Events and Things to Do in Middletown, CT

Friday, October 16

Featured

2-Day Berlin Estate Sale

OCT

16

7:00 AM

76 Misty Mountain Rd, Berlin, CT

Don't miss this two-in-one estate sale featuring an incredible collection of like-new machinist, hand, and power tools...

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Saturday, October 17

Featured

Earth and Art for All!

OCT

17

2:00 PM

185 Johnson St, Middletown, CT

Join us for this free, fun, family-friendly event celebrating progress with a sneak peek at the future, transforming our closed...

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Sunday, October 18

Featured

ShoreCon 2: ALL Comic Book Show

OCT

18

10:00 AM

East Creek Landing, 390 S Union St, Guilford, CT

SHORECON 2: AN ALL COMIC BOOK SHOW RETURNS TO GUILFORD Over 30 tables at this one-day event. Guilford, Connecticut: ShoreCon is...

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Monday, October 19

Featured

Meditate in Middletown

OCT

19

7:00 PM

First Church in Middletown, UCC, Congregational, 190 Court St, Middletown, CT

Meditate in Middletown, ongoing Mondays, 7-8:15pm beginning 10/19, at First Church, 190 Court Street (Memorial Room). Hosted by...

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Saturday, October 24

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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Friday, October 16

• 2-Day Berlin Estate Sale 7:00 am

  76 Misty Mountain Rd, Berlin

  
  
• Oct. 24th FREE Children's Hayrides, Games, & more! 9:00 am

  Oct. 24th. FREE Children's Hayrides

  
  
• Oct. 24th, St. Pius X Church Fun Fair & Tag Sale, & Free Hayrides! 9:00 am

  Oct. 24th, 9-3pm, St. Pius X Church

  
  
• POSTPONED DUE TO WEATHER: Twilight Hard Cider Maze at Lyman Orchards Corn Maze 5:00 pm

  Lyman Orchards Corn Maze, 32 Reeds Gap Rd, Middlefield

  
  
• Middlesex Monster Dash 5K 5:30 pm

  CT State Community College Middlesex, 100 Training Hill Rd, Middletown

  
  
• CLOSED DUE TO WEATHER The Orchard Trials: Haunted House at Lyman Orchards 7:00 pm

  105 South St, Middlefield

  
  

Saturday, October 17

• Earth and Art for All! 2:00 pm

  185 Johnson St, Middletown

  
  
• OCD Connecticut Walk (Fairfield, CT) 9:00 am

  Jennings Beach, 880 S Benson Rd, Fairfield

  
  
• Oct. 24th, 9-3 pm St. Pius X Church Fun Fair, Tag Sale, Free Hayrides 9:00 am

  Fun Holiday Fair, Tag Sale, & Free Hayrides

  
  
• Oct. 24, St. Pius X Church Holiday Fair, Tag Sale & FREE Hayrides 9:00 am

  Oct. 24, St. Pius X Church Holiday Fair

  
  
• Pick For Pink: Middlesex Health Comprehensive Breast Center Fundraiser at Lyman Orchards 9:00 am

  Lyman Orchards Pick Your Own, Powder Hill Rd, Middlefield

  
  
• Treats in the Streets - A Family Trick or Treat Event in Middletown 10:00 am

  292 Main St, Middletown

  
  
• The Orchard Trials: Haunted House at Lyman Orchards 7:00 pm

  105 South St, Middlefield

  
  

Sunday, October 18

• ShoreCon 2: ALL Comic Book Show 10:00 am

  East Creek Landing, 390 S Union St, Guilford

  
  
• Oct. 24th., 9-3pm, St. Pius X Church Fun Fair, Tag Sale, Free Hayrides. 9:00 am

  Oct. 24th. 9-3pm St. Pius X Church Fun Fair, Tag Sale, Free hayrides

  
  
• Pick For Pink: Comprehensive Breast Center Fundraiser at Lyman Orchards 9:00 am

  Lyman Orchards Pick Your Own, Powder Hill Rd, Middlefield

  
  
• Waterfall Meditation & Mindful Trek at Wadsworth Falls 11:00 am

  Wadsworth Falls View, Middlefield

  
  
• Step Into Your Sacred Pause: An afternoon of Holistic Healing 1:00 pm

  The Red Barn in Durham, 352 Main St, Durham

  
  
• Mixtape Match at 1741 Pub & Grill 6:00 pm

  1741 Pub and Grill, 72 Lyman Rd, Middlefield

  
  
• The Orchard Trials: Haunted House at Lyman Orchards 7:00 pm

  105 South St, Middlefield