Excited to celebrate the 2022 holiday season? So are we! Especially since there are SO many exciting events to choose from this year. From lights to Santa visits, shopping and more… scroll down to decide which events to attend with your family!
This year we have organized the events by category. Just find the category you’re interested in, click the plus sign to the right of the category and a list of events will drop down for you! Once you’re done, click the minus sign to minimize the list and select another one!
Be sure to click here for a complete list of must see holiday light displays!
Photos with Santa
Santa at Stamford Town Center
Daily through December 24
Monday – Saturday, 10 a.m. – 9 p.m. with a break, 1 p.m. – 2 p.m. & 5 p.m. – 6 p.m.
Sunday, 11 a.m. – 7 p.m. with a break, 2 p.m. – 3 p.m.
No reservation needed!
Santa at Designs by Lee
Sundays, November 27 – December 18, 10 a.m. – 3 p.m.
No reservation needed!
Santa at Sam Bridge Nursery & Greenhouse, Greenwich
Monday – Saturday through Christmas Eve
Monday – Friday: noon – 6 p.m.
Saturdays & Christmas Eve: 9 a.m. – 6 p.m.
No reservation needed!
Santa at the Westchester Mall
Daily through December 24
Click here to make a reservation!
Selfies with Santa at the SoNo Collection, Bloomingdales Court
Fridays, Saturdays & Sundays, November 25 – December 24, 11 a.m. – 4 p.m.
Meet Santa Claus at Stew Leonard’s
November 25 – December 22, 4 p.m. – 7 p.m.
Click here to make a reservation!
Experience with Santa
Brunch with Santa at Pinstripes Norwalk
December 3, 4, 10, 11, 17 & 18, 10 a.m. – 2 p.m.
Make a reservation here!
Brunch with Santa at the Wheel
Sunday, December 11, 11 a.m. – 2 p.m.
Register here!
Breakfast with Santa and Stew’s Costumed Characters at Stew Leonard’s Norwalk
Saturday, December 17 & Sunday, December 18, 10 a.m.
Register here!
Members only Breakfast with Santa at the Maritime Aquarium
Saturday, December 17, 8 a.m. – 10 a.m.
Register here!
Fire Truck Ride with Santa at Cos Cob Volunteer Fire Company
Saturday, December 17, 4 p.m. – 8 p.m.
Register here!
Breakfast with Santa at the IC
Sunday, December 18, 9: a.m. – noon
Register here!
Holiday Movies
Join us every Friday night at 5 p.m. in Grand Court at Stamford Town Center for beloved holiday movies presented by Stamford Moms. All are welcome!
December 2: Dr. Seuss’ The Grinch – special appearance by the Grinch himself at 4:30 p.m. popcorn provided by Goldfish Swim
December 9: A Christmas Carol, popcorn provided by Around the World Pediatric Dentistry
December 16: The Christmas Chronicles
December 23: Home Alone – popcorn provided by Goldfish Swim
The Polar Express 4D Experience®
Showing daily beginning November 25
Classic Movie Matinee: Miracle on 34th Street at the Ferguson Library
Friday, December 9, 2 p.m.
National Lampoon’s Christmas Vacation FREE Holiday Screening at the Avon Theatre
Saturday, December 10, 11 a.m.
Outdoor Trees
Jackie Robinson Park of Fame Christmas Tree
Tree at American Legion Post 12, Norwalk
Stew Leonard’s Norwalk Christmas Tree
Tree at Marilyn Trefry Park
Holiday Light Displays
The Holiday Wish Follow the Magic at Stamford Town Center
Time slots available until December 24
Get tickets here!
USE CODE: StamMoms22 for $5 off!
Indoor walk through display
The Holiday Stroll at Mill River Park
Time slots available November 18 – December 24
Get tickets here!
USE CODE: StamMoms22 for $5 off!
Outdoor walk through display
Lumagica Light Show at Harvest Mood & Orchard
November 18 – December 31, 4 p.m. – 9 p.m.
Get tickets here!
Outdoor walk through display
Bronx Zoo Holiday Lights
November 18 – January 8
Get tickets here!
Outdoor walk through display
Christmas House Westchester at the Westchester Mall
November 18 – January 7
Get tickets here!
Indoor walk through display
Westchester’s Winter Wonderland Drive Thru at Kensico Dam Plaza, Valhalla, NY
Tuesday – Sunday, November 25 – January 1
Get tickets here!
Outdoor drive through display
Glow Hartford at the Connecticut Convention Center
November 25 – January 1
Get Tickets here!
Indoor walk through display
Lake Compound Holiday Lights
Select Dates, November 19 – December 31
Get tickets here!
