Looking for holiday family fun in Westchester County and beyond? You’re in the right place! This Macaroni KID Westchester Holiday Guide puts all the seasonal fun in one easy spot including tree lightings, Santa sightings, holiday shows, volunteer opportunities, light displays, sledding, New Year’s events, and more.
Use the quick links below to jump to the section you need, then bookmark this page and come back all season long.
This guide is under construction. Last updated 12/11/2025.
Please always check event websites before heading out to confirm dates & times.
Want to see something added? Send it to our calendar!
| Events by Date | Recurring Attractions | More Holiday Guides |
Keep your child active during school break at No Limit Ninja Yonkers. Camp days include coached obstacle training, age-based activities, open gym, and fun challenges. Kids build strength and confidence in a supportive setting. Full- and half-day options available. Registration required; limited spots. Pizza provided for lunch.
Events by Date |
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November |
- Nov 28: Tree Lighting in Chappaqua
- Nov 28: Ice Skating at the Harvey School, Katonah
- Nov 28–30: Holiday Kick Off at the Hudson River Museum
- Nov 30: Home Depot Kids Workshop – Teddy Bear Ornament
- Nov 30: Mistletoe Magic in Downtown Rye
- Nov 30: Frosty Day in Armonk
- Nov 30: Tree Lighting in Katonah
December |
Week of Dec 1–7
- Dec 4: Christmas Tree Lighting at Liberty Square, Port Chester
- Dec 4: Winter Holiday Celebration at Vassallo Park, Croton
- Dec. 4: Keepsake Ornament Making Workshop at nest&nook (adults), Thornwood
- Dec 5: Holiday Tree Lighting at Mount Kisco Village Hall
- Dec 5: Holiday Tree Lighting at Valhalla Town Hall
- Dec 5: Tree Lighting in Market Square, Ossining
- Dec 5: Yonkers Downtown Getty Square Tree Lighting
- Dec 6: Holiday Electric Lights Parade in Yorktown Heights
- Dec 6: Winter Wonderland at Pegasus Therapeutic Riding
- Dec 6: Winterfest at Pine Ridge Park, Rye Brook
- Dec 6: Tree Lighting in Downtown Peekskill
- Dec 6: Christmas Tree Lighting at the Ardsley Firehouse
- Dec 6: Holiday Lights at Crawford Park, Rye
- Dec 6: Advanced Paper Snowflake Workshop at Philipsburg Manor (ages 12+)
- Dec 6: Home Depot Kids Workshop – Hot Cocoa Mug
- Dec 6: Holiday Light Parade and Tree Lighting in Dobbs Ferry
- Dec 6: St. Nicholas Day Celebration at Philipse Manor Hall, Yonkers
- Dec 6: Tarrytown Tree Lighting and Holiday Festivities
- Dec 6–7: A Christmas Story at Jacob Burns Film Center
- Dec 7: Barre on Hudson Holiday Market
- Dec 7: The Laurie Berkner Band: A Live Holiday Concert at Tarrytown Music Hall
- Dec 7: Bonfire & Sing-a-long at Recreation Park, Rye
- Dec 7: The Nutcracker at Chappaqua Performing Arts Center
- Dec 7: Ice Skating Rink at Pleasantville Memorial Plaza
- Dec 7: Holiday Lighting and Sing-Along at Memorial Plaza, Pleasantville
- Dec 7: Menorahs & Mistletoe at Tiny Mess Clubhouse (ages 1–6)
- Dec 7: Westchester Harmony – Ringing in the Holidays, Rye Presbyterian Church
Week of Dec 8–14
- Dec 9: The Polar Express at Tarrytown Music Hall
- Dec 10: Tree Lighting in White Plains
- Dec 12: Tree Lighting in Shrub Oak
- Dec 12: Mom's Night Out Sip and Shop at nest&nook, Thornwood
- Dec 12–13: Hops on the Hudson Holiday Market at Windrose on Hudson
- Dec 13: Breakfast Fun with Frosty & Friends, Bedford Hills Community House (ages 0–8)
- Dec 13: How the Grinch Stole Christmas at Jacob Burns Film Center
- Dec 13: Annual Holiday Party at American Legion, Mount Kisco
