Winter Bucket List


Fairfield Theatre Company

Check out a show at the Fairfield Theatre Company. Fairfield Theatre offers live music, comedy, and community theatre at two convenient venue locations in Fairfield. Some upcoming shows include The Jayhawks, Fishhead Stew, Spadtastics, and Roomful of Blues.


Westport Country Playhouse

The Westport Country Playhouse is a nationally recognized, not-for-profit, professional theater under the direction of Mark Lamos and management leadership of Michael Barker. You can go to a musical or script in hand playreading. The Playhouse also has special events such as Taste of Tuesday, Happy hour, or Together at the Table.



The Aldrich Contemporary Art Museum

Check out an art exhibit at the Aldrich Contemporary Art Museum! The Aldrich also has talks, special events, tours, and more. Open Sunday, Monday, Wednesday, Thursday, Friday, 12 noon- 5:00 pm and Saturday 10:00 am to 5:00 pm.



Painting with a Twist

Invite your friends, sip you favorite beverage, and enjoy step-by-step instruction with experienced and enthusiastic local artists in Westport. You'll leave with a one-of-a-kind creation for your home. Perfect for a date night or birthday party.



Fairfield Comedy Club

Fairfield Comedy Club is Connecticut's hottest spot to see live comedy every week from Connect's and New York City's best standups! The Fairfield Comedy Club will bring you comics you've seen on Late Night, HBO, and Comedy Central. You can also BYOB and join every week for laughs. Some of the upcoming standups include Matt Richards (Host of HQ Trivia), Yannis Pappas (Comedy Central), and Giulio Gallarotti (AXS TV).



Paradise Hills Vineyard & Winery

Paradise Hills Vineyard & Winery is a family owned and operated boutique winery located in Wallingford, CT. Open year round, you will want to visit often to enjoy a memorable experience. Come for a wine tasting and live music in a beautiful landscape.




Powder Ridge Mountain Park

Bring the family to Powder Ridge Mountain Park in Middlefield, CT! Powder Ridge offers a variety of outdoor activities including skiing, tubing, snowbiking, and snowboarding as well as programs and lessons for children and families.



Maple Syrup Making

Learn how maple syrup is made at Lamothe's Sugar House in Burlington, CT! Every Saturday and Sunday from February 21st to March 30, Lamothe's invites families to watch maple syrup being made, sample products, and enjoy a hot beverage.


Saturdays at Earthplace

Spend your Saturdays throughout the winter season at Earthplace in Westport, CT! Earthplace hosts fun and educational winter classes for children and families including bird feeder making, critter encounters, sledding, snowshoeing, and more.


Meet Penguins at Mystic Aquarium

Hang out with the penguins at Mystic Aquarium! This winter, the aquarium is offering several events with their penguins in attendance. First, Mystic is hosting Pizza with Penguins on January 26th followed by Pancakes with Penguins on February 9th.



Dance the Night Away

Attend a family friendly winter ball at Stepping Stones Museum for Children in Norwalk, CT! On February 9th, get dressed up for a night of dancing, fun activities, and tasty treats.

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30 Dec 2019

By Josie Feliciano