Colorful Bridgeport

Recollective
2025-12-14 10:00 - 16:00, 2025-12-21 10:00 - 16:00, 2025-12-28 10:00 - 16:00 (America/New_York) | Recollective, 588 State Street, Bridgeport, CT, 06604
Recollective is a multi-vendor vintage and antique marketplace that takes a fresh approach to the vintage market scene. Think antiques, salvage finds, one of a kind vintage, local makers and a cozy café to fuel your treasure hunt. The spirit lives on in Downtown Bridgeport.

Santa Story 3
2025-12-14 12:00 - 14:30, 2025-12-20 12:00 - 14:30, 2025-12-21 12:00 - 14:30, 2025-12-27 12:00 - 14:30, 2025-12-28 12:00 - 14:30 | Downtown Cabaret Theatre, 263 Golden Hill Street, Bridgeport, Connecticut, 06604, United States
Last time we met the young Christopher Kringle, he and his wife Margaret were sent on a madcap mission through NYC to save Christmas! This year, Santa and his team welcome the reindeer to the North Pole in a brand-new adventure you won’t want to miss. Whether you saw Santa Story 2 or are joining us for the first time, you’ll love the heartwarming and hilarious story of how young Santa and his trusty reindeer teamed up for Christmas. It’s a perfect mix of fun, laughter, and holiday spirit for the whole family.

Brothers & Books: The Warmth of Other Suns by Isabel Wilkerson
2025-12-14 14:00 - 16:00 | Kindred Thoughts Bookstore, 1001 Main St, Ste #8, Bridgeport, CT, 06604, United States
Join us as we dive deep into the powerful storytelling of Isabel Wilkerson’s “The Warmth of Other Suns” at Brothers & Books Book Discussion! Brothers & Books is a member-led book and discussion group for men of color of all ages.
This book club is the ideal forum to exchange thoughts and perspectives, to deepen your sense of community, and to diversify the selection of books on your shelf. Brothers & Books looks forward to building a strong community of men who can pour into each other, centered around books and discussions that build and inspire. Food and beverages are welcome!

Winter Wonderland
2025-12-14 17:00 - 19:00 | The Bijou Theatre, 275 Fairfield Ave, Bridgeport, CT, 06605, United States
From BEST Moves® Dance Academy.

A Sisters' Christmas Tale
2025-12-14 17:00 - 19:00 | The Bijou Theatre, 275 Fairfield Ave, Bridgeport, CT, 06605, United States
A Sisters’ Christmas Tale: Through the Eyes of Two Sisters 🎄
Step into a heartwarming holiday experience like no other. A Sisters’ Christmas Tale tells the enchanting story of two sisters who, for the first time, discover the true beauty and joy of Christmas.
Journey with them as they wander through twinkling lights, magical snowfalls, and festive melodies—learning what it means to believe in love, family, and the spirit of the season.
✨ Expect:
A captivating story brought to life through performance, music, and holiday magic
Breathtaking winter décor and interactive holiday scenes
A celebration of hope, togetherness, and the wonder of Christmas
Whether you’ve cherished Christmas your whole life or are seeing it anew through the eyes of these two sisters, this event will warm your heart and rekindle your holiday spirit.
🎟️ Join us for an unforgettable Winter Wonderland experience—where Christmas dreams come true.

Michael Blackson
2025-12-14 18:00 - 20:00, 2025-12-14 20:30 - 22:30 | Vinnie Brand’s Stress Factory Comedy Club, 167 State Street, Bridgeport, Connecticut, 06604, United States
He has been called one of the most original stand-up comics in the country, and his performances have audiences laughing in tears. Michael Blackson, aka: ‘The African King of Comedy’, has been entertaining audiences all across the country and around the globe for more than a decade. Inspired by the stand-up comedy of Eddie Murphy, Blackson began to develop his comedic talent in 1992 in the unkind comedy clubs of Philadelphia, Pennsylvania.
Blackson’s comedic appeal grew from his involvement with BET’s ComicView series, HBO’s Def Comedy Jam, Showtime at Harlem, and Live in Hollywood. However, it was in a Los Angeles comedy club where Blackson got his big break. Blackson was performing at the Comedy Store where actor/director Ice Cube was in attendance to see comedian Mike Epps perform. But after experiencing Blackson’s performance, Ice Cube invited the young comic for a reading… and the rest is a comedic mark in history! Blackson’s outstanding and unforgettable performance in the smash hit comedy, Next Friday, drew praise and a fan following like no other.
After his scene-stealing performance in Next Friday, fans wanted more, and in 2005, Blackson did not disappoint. He released his top-selling sketch comedy CD entitled, Modasucka, Welcome to America. With Blackson, the work never stops. Along with special guest appearances on some of the hottest music videos, Blackson stole the stage on P. Diddy’s Bad Boys of Comedy on HBO and starred in a commercial for the Chappelle Show on Comedy Central. There’s no mistaking Blackson for any other comedian when he takes the stage.
And what about those Dashikis? When he takes the stage, clad in the finest Dashikis the Motherland has to offer, “The African King of Comedy” is born! Along with his film and television endeavors, Blackson continues to entertain his fans as the headliner for live shows at comedy clubs, universities, and special events, bringing his one-of-a-kind, must-see stand-up performance to audiences all across the country and around the world.

