Trumbull Other Christmas Activities 2026

Participants take on a scenic, rolling-hill 5K course through the heart of the Nichols community, while non-runners can join an untimed 1.25-mile Health Walk. Children can participate in the Jingle Bell Jr. fun run leading to the finish line. The...

Spectators gather to watch one of the largest parades of its kind in the country, marking the official start of the holiday season. The event features towering helium balloons floating along the route alongside award-winning marching bands. Attendees can also...

Spectators gather to watch Santa Claus, Rudolph, the Grinch, and friends rappel 22 stories down the side of Landmark Square. The daredevil descent is followed by a festive fireworks show. Afterward, attendees can follow the procession up Bedford Street to...

Visitors can browse offerings from over 30 local craft vendors, sample items from food trucks, and participate in basket raffles. Family-friendly activities include hayrides, tree decorating, touch a truck, and story time. Children can also take part in games, face...

Gather at the West Haven Green for the community Hanukkah Menorah Lighting Ceremony. The annual holiday event is presented by Mayor Dorinda Borer.

Visitors enter through the front door of the Keeler Tavern to explore the museum during special evening hours. Interpreters stationed throughout the building answer questions and share details about the site's former residents and historic collections. The family-friendly event also...

Live Advent with a 3-day silent retreat following the methodology of the Spiritual Exercises of St. Ignatius Loyola. Participants reflect, pray, and receive guidance and mentorship amidst scenic surroundings. The experience is designed to strengthen character and empower young men...

Visitors can view a 20- to 30-foot tree constructed from genuine lobster traps, wrapped in white lights, topped with a giant lit star, and covered in hand-painted buoys created by the community. Festivities include the arrival of Santa and Mrs....

The Selden Fire Department hosts its annual holiday parade and tree lighting ceremony. Community members gather at Selden FD HQ to watch the parade and celebrate the lighting of the tree.

Held alongside the Bethlehem Christmastown Festival, this holiday event features a 5K road race, a two-mile walk, and a quarter-mile kids' fun run. Participants start in front of Memorial Hall and can enjoy the festival before and after racing. Awards...

Experience the charm of Milford's annual Christmas Parade, a cherished tradition held the Saturday after Thanksgiving. This festive event brings the community together with colorful floats, lively music, and the much-anticipated arrival of Santa Claus. It's a perfect way to...

Get into the holiday spirit with the annual Port Jefferson Santa Parade and Visit. This beloved community event features a festive parade bringing Santa Claus to town, followed by an opportunity for children to meet him. It's a magical way...

Get ready for the annual Holiday Stroll in Downtown Wallingford on December 4th, 2026! This beloved community event invites everyone to experience the festive spirit as they stroll through the heart of downtown. Discover local businesses and enjoy the holiday...

Join the New Fairfield community for their annual Holiday Lights Parade, a cherished tradition that illuminates the town with festive cheer. Witness a dazzling procession of creatively decorated floats and vehicles, all aglow with vibrant holiday lights, bringing the magic...

Get ready for the Three Village Annual Electric Holiday Parade, a spectacular community event that lights up the night. This unique parade showcases creatively decorated electric vehicles, all aglow with festive holiday lights, creating a dazzling spectacle for all ages....

Step back in time with a visit to The Shore Line Trolley Museum, where you can ride historic trolleys along scenic routes. Experience seasonal events, from fall-themed excursions to festive holiday rides. Explore fascinating exhibits showcasing a vast collection of...

Step into a festive wonderland at the Port Jefferson Lantern Light House Tour. This enchanting evening event invites visitors to stroll through the charming streets of Port Jefferson, illuminated by the warm glow of lanterns. Experience the magic as historic...

Experience the heartwarming tradition of the Walnut Beach Tree Lighting ceremony. Gather at the Walnut Beach Arch to welcome Santa Claus and witness the magical illumination of the Christmas tree. Enjoy the sounds of carols filling the air and indulge...

The Port Jefferson Festival of Trees transforms the village center into a festive holiday wonderland. This event invites the community to participate by sponsoring beautifully decorated trees, with options available for different tiers. It's a delightful way to embrace the...

Capture the magic of the holiday season with a visit to Santa at Ridge Hill. This popular event allows families to create lasting memories with professional photos alongside Santa Claus. While specific dates for 2025 are yet to be announced,...

Get ready for the Naugatuck Holiday Bash, a festive celebration designed to bring the community together for a joyous holiday season. This event promises a delightful experience for all, with activities and attractions that capture the spirit of the holidays....

Discover a festive holiday gift expo filled with unique items and seasonal cheer. This event is a great opportunity to find special gifts and experience the holiday spirit.

Prepare for a spectacular holiday celebration with Santa's Circus! This enchanting event promises a dazzling display of circus artistry, bringing the magic of the season to life. It's a perfect outing for families looking to create lasting Christmas memories with...

Unleash your creativity at this festive gingerbread cookie decorating event! Each ticket allows two people to decorate a pair of delicious gingerbread cookies using provided assorted candies and icing. It's a perfect, hands-on holiday activity for families, couples, or friends...

Young men are invited to immerse themselves in a profound 3-day silent retreat, designed to foster spiritual growth and prepare for Christmas. Following the methodology of the Spiritual Exercises of St. Ignatius Loyola, participants will engage in deep reflection and...

Join the City of New Haven for a meaningful Hanukkah celebration with an official menorah lighting ceremony on the New Haven Green. This event is a key part of the city's diverse holiday programming, offering a moment of reflection and...

Experience the magic of the 11th Annual Holiday Electric Lights Parade and Tree Lighting! This beloved community event features a spectacular parade of creatively decorated vehicles, all aglow with festive lights. The evening culminates with the ceremonial lighting of the...

This special event offers a private photo experience with Santa Claus, designed to be a comfortable and joyful occasion for children with special needs and their families. It's a wonderful opportunity to create cherished holiday memories in a welcoming environment.