Outdoor walk through display
Magic of Lights at Pratt & Whitney Stadium
November 23 – January 1, 5 p.m. – 10 p.m.
Get tickets here!
Drive through display
Dazzlingliffe Lantern Festival at Lyman Orchards
December 10 – January 31
Get tickets here!
Outdoor walk through display
Holiday Crafts & Baking
Participate in a kids activity at the Carousel on Saturday morning at 10 a.m.
December 10, Pom-pom Photo Ornaments & Paper Plate Christmas Trees
December 17, Snow Globes
Participate in a kids activity at the Whittingham Discovery Center on Sunday morning at 10 a.m.
December 11, Snowflake Suncatchers
December 18, Hannukah Storytime and Dreidel Craft
Holiday Ornament Making at Recreation Star Center (Ages 5 – 10)
Friday, December 9, 6 p.m. – 8 p.m.
Family Christmas Craft Party at Evangelical Community Church
Saturday, December 10, 11 a.m. – 1 p.m.
Do You Want to Build a Snowman at Recreation Star Center (Ages 2 – 4)
Tuesday, December 13 & Wednesday, December 14, 11:15 a.m. – noon
Gingerbread House Decorating at Recreation Star Center (Ages 2 – 4)
Thursday, December 15 & Friday, December 16, 11:15 a.m. – 12:15 p.m.
Nora’s Ovenworks Gingerbread House Decorating Class
December 16 & December 18, 4 p.m. – 5:30 p.m.
Reserve a spot here!
Gingerbread House Workshop at Darien Arts Center
Monday, December 19, 3 p.m.
Tiny Tot Holiday Sing-a-Long and Cookie Decorating at Recreation Star Center (Ages 1 – 3)
Tuesday, December 20 & Wednesday, December 21, 11:15 p.m. – noon
Holiday Shows
Elf the Musical at the Toyota Oakdale Theater, Wallingford
Friday, November 18, 7 p.m. Saturday, November 19, 10 a.m. 3 p.m. 8 p.m.
Get tickets here!
Rudolph the Red-Nosed Reindeer at the Palace Theatre
November 26, 2 p.m. 4 p.m. 6 p.m. & 8 p.m.
Get tickets here!
The Nutcracker at the Darien Arts Center
Saturday, December 3, Sunday, December 4, Saturday, December 10 & Sunday, December 11, noon & 3 p.m.
Get tickets here!
Holiday Puppet Show: The Steadfast Tin Soldier at the Greenwich Historical Society
Sunday, December 4, 11 a.m. & 1 p.m.
Get tickets here!
Songs of the Season Featuring Marjorie McDonalds
December 4, 6 p.m.
Get tickets here!
Cirque Dreams Holidaze at the Toyota Oakdale Theater, Wallingford
Friday, December 9, 7:30 p.m. & Saturday, December 10, 3 p.m. & 7:30 p.m.
Ballet School of Stamford Nutcracker Suite at Stamford Town Center
December 10 & December 11, noon & 3 p.m.
FREE family friendly performances
The Nutcracker at Stepping Stones Museum
Saturday, December 17, 11 a.m. – 1 p.m.
The Nutcracker at the Palace Theatre
December 17, 2 p.m. & 6 p.m, December 18, 1 p.m. & 5 p.m.
Get tickets here!
Holiday Markets
Holiday Pop Up Shop at Honey Joe’s Family Coffeehouse
Saturday, December 10, 9 a.m. – 1 p.m.
Pop Up Shop and Free Photo with Black Santa
Saturday, December 9, 2 p.m. – 6 p.m. Jerkyz
Pop-Up Holiday Shopping at Stamford Church of Christ
Saturday, December 17, 11 a.m. – 3 p.m.
A Miracle on Wall Street Shopping Spectacular at Wall Street Theater, Norwalk
Sunday, December 18, 3 p.m. – 8 p.m.
Hanukkah Events
Hanukkah @ Humbled
Sunday, December 11, 2:45 p.m. Humbled Coffeehouse
Hanukkah Storytime and Dreidel Craft at Mill River Park
Sunday, December 18, 10 a.m. – 11 a.m.
Chanukah Wonderland at the SoNo Collection
Sunday, December 18, noon – 4 p.m.
Chanukah Community Celebration & Giant Menorah Lighting at Latham Park
Sunday, December 18, 4:30 p.m.
Menorah Lighting Celebration at Stew Leonard’s Norwalk
Sunday, December 18, 5 p.m.
Chanukah Community Celebration and Menorah Lighting
Monday, December 19, 5 p.m. – 6 p.m.
Chanukah Gelt Together at the J
Wednesday, December 21, 10 a.m. – 10:45 a.m.