2nd Marine Aircraft Wing Band Free Holiday Concert
2025-12-15 19:00 - 21:00, 2025-12-16 19:00 - 21:00, 2025-12-17 19:00 - 21:00 | The Klein Memorial Auditorium, 910 Fairfield Avenue, Bridgeport, CT, 06605, United States
The holiday season shines brighter at The Klein! Join us for two FREE holiday concerts featuring the renowned 2nd Marine Aircraft Wing Band on Monday, December 15th and Tuesday, December 16th at 7:00 PM.
Experience the joy of the season as this celebrated military ensemble fills the auditorium with festive classics, stirring marches, and holiday favorites that will warm hearts and lift spirits. Gather your family and friends, celebrate community, and let the music of the season surround you in Bridgeport’s historic theatre.
Admission is free—come share in the magic!

Bridgeport Islanders vs. Syracuse Crunch
2025-12-17 19:00 | Total Mortgage Arena, 600 Main Street, Bridgeport, CT, 06604, United States
Come and watch your Bridgeport Islanders take on the Syracuse Crunch.

Mona Love, a.k.a. "Don't Call Me Whitegirl"
2025-12-19 - 2025-12-20 | Vinnie Brand’s Stress Factory Comedy Club, 167 State Street, Bridgeport, Connecticut, 06604, United States
Mona Love, better known as Don’t Call Me Whitegirl, is a viral sensation taking comedy by storm! She’s the host of her own hit Don’t Call Me Whitegirl podcast and a member of the Joe Budden Podcast, bringing her unapologetic humor and bold storytelling to every stage. Selling out shows all over the country, Mona delivers raw energy and nonstop laughs you won’t forget. Don’t miss your chance to see her live!

A Very Denzel December Movie Series: Training Day
2025-12-19 14:00 - 16:00 | Bridgeport Public Main Library – Burroughs-Saden, 925 Broad Street, Bridgeport, Connecticut, 06604, United States
Join us in December as we celebrate one of our greatest actors, Denzel Washington! This week we will be showing Training Day! Refreshments will be served.

Candlelight
2025-12-19 18:00 | The Bijou Theatre, 275 Fairfield Ave, Bridgeport, CT, 06605, United States
Candlelight brings the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Connecticut.

CT Gay Men’s Chorus Presents Gays In Space: A Holiday Adventure
2025-12-19 19:30 | Downtown Cabaret Theatre, 263 Golden Hill Street, Bridgeport, Connecticut, 06604, United States
Ready for a holiday adventure that’s truly out of this world? Step aboard for Gays in Space: A Holiday Adventure, when the Connecticut Gay Men’s Chorus blasts off into a cosmic celebration of chosen family, twinkle lights, and zero-gravity glamour. Journey with us to distant planets where the cantina dancers strut under glittering holiday skies, mistletoe hovers in unexpected places, and otherworldly wassail flows freely. From sparkly snowball fights to postcard-worthy fireside moments, this interstellar holiday revue mixes gorgeous harmonies and heartwarming traditions with riotous spectacle. Whether you love all things tinsel and tree or just want to experience pure cosmic fabulousness, this is a don’t-miss holiday experience for everyone.

Holiday Movie Matinee: It's a Wonderful Life
2025-12-20 14:00 - 16:00 | Bridgeport Public Main Library – Burroughs-Saden, 925 Broad Street, Bridgeport, Connecticut, 06604, United States
Join us for a screening of It’s a Wonderful Life! This classic film is sure to get you into the holiday spirit! Christmas cookies and hot chocolate will be served.

