101 Ideas for Holiday Family Fun around Fairfield County - 2022 | Kids Out and About Fairfield County, CT

101 Ideas for Holiday Family Fun around Fairfield County - 2022

KidsOutAndAbout is Fairfield County's online guide to everything for kids, teens, and families!  The activities we've listed here are confirmed for this year, but many require reserving ahead of time, and please keep in mind that events could be canceled... so click through to make arrangements. Enjoy the holidays!

If we're missing an activity that should be on our list, please email Mindy Mangan at mindy@kidsoutandabout.com. Please make sure to include a link to the event when you email. Thank you!

If you don't already receive our free weekly e-newsletter for Fairfield County, sign up today to make sure you're in the know about free stuff, festivals, classes, camps, vacation ideas, and all the best events near you! In the meantime, enjoy the ideas below for holiday family fun in 2022!

Santa Sightings

Multiple Days Starting Nov 10, 2022 Photos with Santa - Stamford Town Center
Multiple Days starting Nov 21, 2022 Santa Photos at Ridge Hill
Multiple Days starting Nov 25, 2022 Santa Express - Naugatuck Railroad
Multiple Days starting Nov. 25, 2022 Visit Santa at Shore Line Trolley Museum
Multiple Days Nov. 25 - Dec 24, 2022 Selfies with Santa - The SoNo Collection
Nov 25-Dec 24, 2022 (closed Sundays) 14th Annual Greenwich Reindeer Festival - Sam Bridge Nursery & Greenhouses
Dec 1, 2022 The Town of Stratford’s Annual Tree Lighting
December 2, 3, 2022 Bethlehem Christmas Festival
Dec 3-4, 2022 The 22nd Annual Hay Ride With Santa At Cove Island
Dec 4, 2022 The Mike Barbis Santa Toy Drive - Rowayton
Dec 4, 2022 Heights and Lights - Stamford Downtown
Dec 10, 2022 Santa at Auerfarm

 

Old-Time Christmas

Multiple dates starting Nov 25, 2022 Christmas by Candlelight 2022 - Old Sturbridge Village
Dec 1-16, 2022 SANTA CLAUS LETTERS - Lewisboro
Multiple Dates Starting Dec 1, 2022 The Webb-Deane-Stevens Museum’s History of Christmas Tour
Dec 1, 2022 Holidays on Main at Webb-Deane-Stevens Museum Store
Dec 2, 2022 Holiday Stroll Open House - Keeler Tavern Museum
Dec 3, 2021 Holiday Carnival at Olde Mistick Village
Dec 4, 2022 Holiday Family Sunday - Keeler Tavern Museum
Dec 4, 2022 Holiday Open House at The Lockwood-Mathews Mansion Museum
Dec 4, 2022 Christmas in Clinton OPEN HOUSE
Dec 17, 2022 Winter Wonderland- New Canaan Nature Center

 

Light Displays

Multiple Dates beginning Nov 11, 2022 - Jan 8, 2023 Illuminate the Farm at Queens County Farm Museum
Multiple Days Starting Nov 14, 2022 Worldwide Lights Celebration at Stepping Stones
Daily from Nov 18, 2022 - Jan 1, 2023 Magic of Lights - East Hartford
Nov 18, 2022 - Jan 8, 2023 (Select dates)

Holiday Lights - The Bronx Zoo

Nov 18, 2022 - Jan 31, 2023 Holiday Lights Spectacular - Olde Mistick Village
Multiple Dates Starting Nov 19, 2022 Holiday Lights - Lake Compounce
Nov 20, 2022 The Lighting of Ridge Hill
Multiple Dates Starting Nov 21, 2022 Origami Holiday Tree - American Museum of Natural History
Multiple Dates starting Nov 25, 2022 Holiday Bells Grove™ at The SoNo Collection
Weekends Nov 25 - Dec 30, 2022 Winterfest and Tunnel of Lights
Nov 27, 2022 RCA Lights Up Rowayton and Egg Nog Contest
Dec 1, 2022 Town of Stratford’s Tree Lighting
Dec 2, 3, 9, 10, 16, & 17, 2022 2022 Lantern Light Village - At Mystic Seaport Museum
Dec 9, 2022 Festival of Lights - Olde Mistick Village
Dec 9, 2022 Festival Of Lights - At Mystic Aquarium

