for race MADD Dry 5K

Brian Aselton East Hartford 5K Snow Dash

East Hartford, CT

Sunday, January 4th, 2026

View details for race Brian Aselton East Hartford 5K Snow Dash

IRIS Run for Refugees

New Haven, CT

Sunday, February 8th, 2026

View details for race IRIS Run for Refugees

99.1PLR CrossPoint Federal Credit Union ShamRoc...

New Haven, CT

Sunday, March 1st, 2026

View details for race 99.1PLR CrossPoint Federal Credit Union ShamRock & Roll 5K

EDRRC - St. Patrick's 5K Run/Walk

Dover Plains, NY

Saturday, March 14th, 2026

View details for race EDRRC - St. Patrick's 5K Run/Walk

Run To End Homelessness 5K10K Walk/Run

Springfield, MA

Saturday, March 14th, 2026

10K

View details for race Run To End Homelessness 5K10K Walk/Run

Ospreys Dominion Wine Run 5k

Peconic, NY

Saturday, March 21st, 2026

View details for race Ospreys Dominion Wine Run 5k

Annual Johnny's Jog for Charity 5K - Blue Back ...

West Hartford, CT

Sunday, March 22nd, 2026

View details for race Annual Johnny's Jog for Charity 5K - Blue Back Square, West Hartford

Beach Bunny 5K

Fairfield, CT

Saturday, March 28th, 2026

View details for race Beach Bunny 5K

Bradley Road Race - 5K & 10K

Windsor Locks, CT

Saturday, March 28th, 2026

10K

View details for race Bradley Road Race - 5K & 10K

NVCC Food Pantry Run/Walk

Waterbury, CT

Sunday, March 29th, 2026

View details for race NVCC Food Pantry Run/Walk

Hoppin Hodges Rails to Trails 5K

Andover, CT

Sunday, April 5th, 2026

Trail

View details for race Hoppin Hodges Rails to Trails 5K

Ion Bank Cheshire Road Races

Cheshire, CT

Sunday, April 12th, 2026

Half

Trail

Fast

View details for race Ion Bank Cheshire Road Races

Redcoat Retreat Marathon & 5K

North Grosvenordale, CT

Saturday, April 18th, 2026

Marathon

View details for race Redcoat Retreat Marathon & 5K

Race for YOUR Mental Health

Meriden, CT

Saturday, April 18th, 2026

View details for race Race for YOUR Mental Health

America’s 250 Redcoat Retreat 5K

North Grosvenordale, CT

Saturday, April 25th, 2026

View details for race America’s 250 Redcoat Retreat 5K

Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Winsted, CT

Saturday, April 25th, 2026

View details for race Gilbert Joseph & Brian Annual 5K (Gilbert JBA5K)

Deacon Chuck Dietsch Memorial 5K Run & Walk for...

Southbury, CT

Saturday, April 25th, 2026

View details for race Deacon Chuck Dietsch Memorial 5K Run & Walk for Haiti

Strides For Scholars

Union, CT

Sunday, April 26th, 2026

View details for race Strides For Scholars

Brew Run

New London, CT

Saturday, May 2nd, 2026

1 Mile

View details for race Brew Run

2026 Granby Road Race

Granby, CT

Saturday, May 2nd, 2026

10K

1 Mile

View details for race 2026 Granby Road Race

Mount Archer Trail Race

Lyme, CT

Sunday, May 3rd, 2026

Trail

Fast

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Sgt. Joshua D. Desforges Walk/Run Challenge

Ludlow, MA

Saturday, May 9th, 2026

Trail

View details for race Sgt. Joshua D. Desforges Walk/Run Challenge

Run Like a Mother 5K and Kid's 1-Mile 2026

Ridgefield, CT

Sunday, May 10th, 2026

1 Mile

View details for race Run Like a Mother 5K and Kid's 1-Mile 2026

WeCare-Mother's Day 5K

Brookfield, CT

Sunday, May 10th, 2026

View details for race WeCare-Mother's Day 5K

End the Stigma: Mental Health Awareness 5K

New London, CT

Saturday, May 16th, 2026

View details for race End the Stigma: Mental Health Awareness 5K

RESERVOIR RUSH

Moodus, CT

Saturday, May 16th, 2026

View details for race RESERVOIR RUSH

Outrun Hunger 5K race - and 1-mile fun walk

Springfield, MA

Sunday, May 17th, 2026

1 Mile

View details for race Outrun Hunger 5K race - and 1-mile fun walk

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

Sunday, May 24th, 2026

1 Mile

Trail

View details for race Run the Vineyards - Memorial Day at Pindar 5K

Oh Boy 5K

Waterbury, CT

Monday, May 25th, 2026

Trail

Fast

View details for race Oh Boy 5K

Spring Street Mile & 5K Presented by PTSMC

Manchester, CT

Saturday, May 30th, 2026

1 Mile

Fast

View details for race Spring Street Mile & 5K Presented by PTSMC

Run the Vineyards - Jonathan Edwards 5K

North Stonington, CT

Sunday, May 31st, 2026

View details for race Run the Vineyards - Jonathan Edwards 5K

SongStrong 5K

Guilford, CT

Saturday, June 6th, 2026

View details for race SongStrong 5K

Athletic Brewing Company Fairfield Road Races

Fairfield, CT

Saturday, June 6th, 2026

Half

10K

View details for race Athletic Brewing Company Fairfield Road Races

Run in the Park 5K - to benefit the Milford Rot...

Milford, CT

Sunday, June 7th, 2026

Trail

View details for race Run in the Park 5K - to benefit the Milford Rotary and the Beth-El Center

2026 New England Series - Day 1 (CT)

Simsbury, CT

Monday, June 8th, 2026

10K

Half

View details for race 2026 New England Series - Day 1 (CT)

2026 New England Series - Day 3 (MA)

Holyoke, MA

Wednesday, June 10th, 2026

10K

Marathon

View details for race 2026 New England Series - Day 3 (MA)

Explore more in Portland, CT

Distances:

5K 10K Half Marathon Marathon

Months:

December January February

Tags:

Trail Boston Qualifiers Fast Courses

State:

All Connecticut races

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