(Somewhat fewer than)101 Ideas for Holiday Family Fun around Fairfield County - 2020
KidsOutAndAbout is Fairfield County's online guide to everything for kids, teens, and families! Typically we list (MORE than) 101 ideas for holiday family fun, but. . . it's 2020, which means a bit less is happening than usual. 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 2020!
Santa Sightings
| Nov. 27, 28, 29; Dec. 5, 6, 12, 13, 19, 20, 2020 | Santa’s Trolley Winter Wonderland at Shore Line Trolley Museum |
| Nov 27-Dec 22, 2020 (closed Sundays) | 12th Annual Greenwich Reindeer Festival - Sam Bridge Nursery & Greenhouses |
| Dec 1, 2020 | The Town of Stratford’s Annual Holiday Lighting Festival |
| December 4-5, 2020-**CANCELED*** | Bethlehem Christmas Festival |
Old-Time Christmas
| December 12, 2020 **SOLD OUT** | Winter Wonderland- New Canaan Nature Center |
Light Displays
| Daily from Nov 13, 2020 - Jan 2, 2021 (closed 12/31) | Magic of Lights |
| November 20, 2020 - January 10, 2021 (Select dates) | Holiday Lights at the Bronx Zoo |
| November 21, 2020 (Virtual Event) | A Diwali Virtual Celebration - Danbury Library |
| Nov 25 -Jan 3, 2021 | Festival of Silver Lights- Meriden, CT |
| Weekends November 27 - December 29, 2020 | Winterfest and Tunnel of Lights |
| December 11, 2020 | Festival of Lights at Olde Mistick Village |
Living Nativities
| Dec 12, 2020- Virtual | RCA Nativity Pageant- Virtual |
Holiday Theatre
| Multiple Dates starting Dec 4, 2020 | A Center Stage Christmas @ Center Stage Theatre |
| Dec 6, 2020 | Dance To The Holidays - The Ridgefield Playhouse |
| Dec 12, 2020 (Virtual Event) | Something Beautiful from Iceland ~ Holiday Concert with Ragga Grondal, Svavar Knutur, and Kristjana Stefans |
| Dec 13, 2020 (Virtual Event) | Hip Hop Nutcracker - The Bushnell |
| Dec 19, 2020 (Virtual Event) | Moscow Ballet's Great Russian Nutcracker Live Stream |
| Dec 19, 2020 (Virtual Event) | Christmas Around the World with Puppeteer Robin McCahill |
| Dec 19, 2020 | A Slightly Wicked Holiday Show - The Ridgefield Playhouse |
Holiday Concerts
| Nov 19- Dec 24, 2020 (Virtual Event) | Once Upon a Virtual Holiday - Stamford Town Center |
| Dec 12, 2020 (Virtual Event) | Jim Brickman Comfort and Joy at Home (Virtual Event) - Fundraiser for the Bushnell Center |
| Dec 13, 2020 (Virtual Event) |
Jim Brickman Comfort and Joy at Home- Palace Theatre Fundraiser |
Christmas Tree Experience
Ice Skating
| Opening Nov 27, 2020 (weather permitting) | WPAL Rink @ Longshore |
| Winter Garden Ice Arena | |
| Wonderland of Ice | |
| Reservations Required in 2020 | Darien Ice House |
Chanukah
| Dec 10-18, 2020 | CHANUKAH-At Chabad of Fairfield |
| Multiple Dates starting Dec 12, 2020 | Chanukah at Chabad - Chabad of Stamford |
| Dec 13, 2020 | Giant Menorah Lighting- Latham Park |
| Dec 14, 2020 | Menorah Lighting- Stratford CT |
Shopping & Craft Fairs
| Nov 7, 2020 | Holiday Market at Greenburgh Nature Center |
| Multiple Weekend Dates starting Nov 14, 2020 | Flanders Artisan Marketplace |
| Nov 13-22, 2020- **Extended weekends Dec 5-20, 2020 | Holiday Boutique In The Barn |
| Nov 20-22, 2020 | The SoNo Collection - 2020 Wright-Way Productions Christmas Market |
| Dec 1 - 24, 2020 (Virtual Event) | Virtual Greenwich Holiday Stroll, 24 Days of Holiday Shopping & Dining Dec 1-24 |
New Year's Eve
| Dec 31, 2020 (Virtual Event) | LIVE Virtual Noon Year's Eve Storytime with Danbury Library |
| Dec 31, 2020 | New Year’s Eve Celebration at Windham Mountain |
Miscellaneous
| Nov 24, 2020-Feb 14, 2021 | 27th Annual Holiday Train Show at the CT River Museum |
| Nov 28 - Jan 6, 2021 | Winter Wonderland Walk at Beardsley Zoo |
| Dec 4, 2020 | Outdoor Adventures: Family Night Hike at SM&NC |
| December 6-12, 2020 | Holiday Festival- Newtown, CT (virtual and in Person activities) |
| Dec 12, 2020 | Boathouse Kids Crafts – December Holiday Luminaries at Connecticut River Museum |
| Dec 19, 2020 (Virtual Event) | The Science and Indigenous Folklore of Santa and His Reindeer with Moki Kokoris |
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!