Upcoming Races Near Litchfield, CT

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Come on Over 5K and 2.1 Mile Fitness Walk

Portland, CT

Saturday, September 26th, 2026

1 Mile

View details for race Come on Over 5K and 2.1 Mile Fitness Walk

Chamber Challenge 5K

Meriden, CT

Saturday, September 26th, 2026

View details for race Chamber Challenge 5K

2026 Rhinebeck Fall Foliage Half Marathon & 5K

Rhinebeck, NY

Saturday, September 26th, 2026

Half

Fast

View details for race 2026 Rhinebeck Fall Foliage Half Marathon & 5K

Bosco Fowler Memorial 5K Road Race

Stafford Springs, CT

Sunday, September 27th, 2026

View details for race Bosco Fowler Memorial 5K Road Race

The 39th Bigelow Tea Community Challenge

Southport, CT

Sunday, September 27th, 2026

1 Mile

View details for race The 39th Bigelow Tea Community Challenge

4th Annual Beach to Beach 5k

Morris, CT

Sunday, September 27th, 2026

Fast

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Run/Walk To Save a Life 5K

Hamden, CT

Sunday, September 27th, 2026

View details for race Run/Walk To Save a Life 5K

IronHike Series - Fall '26

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

Trail

View details for race IronHike Series - Fall '26

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 2nd, 2026

1 Mile

View details for race Pounding the Pavement for Pink Races

Roxbury Road Race Series #29

Roxbury, CT

Saturday, October 3rd, 2026

View details for race Roxbury Road Race Series #29

5th Annual Purple Light Project 5K

Hartford, CT

Saturday, October 3rd, 2026

1 Mile

Fast

View details for race 5th Annual Purple Light Project 5K

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 3rd, 2026

Fast

View details for race Salmon River 5.5 Mile Run

Running for Water for Africa 5K

Milford, CT

Saturday, October 3rd, 2026

1 Mile

Fast

View details for race Running for Water for Africa 5K

Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

View details for race Forbidden Forest 30 Hour Ultra

Westover Run the Runway 2026

Chicopee, MA

Saturday, October 3rd, 2026

View details for race Westover Run the Runway 2026

2026 Rail Trail 10K Race

Hamden, CT

Saturday, October 3rd, 2026

10K

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Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Run Stanley

Norfolk Land Trust Trail Race Series/Haystack M...

Norfolk, CT

Sunday, October 4th, 2026

10K

Half

Trail

View details for race Norfolk Land Trust Trail Race Series/Haystack Mountain Challenge

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

Sheriff's Shuffle 5k Run Walk

Holyoke, MA

Sunday, October 4th, 2026

1 Mile

View details for race Sheriff's Shuffle 5k Run Walk

RACE FOR CATHERINE

Newtown, CT

Friday, October 9th, 2026

View details for race RACE FOR CATHERINE

Hartland Harvest Run

East Hartland, CT

Saturday, October 10th, 2026

View details for race Hartland Harvest Run

Eversource Hartford Marathon, Half Marathon, Re...

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race Eversource Hartford Marathon, Half Marathon, Relay & Charity 5K

2026 Hartford Marathon

Hartford, CT

Saturday, October 10th, 2026

Marathon

Half

View details for race 2026 Hartford Marathon

Roxbury Road Race Series #30

Roxbury, CT

Saturday, October 10th, 2026

View details for race Roxbury Road Race Series #30

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 5k

Ivoryton Pumpkin Chase

Ivoryton, CT

Saturday, October 17th, 2026

Trail

View details for race Ivoryton Pumpkin Chase

Robert Tedford Memorial 5K Road Race

Ellington, CT

Saturday, October 17th, 2026

View details for race Robert Tedford Memorial 5K Road Race

Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Bridgeport, CT

Saturday, October 17th, 2026

Fast

View details for race Tunnel to Towers 5K Run & Walk - Bridgeport, CT

Roxbury Road Race Series #31

Roxbury, CT

Saturday, October 17th, 2026

View details for race Roxbury Road Race Series #31

EDRRC - Ryan's Run Superhero 5k, Villain 10K an...

Pawling, NY

Saturday, October 17th, 2026

10K

View details for race EDRRC - Ryan's Run Superhero 5k, Villain 10K and Kids (Free) Fun Run.

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

The Little Guild 13th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 17th, 2026

View details for race The Little Guild 13th Annual Run & Wag 5K

Harvest Hope 5K

Bolton, CT

Saturday, October 17th, 2026

View details for race Harvest Hope 5K

Bristol Mum-A-Thon Road Race 2026

Bristol, CT

Sunday, October 18th, 2026

1 Mile

View details for race Bristol Mum-A-Thon Road Race 2026

The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 ...

Ridgefield, CT

Sunday, October 18th, 2026

Half

Fast

View details for race The Ridgefield Road Fest 50th ANNIVERSARY: 1/2 Marathon, 7-Miler, & Iris Fund 5K

The 36th edition of THE Great Pumpkin Classic

TRUMBULL, CT

Sunday, October 18th, 2026

View details for race The 36th edition of THE Great Pumpkin Classic

33rd Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 18th, 2026

View details for race 33rd Annual Halloween 5K and Kids Fun Run

Cheshire Community YMCA Harvest Trail Race and ...

Cheshire, CT

Saturday, October 24th, 2026

Trail

View details for race Cheshire Community YMCA Harvest Trail Race and Y Cup Relay

Easterseals Freedom Stride

Hartford, CT

Saturday, October 24th, 2026

View details for race Easterseals Freedom Stride

Roxbury Road Race Series #32

Roxbury, CT

Saturday, October 24th, 2026

View details for race Roxbury Road Race Series #32

Brewster Grin 'N Bear It 5K and 1 Mile Fun Run

Brewster, NY

Saturday, October 24th, 2026

View details for race Brewster Grin 'N Bear It 5K and 1 Mile Fun Run

Mt. Tom Trail Race

Holyoke, MA

Saturday, October 24th, 2026

10K

View details for race Mt. Tom Trail Race

The Ludlow Clocktower Classic 5k

Ludlow, MA

Saturday, October 24th, 2026

View details for race The Ludlow Clocktower Classic 5k

Kiwanis Club of Newburgh Scholarship Run

Newburgh, NY

Sunday, October 25th, 2026

Trail

View details for race Kiwanis Club of Newburgh Scholarship Run

5K for Ballet!

East Hampton, CT

Sunday, October 25th, 2026

View details for race 5K for Ballet!

FALL Run The Farm

Katonah, NY

Sunday, October 25th, 2026

1 Mile

Trail

View details for race FALL Run The Farm

Abner Oakes III Veterans Run 5K & 10K

Hamden, CT

Sunday, October 25th, 2026

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

2026 CT LEO Memorial Run

Middletown, CT

Sunday, October 25th, 2026

View details for race 2026 CT LEO Memorial Run

Donny's Dash

Simsbury, CT

Sunday, October 25th, 2026

View details for race Donny's Dash

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