Upcoming Races Near Litchfield, CT

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Ho-Ho-Kus Education Foundation presents the 21s...

Ho-Ho-Kus, NJ

Sunday, September 27th, 2026

View details for race Ho-Ho-Kus Education Foundation presents the 21st Annual Richard's Run HHK 5K: Sunday, September 27th, 2026

IronHike Mohawk Mountain Fall 2026

Mohawk Mtn Ski Area, Cornwall, CT

Thursday, October 1st, 2026

Ultra

View details for race IronHike Mohawk Mountain Fall 2026

Pounding the Pavement for Pink Races

Seymour, CT

Friday, October 2nd, 2026

1 Mile

View details for race Pounding the Pavement for Pink Races

GREAT SOUTH BAY RUN

Bay Shore, NY

Saturday, October 3rd, 2026

View details for race GREAT SOUTH BAY RUN

Sugar Loaf 5K

Chester, NY

Saturday, October 3rd, 2026

View details for race Sugar Loaf 5K

Salmon River 5.5 Mile Run

Colchester, CT

Saturday, October 3rd, 2026

Fast

View details for race Salmon River 5.5 Mile Run

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

View details for race 2026 Rail Trail 10K Race

Roxbury Road Race Series #29

Roxbury, CT

Saturday, October 3rd, 2026

View details for race Roxbury Road Race Series #29

Forbidden Forest 30 Hour Ultra

Stratford, CT

Saturday, October 3rd, 2026

Trail

View details for race Forbidden Forest 30 Hour Ultra

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

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

Run the Vineyards - Pindar Fall 5K and 8K

Peconic, NY

Sunday, October 4th, 2026

View details for race Run the Vineyards - Pindar Fall 5K and 8K

Apple Harvest Road Races

Southington, CT

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Apple Harvest Road Races

Empire State Half Marathon & 5k

Congers, NY

Sunday, October 4th, 2026

Half

10K

View details for race Empire State Half Marathon & 5k

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

4 in the Forest-April 6th, 2025-Irvington, NY

Irvington, NY

Sunday, October 4th, 2026

Trail

View details for race 4 in the Forest-April 6th, 2025-Irvington, NY

The Big Energy Walk ⚡️ Long Island's 1st ADHD A...

Holtsville, NY

Sunday, October 4th, 2026

View details for race The Big Energy Walk ⚡️ Long Island's 1st ADHD Awareness 5K Walk/Run

Sheriff's Shuffle 5k Run Walk

Holyoke, MA

Sunday, October 4th, 2026

1 Mile

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

Run Stanley

Westfield, MA

Sunday, October 4th, 2026

1 Mile

Trail

View details for race Run Stanley

48th Annual Kelly Memorial Police Chase

Campbell Hall, NY

Sunday, October 4th, 2026

10K

View details for race 48th Annual Kelly Memorial Police Chase

RACE FOR CATHERINE

Newtown, CT

Friday, October 9th, 2026

View details for race RACE FOR CATHERINE

The Bogota 5k Fun Run & Walk

Bogota, NJ

Saturday, October 10th, 2026

1 Mile

View details for race The Bogota 5k Fun Run & Walk

4th Annual Pink Pumpkin 5k Run & Walk

Sayville, NY

Saturday, October 10th, 2026

View details for race 4th Annual Pink Pumpkin 5k Run & Walk

Gemstone Sparkle Sprint 5k

Wilton, CT

Saturday, October 10th, 2026

1 Mile

Trail

View details for race Gemstone Sparkle Sprint 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

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

Obstacle Wonderland Hallo-Weird 4 "The Clock i...

Wallkill, NY

Sunday, October 11th, 2026

View details for race Obstacle Wonderland Hallo-Weird 4 "The Clock is Ticking" Adult and Kids OCR event

Paine to Pain Trail Half Marathon

New Rochelle, NY

Sunday, October 11th, 2026

Half

Trail

View details for race Paine to Pain Trail Half Marathon

5k RUN/WALK FOR COMPLETION

Wanaque, NJ

Saturday, October 17th, 2026

View details for race 5k RUN/WALK FOR COMPLETION

Harvest Hope 5K

Bolton, CT

Saturday, October 17th, 2026

View details for race Harvest Hope 5K

Harrington Park Fall Spectacular - 24th Annual

Harrington Park, NJ

Saturday, October 17th, 2026

1 Mile

View details for race Harrington Park Fall Spectacular - 24th Annual

2026 Amherst ABC Cider Run/Walk (5K)

Amherst, MA

Saturday, October 17th, 2026

View details for race 2026 Amherst ABC Cider Run/Walk (5K)

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

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.

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

Hope Children's Fund 22nd Annual Larry Hohler B...

Shoreham, NY

Saturday, October 17th, 2026

Trail

View details for race Hope Children's Fund 22nd Annual Larry Hohler Bi-Continental 5k Fun Run/Walk

Tom Centinaro Memorial "Dam" Race

Wolcott, CT

Saturday, October 17th, 2026

Trail

View details for race Tom Centinaro Memorial "Dam" Race

Roxbury Road Race Series #31

Roxbury, CT

Saturday, October 17th, 2026

View details for race Roxbury Road Race Series #31

The Little Guild 12th Annual Run & Wag 5K

Cornwall, CT

Saturday, October 17th, 2026

View details for race The Little Guild 12th Annual Run & Wag 5K

14th Annual Happy Jack 5K

West Nyack, NY

Saturday, October 17th, 2026

View details for race 14th Annual Happy Jack 5K

Mahar Cancer Fund Fun Run 5K

Orange, MA

Saturday, October 17th, 2026

View details for race Mahar Cancer Fund Fun Run 5K

SUFFOLK COUNTY MARATHON

BAY SHORE, NY

Saturday, October 17th, 2026

View details for race SUFFOLK COUNTY MARATHON

Give Life NY 5K Run/Walk

East Meadow, NY

Sunday, October 18th, 2026

View details for race Give Life NY 5K Run/Walk

The Terri Roemer Paramus Run

Paramus, NJ

Sunday, October 18th, 2026

10K

1 Mile

View details for race The Terri Roemer Paramus Run

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

34th Annual Halloween 5K and Kids Fun Run

Brookfield, CT

Sunday, October 18th, 2026

View details for race 34th Annual Halloween 5K and Kids Fun Run

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