Chanukah Menorah Car Parade
Saturday, December 24th, 6:00 p.m. meet at Chabad of Stamford
Join a parade of cars decked out with menorahs as we drive through Stamford culminating with a Giant Menorah lighting at Latham Park.
Holiday Festivals
14th Annual Greenwich Reindeer Festival & Santa’s Workshop presented by Jenny Allen / Compass
November 25 – December 24
Flurry Zone! An Indoor Snow Experience at the Maritime Aquarium
November 26 – January 1, every hour on the hour, 10 a.m. – 4 p.m.
Festival of Tabletop Trees at the Greenwich Historical Society
Thursday, December 8 & Friday, December 9, 9 a.m. – 5 p.m. Saturday, December 10, 11 a.m. – 7 p.m.
Candy Cane Farm at Lachat Town Farm
Friday, December 9 – Sunday, December 11
Register here!
FREE Festive Fun at St. Cecilia Parish upper parking lot
Sunday, December 11, 12:30 p.m. – 3 p.m.
Holiday Festival at the Greenwich Historical Society
Saturday, December 10, 4:30 p.m. – 7:30 p.m.
Customer Appreciation Day at Stamford Nutrition
Saturday, December 17, 9 a.m. – 3 p.m.
Winter Wonderland at the New Canaan Nature Center
December 17, 11 a.m. – 2 p.m.
Get tickets here!
Holiday Party at the Mill River Park Carousel
December 18, 3 p.m. – 6 p.m.
Pre-register here!
Holiday Trains
Holiday Train Show at the NY Botanical Gardens
November 19 – January 16, 10 a.m. – 6 p.m.
Get tickets here!
Santa Express at the Railroad Museum of New England
Friday – Sunday, November 25 – December 23
Get tickets here!
Great Holiday Trains Show at the Wilton Historical Society
November 25 – January 16, Wednesdays – Saturdays, 10 a.m. – 4 p.m. Sundays, noon – 4 p.m.
Winterfest and the Tunnel of Lights at the CT Trolley Museum
Friday – Sunday, November 25 – December 30
Get tickets here!
Holiday Model Train Display at St. John’s Episcopal Church (corner of Grove & Elm Streets, Stamford)
Saturdays, November 26 & December 3, 1 p.m. – 5 p.m. & 7 p.m. – 9 p.m.
Holiday on the Hill Train Show at Lasdon Park & Arboretum, Katonah, NY
November 26 – December 31, Thursdays – Sundays
Get tickets here!
Santa Train at the Danbury Railway Museum
Saturdays & Sundays, December 3 – December 18, 12:30 p.m. 2 p.m. 3:30 p.m. 5 p.m. 6:30 p.m.
Get tickets here!
Live Nativity
Nativity Pageant at Pinkney Park, Rowayton
Saturday, December 10, 6 p.m.
St. John’s Episcopal Church Outdoor Christmas Village
Sunday, December 11, 3 p.m. – 7 p.m.
Where to get a Christmas Tree
Want to get a pre-cut tree in town? Click here for a list!
Want to chop your ow tree? Click here for a list of farms nearby!
Exploring Babies & Toddlers
My Gym Holiday Party
Friday, December 16, 4:30 p.m. – 6:30 p.m.
Holiday Themed – Play and Learn at Recreation Star Center (Ages 1-3)
Tuesdays, November 29, December 6, 13 & 20, 9:30 a.m. – 11 a.m.
Wednesdays, November 30, December 7, 14, & 21, 9:30 a.m. – 11 a.m.
Thursdays, December 1, 8, 15 & 22, 9:30 a.m. – 11 a.m.
Fridays, December 2, 9, 16 & 23, 9:30 a.m. – 11 a.m.
Winter Wiggles at Recreation Star Center (Ages 3 months – 12 months)
Thursday, December 8 & Thursday, December 22, 11:15 a.m. – noon
Holiday Run/Walk
Jingle Bell 5K & 1 Mile Elf Run
Saturday, December 10, Calf Pasture Beach, Norwalk
9th Annual Santa Run at Waveny Park, New Canaan
Saturday, December 17, 8:30 a.m.
Virtual 5K Run & 1 Mile Family Fun Run for the Stamford YMCA
Sunday, December 21, 8 a.m. – Saturday, December 31, midnight
Kwanzaa
Kwanzaa: Community Gatherings & Celebrations
Tuesday, December 27, noon – 1:30 p.m. South End Library
Kwanzaa: A Stamford Celebration
Wednesday, December 28, 2 p.m. Stamford Government Center
Kwanzaa: Community Gatherings & Celebrations
Thursday, December 29 & Saturday, December 31, noon – 1:30 p.m. South End Library
