Events and Things to Do in Westport, CT

Wednesday, December 17

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Give the Gift of Membership

DEC

17

10:00 AM

Sacred Heart University Discovery Science Center and Planetarium, 4450 Park Ave, Bridgeport, CT

Give the gift of membership to Discovery this season.  Early renewals can lock in at the current price. Give an All Access...

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🪑 Fresh Start Furniture Giveaway Day

DEC

17

11:00 AM

Fairfield, CT

Catholic Charities of Fairfield CountyFresh Start Furniture is moving—and that means it’s time to share with the...

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Thursday, December 18

Featured

Seven Acres Montessori - Virtual Admissions Event

DEC

18

10:00 AM

Wilton, CT

Parents are empowered to make meaningful decisions regarding their child’s development and education. An important step is...

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Saturday, December 20

Featured

Santa Run - 5k, Mile Walk, Santa Dash for kids 8 & under

DEC

20

8:30 AM

Waveny Park, 677 South Ave, New Canaan, CT

🎅 COME RUN & HAVE FUN! 12th Annual Santa Run – Waveny Park, New Canaan Saturday, December 20th 👟 8:45 AM – Santa Dash (Kids 8...

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Westport's Academy of Dance - The Nutcracker

DEC

20

5:00 PM

Staples High School, 70 North Ave, Westport, CT

We hope you will join us for this Westport holiday tradition as we celebrate our 44th Annual Production of The Nutcracker at...

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Holiday Dance - Party, Social Dancing & Fun

DEC

20

6:00 PM

Ballroom Elegance Dance Studio, 877 Post Rd E, Westport, CT

Join us for our Holiday Dance Party! Welcome to joyful evening of social gathering and dancing to beautiful music. 6:00 PM -...

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Scandalous Saturdays Burlesque: For the Holi-Gays

DEC

20

7:00 PM

Trevi Lounge, 548 Kings Hwy Cutoff, Fairfield, CT

Deck the halls with tinsel and balls! Scandalous Saturdays Burlesque is gifting you something extra naughty this holiday...

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Wednesday, December 24

Featured

Christmas Eve Dinner Buffet

DEC

24

4:30 PM

Norwalk, CT

Come join us for a delicious Christmas Eve Dinner served buffet style.  Come with your friends and family and let us do all the...

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Wednesday, December 17

• Give the Gift of Membership 10:00 am

  Sacred Heart University Discovery Science Center and Planetarium, 4450 Park Ave, Bridgeport

  
  
• 🪑 Fresh Start Furniture Giveaway Day 11:00 am

  St. Emery School, 108 Biro St, Fairfield, CT, 06825

  
  
• A Christmas Carol Live Dramatic Reading 6:30 pm

  25 Avery Pl, Westport

  
  

Thursday, December 18

• Seven Acres Montessori - Virtual Admissions Event 10:00 am

  VIA ZOOM - 34 Whipple Road, Wilton, CT 06897

  
  

Saturday, December 20

• Santa Run - 5k, Mile Walk, Santa Dash for kids 8 & under 8:30 am

  Waveny Park, 677 South Ave, New Canaan

  
  
• Westport's Academy of Dance - The Nutcracker 5:00 pm

  Staples High School, 70 North Ave, Westport

  
  
• Holiday Dance - Party, Social Dancing & Fun 6:00 pm

  Ballroom Elegance Dance Studio, 877 Post Rd E, Westport

  
  
• Scandalous Saturdays Burlesque: For the Holi-Gays 7:00 pm

  Trevi Lounge, 548 Kings Hwy Cutoff, Fairfield

  
  

Sunday, December 21

• Winter Solstice Campfire 1:00 pm

  Earthplace, 10 Woodside Ln, Westport

  
  

Monday, December 22

• Ana Gasteyer: Sugar & Booze Holiday Spectacular 7:00 pm

  Westport Country Playhouse, 25 Powers Ct, Westport

  
  

Wednesday, December 24

• Christmas Eve Dinner Buffet 4:30 pm

  Norwalk Inn, 99 East Ave, Norwalk, CT, 06851

  
  
• UU Westport Christmas Eve Candlelight Service 6:00 pm

  The Unitarian Universalist Congregation in Westport, 10 Lyons Plain Rd, Westport

  
  

Saturday, January 10, 2026

• Oshōgatsu (Japanese New Year Celebration) 12:00 pm

  First Church Congregational, 148 Beach Rd, Fairfield

  
  

Saturday, January 17, 2026

• Paint Your Dreams-A Mixed Media Adventure with Peri Pfenninger 1:00 pm

  MoCA CT, 19 Newtown Turnpike, Westport

  
  

Sunday, February 1, 2026

• Disney's Fantasia 3:00 pm

  Stamford Center for the Arts, 61 Atlantic St, Stamford

  
  

Monday, February 16, 2026

• February 2026 School Recess Creativity Camp 9:00 am

  MoCA CT, 19 Newtown Turnpike, Westport

  
  

Thursday, February 26, 2026

• Opening Reception: Art, Jazz + The Blues with WestPAC 6:00 pm

  MoCA CT, 19 Newtown Turnpike, Westport

  
  

Monday, April 13, 2026

• April 2026 School Recess Creativity Camp 9:00 am

  MoCA CT, 19 Newtown Turnpike, Westport