By Chris Chagaris

Top 20 Things to Do in Winter in Fairfield County, CT

June 23, 2014   |    

Snow day in Fairfield County? You can still have fun with our top 20 best cold-weather activities in Fairfield County CT, including activities in Greenwich, Westport, Norwalk, and Bridgeport. Don't miss winter seasonal fun, like ice skating at a local rink, celebrating Hanukkah and Christmas with the Fairfield community, see a local production of The Nutcracker, and watch The Polar Express on an IMAX screen.

1. Get in the Holiday Spirit

A tradition for more than 30 years, the Fairfield Christmas Tree Festival at Burr Homestead in Fairfield is held in late November or early December. Attendees can shop for Christmas trees and wreaths, take a photo with Santa, and tour the designer-decorated rooms, all while contributing to a good cause—the festival donates proceeds to a worthy local organization each year.

2. Meet a Reindeer

Meet those amazing animals who pull Santa’s sleigh at the Greenwich Reindeer Festival & Santa’s Workshop at McArdle’s Florist & Garden Center, open late November through late December. You can also get a photo with jolly Old St. Nick himself.

cut your own christmas tree

3. Cut Your Own Christmas Tree

Cut your own Christmas tree at Jones Family Farm in Shelton or another tree farm in the area.

4. See the Holiday Lights

November ushers in the Fantasy of Lights at Lighthouse Point Park in New Haven, which runs through January. Bask in the glow of the mile-long route of holiday lights in many incarnations, including a gingerbread house and a holiday dragon. Some exhibits are animated, too!

5. Watch a Performance of The Nutcracker

Westport’s Academy of Dance presents its annual production of The Nutcracker, a more than 30-year tradition, at Staples High School in Westport in early December. Find more area performances of the classic ballet.


6. Go Bird Counting

Be part of a more than 100-year-old tradition in mid-December when the Greenwich Audubon Society hosts its annual Christmas Bird Count. Join dozens of Audubon volunteers in search of feathered friends throughout the day, then attend the annual compilation meeting and dinner at night. You’ll contribute to critical research led by ‘citizen scientists’ across the nation.

kids skiing

7. Go Skiing

Grab your gear and pack up the kids for a day of skiing or snowboarding at one of the area’s family-friendly resorts, such as Mohawk Mountain Ski Area in Cornwall (Litchfield County). 

8. Watch The Polar Express on IMAX

From late November through early January, you can catch The Polar Express in IMAX at the Maritime Aquarium in Norwalk. This perennial holiday film tells the tale of a young boy who doubts the existence of Santa Claus and gets taken on a magical Christmas Eve trip to the North Pole.

polar express
train show

9. Check out a Holiday Train Show

Let your little ones delight in the magic of model trains at the annual Holiday Express Train Show at Fairfield Museum and History Center in Fairfield. From early December through early January, you can watch the trains wind around a winter wonderland of spectacular trees and beautiful holiday scenery. Find details and more train exhibits in the area. 

10. Visit with Wolves

Hang out with wolves at the Wolf Conservation Center in South Salem, just over the Westchester border. Each year on New Year’s Day, visitors can help Howl in the New Year while they enjoy hot beverages and learn all about these beautiful and endangered species.

disney on ice

11. Disney on Ice

See Mickey, Minnie, and a host of your other favorite characters when the Disney on Ice tour stops at Webster Bank Arena in Bridgeport for a few days in early January. Check online for the full schedule.


12. Go Seal Watching


Hop aboard the research vessel Oceanic at the Maritime Aquarium in Norwalk for a Winter Creature Cruise, offered on select weekends in January, February, and March. Educators on board will point out the harbor seals, gray seals, and even harp seals that are wintering in the Long Island Sound.

13. Sled Downhill

Pull out your Flexible Flyer and get set for some downhill snow day fun. Once there’s enough of the white stuff on the ground, Fairfield’s parks open for sledding. Find the best hills in the area.

downhill sledding


14. Volunteer for Your Community

Give back to the community on Martin Luther King Jr. Day in mid-January. Learn more about volunteer opportunities in the Fairfield area.

15. Go Ice Skating

Go ice skating at the Dorothy Hamill Skating Rink in Greenwich, or find another rink in our skating guide.

ice skating


16. Watch the Stars


During early to mid-February, head to the Bruce Museum in Greenwich for its annual Astronomy Family Day, where activities and crafts focus on the stars and planets. Watch some shows in the STARLAB planetarium, take a peek at some telescopes, and meet members of the Astronomical Society.

winter wonderland

17. Celebrate at the Ball

For the very popular Winter Wonderland Children’s Ball, held at Stepping Stones Museum in Norwalk in late February, kids are invited to dress in their party best for an evening of wintry celebration featuring dancing, a life-sized igloo and snow globe, winter crafts, and full access to all the exhibits in the museum. 

18. Bounce on a Trampoline

When the temps drop outside, keep your kiddos active indoors at Pump It Up Norwalk, where they can bounce around to their hearts’ content on the center’s giant inflatables. Check for details on the center’s upcoming drop-in sessions and special events like Parents’ Night Out and Sensory-Friendly Jump sessions.

19. Watch a Sensory-Friendly Movie

If you have a family member with sensory issues, opt for a sensory-friendly movie matinee where the lights stay up, the sound is turned down, and audience members are encouraged to get up and make as much noise as they please—find more info here.

20. Visit LEGOLAND

Escape from the cold and head to LEGOLAND Discovery Center Westchester in nearby Yonkers. Among its attractions, LEGOLAND boasts several themed building stations, rides, and MINILAND, a miniature recreation of the New York metro landscape. 




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