 

Living Nativities

Dec 10, 2022 RCA Nativity Pageant- Pinkney Park

 

Holiday Theatre

Nov 18, 19, 2022 Elf the Musical (Touring) at Oakdale Theatre
Multiple Days Nov 18 - Dec 4, 2022 Joyful Noise- Powerhouse Theatre in Waveny Park
Nov 22, 2022 The Illusionists: Magic Of The Holidays at The Bushnell
Nov 25, 2022 World Ballet Series presents The Nutcracker at Palace Theater - Waterbury
Nov 26, 27, 2022 Ballet Theatre's Nutcracker at The Bushnell Center
Nov. 26, Dec 3, and Dec 16, 2022 The Nutcracker by the New Paltz Ballet at Rocking Horse Ranch Resort
Nov 27, 2022 SENSORY FRIENDLY- Ballet Theatre's Nutcracker at The Bushnell Center
Multiple Dates Starting Nov 30, 2022 A Christmas Carol at The Legacy Theatre
Dec 3, 2022 Holiday Open House at Bushnell Center (Sensory Friendly Event)
Dec 3, 4, 2022 Cirque De Light - Stepping Stones Museum
Dec 9, 10, 2022 Cirque Dreams Holidaze at Oakdale Theatre
Dec 9, 10, 11, 2022 The Nutcracker - Ridgefield Playhouse
Dec 10, 11, 2022 The Ballet School of Stamford Presents Nutcracker Suites at Stamford Town Center
Dec 10, 11, 2022 Connecticut Ballet presents 'The Nutcracker' at The Bushnell
Dec 17, 18, 2022 Connecticut Ballet presents 'The Nutcracker' at The Palace
Dec 17, 2022 O. Henry’s The Gift of the Magi at Queens County Farm Museum
Dec 31, 2022 Hip Hop Nutcracker - The Bushnell
Feb 11, 2023 Shen Yun- The Bushnell

 

Holiday Concerts

Nov 17, 2022 Disney Princess: The Concert at Oakdale Theatre
Dec 6, 2022 Mannheim Steamroller Christmas at The Bushnell
Dec 7, 2022 Marie Osmond – A Symphonic Christmas at Ridgefield Playhouse
Dec 10, 2022 Holiday Cirque Spectacular with the Hartford Symphony Orchestra!
Dec 10 - 11, 2022 The Holiday Show - The New Paradigm Theatre Co - Fairfield Theatre Company
Dec 12, 2022 Canadian Brass Holiday Show at The Bushnell
Dec 17, 2022 Christmas With The Celts at Ridgefield Playhouse
Dec 17, 2022 Glenn Miller Orchestra at The Bushnell

 

Holiday Trains

Various Dates starting Nov 12, 2022 Holiday Train Show - Greenburgh Nature Center
Nov 22, 2022-Feb 19, 2023 29th Annual Holiday Train Show - the CT River Museum
Dec 3, 2021 Holiday Express Train Show Opening Night at Fairfield Museum
Dec 11, 2021 Build a Train Workshop at Fairfield Museum

 

Christmas Tree Experience

  Averill Farm- Washington
  Belinsky Farm- Oxford
  Bob's Tree Farm- Bethel
  CT Christmas Tree Growers Assoc
  Fairview Tree Farm- Shelton
  H. Smith Richardson Tree Farm- Westport
  Horse Listeners Orchard- Ashford
Opens Nov 19, 2022 (reservations needed) Jones Family Farm- Shelton
Opens Nov 25, 2022 Maple Hollow Tree Farm- New Hartford

