Events and Things to Do in New Preston, CT

Saturday, October 17

Featured

Warren OctoberFest - 3rd Annual

OCT

17

9:00 AM

Warren, CT

Warren's fall tradition returns for year three! OctoberFest grew out of the beloved Warren Fall Festival and brings neighbors...

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Sunday, October 25

Featured

Jay Day - Fall Family Festival

OCT

25

11:00 AM

Jay Estate, 210 Boston Post Rd, Rye, NY

Jay Day is our classic fall family festival held annually at the 23-acre award-winning Jay Estate with offerings for everyone!...

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Saturday, October 17

• Warren OctoberFest - 3rd Annual 9:00 am

  Warren Woods-Town Park, Warren

  
  
• Live Music at Hopkins Vineyard

  2:00 pm

  Hopkins Vineyard, 25 Hopkins Road, New Preston

  
  
• Firepit & Family Fun Day

  3:00 pm

  Steep Rock House, 116 Christian St., New Preston

  
  
• Family Fun at the Fall Firepit

  3:00 pm

  Steep Rock House, 116 Christian St, New Preston

  
  

Saturday, October 24

• Spring Hill Vineyards Harvest Fest 2026

  Spring Hill Vineyards, 292 Bee Brook Rd, New Preston

  
  

Sunday, October 25

• Jay Day - Fall Family Festival 11:00 am

  Jay Estate, 210 Boston Post Rd, Rye

  
  

Saturday, October 31

• Nature Preserve Monitoring Blitz

  9:00 am

  Steep Rock House, 116 Christian St., New Preston

  
  
• Nature Preserve Monitoring Blitz - Saturday

  9:00 am

  Steep Rock Association, 116 Christian St, New Preston

  
  

Sunday, November 1

• Nature Preserve Monitoring Blitz

  9:00 am

  Steep Rock House, 116 Christian St., New Preston

  
  
• Nature Preserve Monitoring Blitz - Sunday

  9:00 am

  Steep Rock Association, 116 Christian St, New Preston