Gingerbread & Good Cheer Holiday Party!
2025-12-20 15:00 - 19:00 | Bridgeport Pride Center, 166 Elm St, Bridgeport, CT, 06604, United States
Get ready to spread holiday cheer with festive treats, and good vibes at our Bridgeport Pride Center Holiday Party!
Join us for a sweet and spirited celebration on Saturday, December 20th from 3–7 PM at the Bridgeport Pride Center! Our candy-coated, gingerbread-themed Holiday Party will be filled with festive crafts, delightful photo ops, tasty food, and cheerful drinks to keep the season bright.
This is a celebration for everyone—young and old, friends, families, and neighbors alike. All are welcome to share in the holiday fun!
In the spirit of giving, we invite guests to bring one unwrapped toy, a nonperishable food item, and/or essential needs items. Your generosity will help bring much-needed cheer and support to our community this holiday season. ❤️
To ensure we have enough magic and merriment for everyone, please RSVP.

Holiday Quintessence
2025-12-20 19:30 | The Klein Memorial Auditorium, 910 Fairfield Avenue, Bridgeport, CT, 06605, United States
Greater Bridgeport Symphony performs “Holiday Quintessence” at The Klein Memorial Auditorium.
The five Classical Elements are Air, Fire, Earth, Water, and the fifth element – Quintessence, that indefinable something that completes all the others. Isn’t that just what the holidays are – a time for families, celebrations of love, and the laugher of children? Bring the family to Holiday Quintessence at The Klein, where GBS will present The Young Person’s Guide to the Orchestra, surrounded by the sounds of the holidays. Kids under 19 are free! Celebrate with us in the heart of Hanukkah, five days before Christmas. GBS favorite Maureen Hammill will lead friends in joyful vocals, sure to warm the heart.

Ultimate Michael Jackson Experience - Joby Rogers
2025-12-20 20:00 - 21:30 | The Bijou Theatre, 275 Fairfield Ave, Bridgeport, CT, 06605, United States
Celebrate the music and dancing of the legendary ‘King of Pop’! Joby Rogers is the essential Michael Jackson Tribute Show.

Ugly Sweater Sip-N-Paint Christmas Party
2025-12-21 18:00 - 22:00 | Souther Classic Daquiri Factory, 997 Main Street, Bridgeport, CT, 06604
Get ready to celebrate Christmas in style with our ugly sweater sip and paint party – it’s going to be a festive, fun-filled night.
Christmas, ugly sweater sip and paint party
Come to the southern class daiquiri Factory and join us for a festive and fun evening at our Christmas ugly sweater sip and paint party! Grab your ugliest Christmas sweater , cutest reindeer outfit, Santa or Mrs. Claus outfit and get ready to unleash your inner artist. This in-person event will take place at 997 Main St. Sip on some delicious drinks, mingle with friends, and create your own masterpiece to take home. No painting experience necessary. Your tickets will include one drink and painting and art supplies. Don’t miss out on this merry and memorable event!

Sensory Safari
2025-12-22 11:00 - 12:00 | Bridgeport Public Main Library – Burroughs-Saden, 925 Broad Street, Bridgeport, Connecticut, 06604, United States
Join us each Monday for a playtime that allows kids and their caregivers to engage with various sensory experiences. We’ll introduce kids to interactive educational toys and activities that stimulate the senses, and help them explore, investigate, create, and discover new sensations while promoting relaxation and learning. Ages 0-5.

Bridgeport Islanders vs. Hartford Wolf Pack: Throwback Night
2025-12-27 17:00 | Total Mortgage Arena, 600 Main Street, Bridgeport, CT, 06604, United States
Come and watch your Bridgeport Islanders take on the Hartford Wolf Pack.

Klein Winter Movie Series: Mary Poppins
2025-12-29 16:00 - 18:00 | The Klein Memorial Auditorium, 910 Fairfield Avenue, Bridgeport, CT, 06605, United States
Looking for affordable things to do with the fam this winter? We got you! Part of The Klein’s family-friendly Winter Movie Series, experience the classic film on our 30-ft movie screen! Bring the whole family & enjoy the iconic music numbers (Supercalifragilisticexpialidocious, A Spoonful of Sugar). Mary Poppins is known for being one of the first movies to blend animation and live-action. Rated G For All Ages
See all 3 musical movies for $12 – No fee added. Plus free parking! Tis the Season! Our concession stand will be selling hot cocoa & eggnog!

Wolfpack New Year's Eve Bash
2025-12-31 20:30 - 23:59 | Ursa Gallery, 247 Fairfield Ave, Bridgeport, CT, 06604
Join Full Moon Brewing at URSA this New Year’s Eve for a rockin party. Ring in the new year with signature espresso martinis and coffee-inspired cocktails.