 

Ice Skating

Multiple Days starting Nov 20, 2022 Ridge Hill on Ice
Opening Nov 25, 2022 (weather permitting) WPAL Rink @ Longshore
  Winter Garden Ice Arena
  Wonderland of Ice
  Darien Ice House

Active Holidays

Nov 25, 2022 Black Friday Hike - Flanders Nature Center
Nov 26, 2022 Thanksgiving Weekend Waddle - New Canaan Nature Center
Dec 3, 2022 Santa Made Me Do It 5K - Bethlehem, CT

 

 Chanukah

Dec 4, 2022 PJ Library Chanukah Party - JCC of Greater New Haven
Dec 18, 2022 Giant Menorah Lighting- Latham Park
Dec 18 - Dec 26, 2022 CHANUKAH-At Chabad of Fairfield
Dec 19, 2022 Menorah Lighting- Stratford CT
Dec 24, 2022 Menorah Parade- Chabad to Latham Park

 

Shopping & Craft Fairs

Nov 12, 2022 2022 Continuum Holiday Bazaar - New Haven, CT
Multiple Weekend Dates starting Nov 12, 2022 Flanders Artisan Marketplace
Nov 12-13, 2022 Holiday Market at Greenburgh Nature Center
Nov 13, 2022 A Very Gifty Christmas - Newtown, CT
Nov 13, 2022 Holiday Market - High Hopes Therapeutic Riding
Nov 17 - Dec 18, 2022- (Thurs - Sun) Holiday Boutique In The Barn - Keeler Tavern Museum
Nov 19, 2022 Holiday Market- New Canaan Nature Center
Nov 19-20, 2022 Pop Up Market - Fairfield Museum and History Center
Nov 19, 2022 Clay Art Center Clay Holiday Market Opening Event
Multiple Days starting Nov 26, 2022 Annual Holiday Market - The Institute for American Indian Studies
Multiple Days starting Dec 2, 2022 Wreath Display & Silent Auction - NBMAA
Dec 3, 2022 Lachat's Winter Market
Dec 3, 2022 Holiday Express Train Show Opening Night at Fairfield Museum
Dec 4, 2022 Craft and Gift Fair at JCC of Greater New Haven
Dec 4, 2022 Holiday Celebration & Maker's Market - NBMAA
Dec 6, 2022 Holiday Sip + Shop - At Chelsea Piers Connecticut
Dec 8, 2022 Holiday Market - Stamford Museum and Nature Center
Dec 10, 2022 Mountainside Holiday Market at Powder Ridge

 

New Year's Eve

Dec 31, 2022 Countdown To Noon - Stepping Stones Museum
Dec 31 - Jan 1, 2023 Ring in the New Year at Rocking Horse Ranch Resort
Dec 31, 2022 New Year's Eve Torchlight Parade at Ski Sundown

 

Miscellaneous

Nov 19, 2022 Giant Balloon Inflation Party
Nov 20, 2022 Stamford Downtown Parade Spectacular Park Party
Multiple Dates Starting Nov 25, 2022 Holiday Bricktacular! - LEGOLAND Discovery Center Westchester
Nov 27, 2022 Trees In The Rigging Boat Parade - CT River Museum
Dec 3, 2022 Paper Wreath Family Workshop at Fairfield Museum
Multiple Dates Starting Dec 3, 2022  Holiday Festival- Newtown, CT (virtual and in Person activities)
Dec 9, 10, 11, 2022 Candy Cane Farm - Lachat Town Farm
Dec 10, 2022- *SOLD OUT* ****SOLD OUT****Family Day! Wreath Festival Fundraiser 2022 - Woodcock Nature Center

Below are items that have been posted to our calendar. If you are affiliated with a business hosting a holiday event that should be on our calendar, we'd love to see it there...it's free to post! Click here for instructions about how to add your organization to our list and easily post your events to our calendar!

 


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