Ultra Races in Connecticut

15th Annual Milford 5K Trick or Trot Run/Walk

Sat, Oct 31 · Milford, CT Milford

Road 15th Annual Milford 5K Trick or Trot Run/Walk (Youth 18 and Under)15th Annual Milford 5K Trick or Trot Run/Walk

From $25 Open Closing Soon

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Norwalk PAL 5K BOO!

Sat, Oct 31 · Norwalk, CT Norwalk

Road 5K RunHalf Mile Kids Fun Run

From $12 Open Closing Soon

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Happy HalloWINE Run & Walk

Sun, Nov 1 · Stratford, CT Stratford

Road Happy HalloWINE 5k age 21 & overHappy HalloWINE 5k age 20 & under

From $25 Open Closing Soon 100 spots left

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Ram Council Foundation CD Fun Run

Sat, Nov 7 · New Canaan, CT New Canaan

Road Kid's RunMen's RunWomen's Run

From $5 Open

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Centerville Bank Thompson Turkey Trot

Sun, Nov 8 · Thompson, CT Thompson

Trail Thompson 3K Wobble- Walk- untimedThompson 5K Trail Run

From $25 Open

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Roxbury Fall Classic

Sat, Nov 14 · Roxbury, CT Roxbury

Road Half MarathonMarathon50k

From $50 Open Closing Soon

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Stratford Turkey Day Trot

Thu, Nov 26 · Stratford, CT Stratford

Road Stratford Turkey Day Trot

From $34 Open

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2026 NIA Jingle Bell Run - 38th Annual

Sat, Dec 5 · Trumbull, CT Trumbull

Road 2026 NIA JBR — 1.25mi Health Walk2026 NIA Jingle Bell Run 5K — 18 yrs and younger only!2026 NIA Jingle Bell Run 5K — 19 yrs & older

From $23 Open

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IronHike Mohawk Mountain Spring Series 2027

Thu, Jun 3 · Mohawk Mtn Ski Area, Cornwall, CT Mohawk Mtn Ski Area, Cornwall

Ultra Kuwohi - Trail Family (Team of 3 or 4)Kuwohi - Trail Buddy (Team of 2)Kuwohi - Trail Buddy (Team of 2) +31

From $145 Open

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IronHike Mohawk Mountain Fall Series 2027

Thu, Oct 7 · Mohawk Mtn Ski Area, Cornwall, CT Mohawk Mtn Ski Area, Cornwall

Ultra Kuwohi - Trail Family (Team of 3 or 4)Kuwohi - Trail Family (Team of 3 or 4)Kuwohi - Individual +31

From $180 Open

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