Westport Other Christmas Activities 2026

Lace up your running shoes for the Nichols Improvement Association's 36th annual Jingle Bell Run. This festive 5K and fun run is a cherished holiday tradition, bringing the community together for a morning of fitness and holiday cheer. Participants can...

Experience the magic of the season at the Keeler Tavern Museum & History Center's Holiday Stroll Open House. This family-friendly event invites visitors to explore the historic museum during special evening hours, with interpreters on hand to share fascinating stories....

Get ready for the Stamford Downtown Parade Spectacular, the official kick-off to the holiday season! This massive parade features giant helium balloons, award-winning marching bands, and dazzling dance groups. Don't miss the Giant Balloon Inflation Party the night before, where...

Santa Claus and friends will rappel 22 stories down Landmark Square, followed by fireworks and a march to Latham Park for holiday music and the lighting of Stamford's official Holiday Tree.

Join the community for the Annual Tree Lighting and Holiday Parade, a cherished tradition that ushers in the holiday spirit. This festive event features a spectacular tree lighting ceremony and a vibrant parade, bringing together residents for an evening of...

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...

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...

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...

Prepare for a chillingly festive experience at Bayville Haunted Christmas, where Long Island's famous haunted park transforms into a terrifying holiday attraction. They unleash three distinct holiday haunts, offering a scary twist on Christmas traditions. This event is not for...

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...

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...

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...

Celebrate Christmas Day with a round of golf at Dix Hills Park Golf Course. Enjoy a festive atmosphere on the greens as you play through on this special 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...

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,...

Join the festive atmosphere at Harbor Point Square for their 15th Annual Christmas Tree Lighting. The celebration begins with holiday music, culminating in the tree lighting ceremony at 6:00 p.m. sharp. It's a perfect way to embrace the holiday spirit.

Join the community for a heartwarming Hanukkah Menorah Lighting Ceremony on the West Haven Green. This festive event celebrates the Festival of Lights with a symbolic menorah lighting, bringing together residents for a moment of shared joy and tradition.

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.

Experience the magic of the holiday season with a special 'Breakfast with Santa' event at the historic Mansion at Glen Cove. This enchanting occasion offers families the chance to enjoy a delicious breakfast while meeting Santa Claus himself. Capture memorable...

Capture the magic of the holiday season with a visit to the Santa Photo Experience at The Westchester. This beloved tradition offers families the chance to create lasting memories with professional photos alongside Santa Claus. Special sessions are available for...

Join The Learning Experience New Haven for a delightful 'Breakfast With Bubbles' open house. This festive event offers a wonderful opportunity to meet Santa Claus and enjoy a special breakfast spread. It's a chance to explore their facilities and embrace...

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 Milford Arts Council offers a vibrant calendar of events throughout the year. Visitors can immerse themselves in diverse artistic experiences, from captivating live music concerts spanning jazz, classical, and soul genres, to engaging art exhibitions and creative workshops. They...

Unleash your creativity in this unique workshop where you'll craft a stunning beach-themed Christmas tree using resin pour techniques. Learn to incorporate crushed glass and other decorative elements to create a one-of-a-kind holiday centerpiece. Perfect for a festive and artistic...

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....

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.

Join a unique holiday tradition by decorating and submitting a buoy to create a stunning 20-30 foot tree made from lobster traps. This community art project culminates in a festive tree lighting ceremony at Lisman Landing, complete with music and...

Join the Constantino Brumidi Lodge for a delightful Breakfast with Santa. This family-friendly event offers a delicious breakfast spread, fun crafts, and exciting raffles. Bring your camera to capture precious moments with Santa, making it a perfect holiday outing for...

Brightwaters Farms invites visitors to their Christmas Extravaganza and Brunch with Santa. This festive event offers a magical holiday experience with activities for all ages. Enjoy unlimited hayrides, face painting, and a variety of children's games. Explore the country store...

Step into a festive wonderland at Lyndhurst Mansion's Holiday Classic Mansion Tours. This acclaimed event transforms the historic estate into an extravagant holiday spectacle, featuring dozens of uniquely decorated Christmas trees and rarely seen artifacts from past owners. Experience the...

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...