101 Ideas for Holiday Family Fun in Fairfield- 2019 | Kids Out and About Fairfield County, CT

101 Ideas for Holiday Family Fun in Fairfield- 2019

 

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Santa Sightings

Nov 7- Dec 24, 2019 Photos With Santa at the Stamford Town Center Mall

Nov 17- 30, 2019

Santa's Wonderland- Bass Pro Shops Bridgeport

Nov 22- Dec 24, 2019

Selfies with Santa at The SoNo Collection

Nov 23, 2019

Giant Balloon Inflation Party- Downtown Stamford

Nov. 29, 30

Dec. 1, 7, 8, 14, 15

 

Santa’s Trolley Winter Wonderland at Shore Line Trolley Museum

Nov 29- Dec 24, 2019

11th Annual Greenwich Reindeer Festival & Santa's Village™- Sam Bridge Nursery & Greenhouses

Nov 30, 2019

Cookies & Milk with Santa- Kids First Dentistry and Orthodontics

Dec 1, 2019

Christmas Tree Lighting- American Legion Post 12 Norwalk CT

Dec 1, 2019

Trees in the Rigging- Connecticut River Museum

Dec 4, 2019

The Town of Stratford’s Annual Holiday Lighting Festival

Dec 6, 2019

Munchkin Morning- Mystic Aquarium

Dec 7, 2019

First Light Old Greenwich

Dec 7-8, 14-15, 21-22, 2019

Breakfast with Frosty & Friends at the Beardsley Zoo

Dec 8, 15, 21, 22

Brunch with Santa & Mrs. Claus at Lyman Orchards

Dec 8, 2019

Heights & Lights- Rappelling Santa & Tree Lighting- Downtown Stamford

Dec 8, 2019

RCA Santa Run- Rowayton Train Station

Dec 13, 2019

Pizza with Santa- Westport Weston Family YMCA

Dec 15, 2019

10th Annual Skiing & Riding Santa Day at Windham Mountain

   

 

Old-Time Christmas

Nov 23- Dec 22, 2019 Lantern Light Tours- Mystic Seaport Museum
Dec 6-8, 2019 Fairfield Christmas Tree Festival- The Burr Homestead
Dec 14, 2019 Jingle Bell Rock Family Day- Westport Museum for History and Culture
Dec 14, 2019 Winter Wonderland- New Canaan Nature Center
Dec 26-28, 2019 Holiday Open House- Queens County Farm Museum
   
   

 

Light Displays

Nov 21- Jan 5

Holiday Lights at the Bronx Zoo

Opens Nov 22, 2019

Holiday Lights- Lake Compounce

Nov 22- Dec 24, 2019

The Wishing Forest™ at The SoNo Collection

Nov 26- Jan 5, 2020

Worldwide Lights Celebration

Nov 29- Dec 22, 2019 Northern Lights Limited & Santa Express- Railroad Museum of New England
Dec 7- Jan 2, 2020 Northern Lights- Mystic Aquarium

 

Living Nativities

Dec 14, 2019  RCA Nativity Pageant- Pinkney Park

 

Holiday Theatre

Nov 16- Dec 29, 2019 Rudolph- Downtown Cabaret Theatre- Bridgeport
Nov 30, Dec 7 and 20, 2019 New Paltz Ballet Presents: The Nutcracker
Nov 30, 2019 Twas The Night Before Christmas- The Palace Theatre
Nov 30, 2019 Moscow Ballet's Great Russian Nutcracker in Wallingford
Dec 6-8, 2019 Cirque Dreams Holidaze- Oakdale Theatre
Dec 6-22, 2019 The Gingerbreads of Broadway- Pantochino Productions
Dec 8, 2019 Dance to The Holidays with Tony Dovolani & Anna Trebunskaya- The Ridgefield Playhouse
Dec 13-14, 2019 The Elf on the Shelf: A Christmas Musical- Oakdale Theatre
Dec 13, 2019 A Christmas Carol- The Palace Theatre
Dec 13- 15, 2019 A Gift for You and Me- The Wilton Playshop
Dec 14, 2019 The Snow Queen- Carriage House at White Memorial
Dec 15, 2019 Dance Factory Ridgefield Presents The Nutcracker
Dec 20-28, 2019 A Christmas Carol Experience- Fairfield Museum
Dec 21-22, 2019 Connecticut Ballet's The Nutcracker- The Palace Theatre
Dec 27, 2019 Hip Hop Nutcracker- The Bushnell

