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Last updated: November 11, 2024

Experience the holiday season in Bridgeport with our guide. Discover all the essential festive events. For those born and raised in Bridgeport and those just arrived, our guide illuminates the city's festive offerings.

One highlight of this season is the enchanting Santa Express, where families can embark on a magical train ride with Santa himself, making memories along the way. Another delightful experience is the unique All Aboard the Snow Clipper, featuring a whimsical journey that captures the essence of winter magic. And the Holiday Train Rides at the Railroad Museum of New England are something you definitely don't want to miss, providing an engaging glimpse into holiday traditions. See more details on these and other fun events and activities below!

Contact information and details below.

Bridgeport Holiday Light Displays

What to Expect:

Dazzling nighttime light display supporting community development.

Description:

Lighthouse Point Park Holiday Lights features a dazzling display of lights, supporting Goodwill of Southern New England's mission to strengthen communities by supporting individuals of all abilities through person-centered employment, training, and services. The event is open to families and people of all ages, with admission fees for cars, family vans, minibuses, and full-size buses.

Where: New Haven | More Info: Lighthouse Point Park Holiday Lights

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Bridgeport Holiday Markets and Shopping

Bridgeport Holiday Shows and Entertainment

What to Expect:

Unique blend of local and international talent in holiday-themed performances.

Description:

The Klein Memorial Auditorium in Bridgeport hosts a variety of holiday shows, including concerts and theatrical performances. These events feature talented artists and ensembles, offering a rich cultural experience for the community.

Where: Bridgeport | More Info: Holiday Shows in Bridgeport

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What to Expect:

World-class ballet performance with elaborate sets and costumes.

Description:

The Palace Theatre presents World Ballet Company's Nutcracker, a family-friendly performance featuring a multinational cast of 50 professional ballet dancers. The show is accompanied by Tchaikovsky's timeless score and includes over 150 hand-crafted costumes and lavish hand-painted sets.

Where: Stamford | More Info: Palace Theatre Holiday Shows

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What to Expect:

Guided self-reflection of Ebenezer Scrooge amidst the Christmas season.

Description:

Legacy Theatre presents a musical adaptation of Charles Dickens' "A Christmas Carol," featuring Ebenezer Scrooge's transformative journey amidst the 1800s English Christmas season. This annual rendition, adapted and directed by Artistic Director Keely Baisden Knudsen, brings the classic tale to life with music by Keely Baisden Knudsen and David Bell.

Where: Stamford | More Info: Legacy Theatre Holiday Shows

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Bridgeport Other Holiday Activities

What to Expect:

Seasonally decorated train with Santa visits and special gifts for children.

Description:

The Santa Express is an afternoon train ride where families can visit Santa Claus and his elves. Each child receives a special gift from Santa's toy bag. The train is lighted and seasonally decorated, offering a festive atmosphere with visits by Santa and Mrs. Claus, singing along to Christmas carols, and hot chocolate.

Where: Thomaston | More Info: Santa Express

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What to Expect:

Personalized gift-giving experience with Santa and Mrs. Claus.

Description:

All Aboard the Snow Clipper offers a personalized gift-giving experience where Santa and Mrs. Claus hand out the first gifts of Christmas. The event includes a short train ride through historic Danbury Railyard, museum exhibits, and a meet-and-greet with Santa and Mrs. Claus. Enjoy hot chocolate, marshmallows, and fresh baked cookies in the railyard.

Where: Danbury | More Info: All Aboard the Snow Clipper

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What to Expect:

Historical lectures and exhibits on witch trials.

Description:

The Fairfield Museum and Historical Society offers a variety of holiday events, including the 2024 Fall Speaker Series on Connecticut Witch Trials, Accusations, and Exoneration Efforts, and other educational activities that bring the whole family together for fun and educational experiences.

Where: Fairfield | More Info: Fairfield Museum and Historical Society Holiday Events

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What to Expect:

Interactive haunted attraction and local beer tastings.

Description:

Lyman Orchards offers a variety of seasonal activities including a Corn Maze Beer Tasting, live music at 1741 Pub & Grill, Horse-Drawn Wagon Rides, and an interactive haunted attraction. Visitors can also enjoy petting farms and trackless train rides.

Where: Middlefield | More Info: Lyman Orchards Holiday Events

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