48 Upcoming Races Near Trumbull, CT - Matching: Trail Races

Sun, Nov 11 race

Raven Events

Cross River, NY

10K

Sat, Nov 72 races

Pocantico Hills Races

Tarrytown, NY

Marathon, Half

VFW Post 6249 Suffolk County World War II and Military History Museum's "Rails to Trail" 5K

Rocky Point, NY

5K

Sun, Nov 82 races

Woodbridge Trail Run + Woodland Walk

Woodbridge, CT

Coach Mike Slinskey Memorial 5k

Wappingers Falls, NY

5K, 1 Mile

Sat, Nov 142 races

2026 Hartford HealthCare Community 5K

Hartford, CT

5K

The Witching Hours 3/6/12/24H

Manorville, NY

Sun, Nov 151 race

BROOKHAVEN TRAIL HALF MARATHON and 5 MILE

Wading River, NY

Half

Sat, Nov 213 races

Sargent Elementary 5K Turkey Trot

Beacon, NY

5K, 1 Mile

Storybook Half Marathon

Stratford, CT

Half

Roxbury Road Race Series #35

Roxbury, CT

Sun, Nov 223 races

Stride for the Knights 5K

Southington, CT

5K

Fri, Nov 271 race

Darien Depot Overstuffed Turkey Trot 5K and 1 Mile Fun Run

Darien, CT

5K, 1 Mile

Sun, Nov 291 race

ROB'S TRAIL RUN EDITION

Woodbury, NY

5K

Sat, Dec 52 races

JINGLE BELL JOG 5K AND RUDOLPH'S FUN RUN

Calverton, NY

5K

Woodburrr (no Y) 1-Miler

Woodbury, CT

1 Mile

Sun, Dec 61 race

Tough Cookie 8K Trail Race

Kings Park, NY

Sat, Dec 121 race

SRC Presents: A Backyard Ultra

Hauppauge, NY

Sun, Dec 131 race

Snowy Owl Trail Race

North Salem, NY

Sat, Dec 192 races

Frosty Forest 5k

Stratford, CT

5K

New Canaan Santa Run

New Canaan, CT

5K, 1 Mile

Sat, Mar 6, 20271 race

King of The Hill

Kings Park, NY

Sun, Mar 28, 20271 race

Winter Series-Jose's Jog

Wolcott, CT

Sat, Apr 3, 20273 races

2027 Shoreline Sharks 3 Half Marathon Ticket

West Haven, CT

Half

Big Bear SquaTCh North

Bear Mountain, NY

10K, Half

2027 Savin Rock Marathon & Half Marathon

West Haven, CT

Half, Marathon

Sun, Apr 4, 20271 race

John Jay Community Trail Race

Cross River, NY

5K

Sun, Apr 11, 20271 race

Ion Bank Cheshire Road Races

Cheshire, CT

Half, 5K

Sun, Apr 18, 20271 race

Try the Trail

Katonah, NY

1 Mile

Thu, Apr 22, 20271 race

Paine to Pain Trail Half Marathon

New Rochelle, NY

Half

Sun, Apr 25, 20272 races

Leatherman's Loop

Cross River, NY

10K

2027 Deer Lake 5 Mile Trail Run & Kids 1 Mile Trail Run

Killingworth, CT

1 Mile

Sat, May 8, 20271 race

2nd Annual Camp Mountain Laurel - Color Run & Trail Run

Hamden, CT

Sun, May 23, 20271 race

Spring Run The Farm

Katonah, NY

1 Mile

Sat, May 29, 20271 race

2027 Hamden Hills Half Marathon & Flat 5K

Hamden, CT

5K, Half

Sun, May 30, 20271 race

Run the Vineyards - Memorial Day at Pindar 5K

Peconic, NY

5K, 1 Mile

Thu, Jun 3, 20271 race

IronHike Mohawk Mountain Spring Series 2027

Mohawk Mtn Ski Area, Cornwall, CT

Ultra

Sat, Jun 5, 20271 race

Squatch the Hook

Valley Cottage, NY

10K, 5K

Sun, Jun 6, 20271 race

Fire Tower Trail Races

Cross River, NY

Half, 10K

Wed, Jul 14, 20271 race

Bowdoin Bushwhack Presented by Peace, Love, Trails

Wappingers Falls, NY

Sun, Jul 18, 20271 race

Run the Vineyards - Pindar Vineyards 5K

Peconic, NY

5K

Sat, Jul 31, 20271 race

2027 Perfect Ten & Five Mile Road Race

Hamden, CT

Sat, Aug 14, 20271 race

Interstate 17

Closter, NJ

Sat, Sep 18, 20271 race

2027 Gulf Beach Half Marathon

Milford, CT

Half

Sat, Oct 2, 20271 race

2027 Rail Trail 10K Race RRCA National Championship

Hamden, CT

10K

Thu, Oct 7, 20271 race

IronHike Mohawk Mountain Fall Series 2027

Mohawk Mtn Ski Area, Cornwall, CT

Ultra