Holiday Tidings - Christmas Fairfield County Style

The celebrated town tradition continues at the 17th Annual Greenwich Reindeer Festival & Santa’s Workshop. Santa and his LIVE reindeer come in for a landing at Sam Bridge Nursery & Greenhouses (“The North Pole on North Street”), where visitors (dogs, too!) can have their photos taken with Santa, meet the reindeer and enjoy the new Santa's Workshop, featuring a Reindeer Coloring Station, a Letter Writing to Santa Station, a raffle to win a Mercedez-Benz kids pedal car for every photo with Santa, a “Name the Baby Reindeer Contest” to win a Mercedez-Benz kids electric car/SUV and more! - Nov. 28 through Dec. 24

Experience an immersive, light-filled journey into a world of virtual enchantment at The Holiday Wish Express at the Stamford Town Center. This interactive event is the largest indoor Christmas experience in the Northeast and will entertain and inspire every member of the family, rekindling their love of the holidays by following the magic of their wishes and realizing the greatest gift of all is believing! - Nov. 22 through Dec. 28

“Let’s Celebrate! Worldwide” shines brightly at Steppingstones Museum for Children in Norwalk during its annual joyful celebration of global holiday traditions around the world, featuring hands-on programming, special performances and experiences, Santa sightings, storytelling, Christmas tree lightings, interactive experiences and so much more! 

For a unique holiday attraction, head to the Maritime Aquarium in Norwalk. Take in Rudolf the Red-Nosed Reindeer (Nov. 3 through Dec. 31) and Animal Kingdom 4D (into 2026), two incredible cinematic experiences where the action spills off the two-story screen and over the audience with thrill-enhancing sensory special effects, such as scents, bubbles, wind, mists, and more.

For a truly MOVING holiday experience, The Holiday Express Train Show at the Fairfield Museum and History Center is sure to delight the whole family as you follow large- and small-scale model trains winding around spectacular winter villages and holiday scenery. Members of the Housatonic Model Railroad Club, the Connecticut G-Scalers Club and the Central Connecticut G-Gaugers Club will be on hand to answer questions and share details about the collectibles, classic and antique trains plus modular dioramas in this eye-popping display. - Starts Nov. 29 and runs through Dec.

Two beloved classic tales, one thrilling mystery: “A Sherlock Carol” returns to the Westport Country Playhouse in an unforgettable and heartwarming theatrical experience for all ages. Reunite with characters you love from Charles Dickens and Sir Arthur Conan Doyle, brought together in a clever story of intrigue and suspense, spruced up with a generous helping of holiday cheer. When a grown-up Tiny Tim asks Holmes to investigate the suspicious death of Ebenezer Scrooge, the Great Detective must use his powers of deduction to solve the crime; but it’s a dark and treacherous Christmas Eve – and once again, the holiday is haunted by spirits of the past, present, and future! - Dec. 13 through 21

What was the holiday season like on the home front during World War II? Find out at the 1940s Christmas at the Coley House Tours at the Weston History & Culture Center (Weston Historical Society). On this guided tour, you’ll see how the Coley House was decorated during the 1940s (like no other historic home in Connecticut) and learn how the holidays were celebrated during that stressful wartime period when three generations of the Coley family lived there. - Dec. 19 and 20

“Santa Story 3” at the Downtown Cabaret Theatre in Bridgeport is the perfect holiday treat for the whole family. Santa rides a super charged, fancy sleigh that takes him on the craziest adventures imaginable. This fast-paced adventure is full of mishaps, mayhem, and holiday magic, bringing plenty of laughs, heartwarming moments, and surprises along the way! - Nov. 29 through Dec. 28