Events and Things to Do in Woodbury-Middlebury, CT

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.

Share

Sunday, September 20

Featured

Community Appreciation Dinner

SEP

20

12:00 PM

VFW Post 201 Hall, 2205 Baldwin St, Waterbury, CT

Join VFW Post 201 for an afternoon honoring first responders and outstanding citizens from the greater Waterbury area. This...

Share

Tuesday, September 22

Featured

Beginner-Friendly Square Dance Lessons

SEP

22

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...

Share

Friday, October 16

Featured

Designer Purse Bingo

OCT

16

5:30 PM

Hawk Ridge Winery, 28 Plungis Rd, Watertown, CT

Join Literacy Volunteers of Greater Waterbury for Designer Purse Bingo on Friday, October 16, at Hawk Ridge Winery in...

Share

Wednesday, September 16

• Looking for a little inspiration in a world that feels increasingly divided? 8:00 pm

  Zoom Or Facebook Live

  
  

Thursday, September 17

• Women's Torah & Tea 11:30 am

  Chabad Lubavitch of Northwest CT, 69 West St, Litchfield

  
  

Saturday, September 19

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

  Newbury Place, 41 Oak Tree Rd, Southbury

  
  
• 🕊️ Find Meaning. Find Joy. Find Herring. This Shabbat at Chabad 🍷🐟 9:00 am

  Chabad Lubavitch of Northwest CT, 69 West St, Litchfield

  
  
• 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

  
  

Wednesday, September 23

• Looking for a little inspiration in a world that feels increasingly divided? 8:00 pm
  
  

Thursday, September 24

• Women's Torah & Tea 11:30 am

  Chabad Lubavitch of Northwest CT, 69 West St, Litchfield

  
  

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

• 🕊️ Find Meaning. Find Joy. Find Herring. This Shabbat at Chabad 🍷🐟 9:30 am

  Chabad Lubavitch of Northwest CT, 69 West St, Litchfield

  
  
• 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

  
  

Sunday, November 8

• KABBALAH and the HIDDEN ARCHITECTURE of you 10:00 am

  Chabad Lubavitch of Northwest CT, 69 West St, Litchfield