Events and Things to Do in Woodbury-Middlebury, CT

Tuesday, September 15

Featured

Beginner-Friendly Square Dance Lessons

SEP

15

7:30 PM

The United Church of Christ Southbury, 283 Main St N, Southbury, CT

Looking for low-impact exercise and a fun way to meet new friends? Learn to Square Dance!  Beginner-Friendly Square Dance...

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Saturday, September 19

Featured

Sidewalk Sale - September 18th-20th

SEP

19

9:30 AM

Newbury Place, 41 Oak Tree Rd, Southbury, CT

We need to make room for Holiday Merchandise!  Stop by all weekend, starting Friday, September 18th, for our Annual Sidewalk Sale.

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Sunday, September 13

• High Holidays in Litchfield: No Membership Required, Everyone Welcome 10:00 am
  
  

Tuesday, September 15

• Beginner-Friendly Square Dance Lessons 7:30 pm

  The United Church of Christ Southbury, 283 Main St N, Southbury

  
  

Saturday, September 19

• Sidewalk Sale - September 18th-20th 9:30 am

  Newbury Place, 41 Oak Tree Rd, Southbury

  
  
• Poetry Workshop at Firefly Hill Farm 9:30 am

  Firefly Hill Farm

  
  

Sunday, September 20

• Community Appreciation Dinner 12:00 pm

  VFW Post 201 Hall, 2205 Baldwin St, Waterbury

  
  
• High Holidays in Litchfield: No Membership Required, Everyone Welcome 6:00 pm
  
  

Monday, September 21

• High Holidays in Litchfield: No Membership Required, Everyone Welcome 10:00 am
  
  

Tuesday, September 22

• Beginner-Friendly Square Dance Lessons 7:30 pm

  The United Church of Christ Southbury, 283 Main St N, Southbury

  
  

Friday, September 25

• Poetry and Meditation 9:45 am

  Hollister House Garden, 300 Nettleton Hollow Rd, Washington

  
  
• "Big Earl's" Remarkable Estate Auction Sale 10:00 am

  On-Site Live Estate Auction - Under Tents - Extravaganza

  
  

Saturday, September 26

• Apple Festival 10:00 am

  South Britain Congregational Church, 693 S Britain Rd, Southbury

  
  
• The Art of Healing: Poetry as Recovery 10:30 am

  Woodbury Public Library, 269 Main St S, Woodbury

  
  

Sunday, September 27

• Remember Warsaw 1:00 pm

  Southbury Library, 100 Poverty Rd, Southbury

  
  

Saturday, October 10

• Orchid Harvest 2026 12:00 pm

  Sheraton Hartford South Hotel, 100 Capital Blvd, Rocky Hill

  
  

Friday, October 16

• Designer Purse Bingo 5:30 pm

  Hawk Ridge Winery, 28 Plungis Rd, Watertown

  
  

Monday, November 23

• The Benefits of Properly Maintaining Your Asphalt or Gravel Driveway 7:00 pm

  Wyndham Southbury, 1284 Strongtown Rd, Southbury

  
  

Thursday, May 25, 2028

• Mastering Asphalt Care: Extend the Life of Your Driveway or Parking Lot 7:00 pm

  1284 Strongtown Rd, Southbury