This time of year can get very overwhelming with all of the activities and events going on. Use this guide to help with planning your family fun!
Take a look at the list below which is organized by activity.
Tree Farms & Tree Lots
Letters to Santa Mailboxes
Markets/Craft Fairs
Light Displays (incl. Neighborhood Lights)
Santa Sightings
Festivals & Fairs
Other Holiday Events
Arts & Crafts
Tree Lightings
Holiday Performances
***This list will be updated as events and activities get announced***
The majority of events listed are in Fairfield, Trumbull, Shelton, Monroe, Easton, Ansonia, and Derby BUT I've included a few that are worth a little drive!
-Tree Farms & Tree Lots-
See the Tree Farms & Tree Lots Guide here.
-Letters to Santa Mailboxes-
✉️🎅 Letters to Santa Mailbox - Fairfield - Deadline Dec. 19
✉️🎅 Letters to Santa Mailbox - Monroe - Deadline Dec. 14
1943 Huntington Tpke, Trumbull - Deadline Dec. 20
This is a Trumbull residence. They have an amazing light display that runs every night along with a mailbox for Santa letters. All letters will receive a response.
-Markets/Crafts Fairs-
🎄 Community Tree Lighting & Holiday Market - Shelton - Dec. 1
🛍️🎄Popshop Holiday Market - Fairfield Theatre Company - Dec. 2
🎄🛍 Christmas Market - Scandinavian Club of Fairfield - Dec. 2
❄️🛍️ Ansonia's Holiday Marketplace - Dec. 2
🎄 Holly Fair - Shelton - Dec. 2
❄️🎄 Newtown Holiday Festival - Dec. 3
🎄🎅🏼 Easton Tree Lighting & Holiday Market - Dec. 3
-Light Displays-
✨🎄Night of Lights Merry Christmas Hayride! - Shelton - Nov. 25 through Dec. 23
✨ Festival of Silver Lights - Meriden - Nov. 22 through Jan. 1, 2024
✨🎄 Wonderland at Roseville - Fairfield - Nov. 24 through Dec. 23
Please note: There are more light displays around the state but I only included ones that are no more than approximately 45 minutes away.
-Neighborhood Dispays & Town Contests-
1943 Huntington Tpke, Trumbull
This is a Trumbull residence. They have an amazing light display that runs every night.
Sterling Road / Santa's Runway, Trumbull
Most of the residents on this road participate with fantastic light displays. There are visits with the Grinch and Santa as well. Visit the Facebook page for the schedule.
Trumbull Light Tour
Residents in Trumbull submit their addresses to join the light tour. Maps are put out and updated every Wednesday leading up to Christmas. Here is the current map, as of 12/6.
Light up Monroe
Organized by the Monroe Playground Foundation. Monroe residents register their houses to participate. More info...
-Santa Sightings-
🎅🏼 Santa's Wonderland at Bass Pro - Bridgeport - Nov. 25 - Dec. 24
🎅 Santa's Arrival - Sherman Green, Fairfield - Nov. 26
🎅🥞 Santa Breakfast - SHU - Dec. 2
🎄 P.A.L Christmas Village - Trumbull - Dec. 2 - Dec. 23
🚂🎅 Santa Visits the Holiday Express Train Show - Fairfield Museum - Dec. 3
⛄️🥞 Breakfast with Frosty at the Zoo - Dec. 9, 10, 16, 17, 23
🥞🎄 Holiday Breakfast - Fairfield - Dec. 9
🍳🎅 Breakfast with Santa - Stratford - Dec. 10
🎅 Santa Visits Jones Family Farm - Shelton - Dec. 16 & 17
🎅🍿 Santa & Popcorn Ball Toss - Shelton - Dec. 16
Please note: Santa will be at most Tree Lightings, Festivals, and Other Holiday Events so please check those links for more info as well.
-Festivals & Fairs-
🎄🎅 Bethlehem Christmas Town Festival - Dec. 1
🎄Christmas Fair - Monroe Historical Society - Dec. 1, 2, 3
🎄 Festival of Trees, a Newtown Holiday Festival Event - Dec. 2, 3
❄️🎄 Newtown Holiday Festival - Dec. 3
-Other Holiday Events-
🚂🎄 Holiday Express Train Show Opening Celebration - Fairfield Museum - Dec. 2
🚂🎄 Holiday Express Train Show - Fairfield Museum - Dec. 3-31
🏠 Gingerbread House Contest! - Easton Library - Dec. 3-15
🎶⛄️ Jolly Jingle Jams - Trumbull - Dec. 15
❄️ Winter Dance Party - Fairfield Public Library - Dec. 15
🎅🍿 Santa & Popcorn Ball Toss - Shelton - Dec. 16
🎄🎵 Jordeli Entertainment plays Holiday Music - Fairfield Public Library - Dec. 16
🎄⛸ Holiday Ice Skating Show - The Rinks, Shelton - Dec. 17
🎄 Grinch Storytime - Edith Wheeler Library - Dec. 19
🍪Gingerbread Storytime - Edith Wheeler Library - Dec. 21
☃️ Winter Wonderland Party - Edith Wheeler Library - Dec. 22
-Arts & Crafts -
🍬🏠 Candy House Workshop - Fairfield Museum - Dec. 16
🎨 Grinch Mixed Media Paint Party - Fairfield Public Library - Dec. 19
🏠 Build a Gingerbread House - Fairfield Woods Library - Dec. 19
❄️🎄Gnome for the Holidays Teen Gnome Craft - Edith Wheeler Library - Dec. 20
🎁🐈 DIY Gift Studio: Pet Bandanas - Fairfield Woods Library - Dec. 21
-Tree Lightings-
🎄 Community Tree Lighting & Holiday Market - Shelton - Dec. 1
🎄Trumbull Holiday Tree Lighting - Dec. 1
🎄✨ Ansonia Christmas Tree Lighting - Dec. 1
🎄Winter Whimsy Tree Lighting - Fairfield - Dec. 2
🎄 Monroe Tree Lighting - Dec. 2
🎄🧸 White Hills Community Tree Lighting - Shelton - Dec. 2
🎄 Stepney Tree Lighting - Monroe - Dec. 2
🎄🎅🏼 Easton Tree Lighting & Holiday Market - Dec. 2
🎄 Huntington Green Christmas Tree Lighting - Dec.3
-Holiday Performances-
🎭🎄A Christmas Carol - Trumbull Community Theatre - Trumbull - Nov. 27, Dec. 1, 2, 3
🩰🎄 Rockwell Dance Center's A Winter Ballet - Nutcracker - Bridgeport - Dec. 2
🩰🎄 Newtown Centre of Classical Ballet & Voice - The Nutcracker Suite - Newtown - Dec. 3
🎄🎭 A Christmas Carol Experience 2023 - Fairfield - Dec. 7, 8, 9, 10, 14, 15, 16, 16
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