- Dec 13: HOLIDAY'FEST in Mount Kisco
- Dec 13: Cherish the Ladies – A Celtic Christmas, Tarrytown Music Hall
- Dec 13: Christmas Parade on King Street, Port Chester
- Dec 13: Winter Wonderland at Cortlandt Youth Center
- Dec 13: Holiday Tea at Philipsburg Manor (all ages)
- Dec 13: Winter Festival at Eastchester Town Hall
- Dec 13: Tarrytown & Sleepy Hollow Winter Stroll
- Dec 13: Gingerbread Decorating Class at Caramoor (ages 4+)
- Dec 13–14: Nutcracker Dream at the Emelin Theatre, Mamaroneck
- Dec 13–14: Dickens’s “Christmas Carol” at Old Dutch Church (ages 10+), Sleepy Hollow
- Dec 14: Chanukah Community Celebration at Briarcliff Manor Pavilion
- Dec 14: The Nutcracker – New York Theatre Ballet, Tarrytown Music Hall
- Dec 14: Skate with Frosty at Ebersole Ice Rink, White Plains
- Dec 14: Chanukah Festival & Menorah Lighting at Somers Town Hall
- Dec 14: Holiday Dance Performance with Jeté Dance Studio, Westchester Children’s Museum
- Dec 14: Christmas Caroling at The Paramount, Somers
Week of Dec 15–21
- Dec 15–17: Hanukkah Celebrations at Westchester Children’s Museum
- Dec 16: Ornament Making Workshop at Nest & Nook, Thornwood
- Dec 19: Frozen 2 at Leonard Park, Mount Kisco
- Dec 19: Holiday Art Workshops at Project Indigo (ages 1.5+), Armonk
- Dec 20: 3D Textured Festive Painting Workshop at Project Indigo (ages 8-11), Armonk
- Dec 20: How the Grinch Stole Christmas at Jacob Burns Film Center
- Dec 20: The Nutcracker for Kids at Yorktown Stage
- Dec 20: Christmas Parade on King Street, Port Chester
- Dec 20: Victorian Christmas at Sunnyside, Sleepy Hollow
- Dec 20: Hanukkah Laser Light Show at The Ark, Shames JCC, Tarrytown
- Dec 20: Holiday Puppet Show, Westchester Children’s Museum
- Dec 20–21: Dickens’s “Christmas Carol” at Old Dutch Church (ages 10+), Sleepy Hollow
- Dec 20–21: The Nutcracker for Kids at Yorktown Stage
Week of Dec 21–31
- Dec 20–22: Nutcracker Dream at the Emelin Theatre, Mamaroneck
- Dec 21: Cookie Decorating Workshop at Project Indigo (ages 9-12), Armonk
- Dec 22–23: Christmas Week Celebrations, Westchester Children’s Museum
- Dec 27: How the Grinch Stole Christmas at Jacob Burns Film Center
- Dec 29–30: Kwanzaa Celebration at Westchester Children’s Museum
- Dec 29: Ice Skating at the Harvey School, Katonah
Recurring
- Nov 1–Dec 26: Holiday Experience at Mount Vernon
- Nov 14–Dec 30: Catskill Mountain Polar Express
- Nov 15–Dec 7 (weekends): Train Show at Greenburgh Nature Center
- Nov 18–Dec 31: Let’s Celebrate Worldwide at Stepping Stones Museum*
- Nov 21–Dec 30: Lumina at Harvest Moon
- Nov 21–Dec 31: Westchester Winter Wonderland
- Nov 22–Dec 28: The Holiday Wish Express – Believing Is The Greatest Gift of All, Stamford
- Nov 22–Jan 3: The Great Holiday Train Show, New Castle
- Nov 28–Dec 13 (Fri & Sat): Holiday Twilight Tours at Boscobel
- Nov 28–Dec 22 (Thurs - Mon): Victorian Christmas at The Octagon House, Irvington
- Nov 28–Dec 24: Reindeer Festival & Santa’s Village™, Greenwich
- Nov 28–Dec 28: The Wonderland of Lights at Dutchess County Fairgrounds
- Nov 29–Dec 31: Holidays on the Hill Train Show, Lasdon Park & Arboretum
- Nov 14–Jan 4: Pop Up Skating at Cross County Center
- Dec 3–Jan 31 (Wed - Sun): Glenview Holiday Tour at the Hudson River Museum
- Dec 6–Jan 4: Grand Holiday Illumination, Untermyer Gardens Conservancy
- Dec 10–21: Holiday Tours at Caramoor
More Holiday Fun |
Know of a family-friendly event in Westchester County?
Submit it to our calendar and we’ll add it!
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