 

Holiday Concerts

Nov 29- Dec 24 Holidays In Harmony- Stamford Town Center
Nov 30, 2019 Ornament- First Congregational Church of Greenwich
Dec 1, 2019 RCA Lights Up Rowayton- Pinkney Park
Dec 5, 2019 Natalie MacMaster & Donnell Leahy: A Celtic Family Christmas- Quick Center for the Arts
Dec 6, 2019 A Mystic Christmas- Mystic Aquarium
Dec 6- 22, 2019 A Center Stage Christmas
Dec 8, 2019 Songs of the Season- The Palace Theatre
Dec 13, 2019 A Christmas Carol in Concert- Lyman Center for the Performing Arts
Dec 14, 2019 A Christmas Carol in Concert- First Congregational Church of Madison
Dec 14, 2019 53rd Annual Messiah Concert- First Congregational Church of Greenwich
Dec 17, 2019 Canadian Brass - Holiday Show- The Bushnell

 

Christmas Tree Experience

  CT Audubon Society - H. Smith Richardson Tree Farm- Westport
  Averill Farm- Washington
  Belinsky Farm- Oxford
  Bob's Tree Farm- Bethel
  Everett's Corner Tree Farm- Easton
  Fairview Tree Farm- Shelton
  Horse Listeners Orchard- Ashford
  Jones Family Farm- Shelton
  Maple Hollow Tree Farm- New Hartford

 

Ice Skating

Opening Nov 29, 2019 WPAL Rink @ Longshore
  Steven & Alexandra Cohen Skating Center- Mill River Park
  Stamford Twin Rinks
  Danbury Ice Arena
  Darien Ice House
  Fairfield Ice Academy
  Winter Garden Ice Arena
  Wonderland of Ice

 

Hanukkah

Nov 26- Jan 5 Worldwide Lights Celebration- Stepping Stones Museum for Children
Dec 15, 2019 Chanukah Fair- Congregation Shir Shalom
Dec 15, 2019 Chanukah Community Concert- Chabad of Stamford
Dec 17, 2019 JCC Family Chanukah Party
Dec 22, 2019 Chanukah Menorah Lighting- Chabad of Fairfield
Dec 22, 2019 Giant Menorah Lighting- Latham Park
Dec 23, 2019 Menorah Lighting- Stratford Town Hall
Dec 28, 2019 Menorah Parade- Latham Park

 

Shopping & Craft Fairs

Multiple Weekend Dates starting Nov 23, 2019 Flanders Artisan Marketplace
Nov 21, 2019 Holiday Market- New Canaan Nature Center
Nov 23-24, 2019 The Little Enchanted Forest- Greenwich Botanical Center
Nov 24, 2019 Christmas Market at St. Aloysius School
Dec 1-24, 2019 Queens Farm Holiday Market

 

New Year's Eve

Dec 26- Jan 1, 2020

Winterfest- Mystic Aquarium

Dec 29- Jan 1, 2020

Ring in 2020 at Rocking Horse Ranch Resort

Dec 31, 2019

Special New Year's Hours at Westchester Children's Museum

Dec 31, 2019 New Year's Eve Celebration- Stowe

 

Miscellaneous

Nov 23-24, 2019 16th Annual TEAM, Inc. Festival of Trees in Shelton
Nov 23-24, 30-1, Dec 7-8 and Dec 14-15, 2019 Holiday Train Show at Greenburgh Nature Center
Nov 24, 2019 Stamford Downtown Parade Spectacular
Nov 25- Jan 12, 2020 Origami Holiday Tree- American Museum of Natural History
Nov 26- Feb 23, 2020 26th Annual Holiday Train Show- Connecticut River Museum
Nov 29- Jan 20, 2020 The Great Trains Holiday Show- Wilton Historical Society
Nov 29- Dec 8 46th Annual Festival of Trees & Traditions at the Wadsworth Atheneum
Dec 2-16, 2019 Santa Claus Letters- Lewisboro
Dec 11, 2019 Stew’s Christmas Treasure Hunt- Stew Leonard's (Norwalk, CT)
Dec 14, 2019 Wreath Festival Family Day- Woodcock Nature Center
Dec 21-23, 26, 2019 Holiday Howls- Wolf Conservation Center

 

If we're missing an activity that should be on our list, please email Debra Ross, publisher of KidsOutAndAbout.com and BeyondTheNest.com at ross@kidsoutandabout.com. Please make sure to include a link to the event when you email. Thank you!

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