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Holiday Events by Date

Tree Lightings, Santa Sightings, Parades, Fun Runs, Holiday Lights, Performances and MORE

By Kelly Fitzpatrick December 5, 2024

Are you looking for holiday family fun in the Northern Westchester area and beyond?  Macaroni KID Northern Westchester has all of the holiday activities you could ask for, right in one place!  Whether you are looking for places to see holiday lights, cut down a Christmas tree, see Santa, catch a show, give back by volunteering, go sledding, ring in the New Year, or enjoy the various holiday attractions in Northern Westchester, you'll find the information here!  We've arranged all of the holiday festivities you might be looking for into convenient mini-guides, as well as a weekend-by-weekend breakdown of all there is to see.

This guide is under construction. Last updated 12/5/24

Events by Date

Check back soon for even more updates!

December


December 6th: Preschool Caroling Hike at Mountain Lakes Park/Lookout RCT Santa Claus the Musical

Holiday Lights on the Farm at Muscoot Farm

Holiday Tree Lighting at Mount Kisco Village Hall

Village of Sleepy Hollow Holiday Celebration

Yonkers Downtown Tree Lighting

Hastings Tree Lighting

Shine Bright & Fezziwigs in Bedford Village

Winter Festival at Pine Ridge Park

Ossining Market Square Tree Lighting

December 6th - 7th: Ridgefield Holiday Stroll

December 7th:

Peppermint Parade in Katonah

Pound Ridge Business Association Holiday Market & Tree Lighting

Run of the Mills Jingle Jangle 5K in North Salem

Old Mill Singers Holiday Concert at the Clear View School

Ardsley Christmas Tree Lighting

Dobbs Ferry Holiday Lights Parade

Peekskill Annual Holiday Tree Lighting Ceremony 

A Christmas Carol, Pocantico Hills

Meet Santa at the Cortlandt Youth Center

Annual Peekskill Reindeer Run

Peekskill Art Alliance Holiday Boutique

Candy Cane Run at Mamaroneck Parks

Dickens's 'Christmas Carol', Sleepy Hollow

Breakfast with Santa in Ossining (ages 2-10)

Breakfast with Santa at The Barley Beach House in Rye

The Nightmare Before Christmas at Jacob Burns

Holiday Tree Lighting and Electric Parade in Yorktown

Saturday with Santa in Tarrytown

TaSH Holiday Market and Tarrytown Tree Lighting

Holiday Tree Lighting at The Barley Beach House, Rye

Holiday Electric Lights Parade and Tree Lighting in Yorktown

Holiday Lights at Crawford Park, Rye

Jazz Holiday Cheer at Pound Ridge Library

Winterfest in Tuckahoe

Holiday Market at Bedford Hills Train Station

Homeschool Entrepreneur Holiday Fair 2024

Family Holiday Hike and Caroling at Ward Pound Ridge Reservation (all ages)

How the Grouch Stole the Nutcracker - presented by Hudson Ballet Theatre

December 8th: 

Holiday Singalong and Bonfire in Briarcliff Manor

Dickens's 'Christmas Carol'

Nutcracker, Short and Sweet- Sensory Friendly Performance

Peekskill Art Alliance Holiday Boutique

Winter Festival at Eastchester Town Hall

Sensory-Friendly Performance: How the Grouch Stole the Nutcracker - presented by Hudson Ballet Theatre

Holiday Bonfire & Sing-a-long at Rye Recreation Park

Somers Holiday Celebrations

Mistletoe Market at Honeybee Grove Flower Farm

Breakfast with Santa at The Barley Beach House in Rye

Somers Holiday Celebrations

Santa's Coming to Town! Brunch with Santa at Harrison Meadows Country Club (all ages)

Sensitive Santa at the Jefferson Valley Mall

Sensory-friendly Experience with Santa at the Westchester Mall

SPCA Westchester Holiday Open House

Hanukkah Brunch at Harrison Meadows Country Club (all ages)

December 11th: Tree Lighting at Renaissance Park, White Plains

December 11th - 22nd Holiday Market - White Plains

December 13th: Holiday Lights on the Farm at Muscoot Farm

December 14th: 

HOLIDAYFEST in Mount Kisco

A Soulful Christmas Gala & Show at Westchester County Center

Breakfast with Santa at Mt. Pleasant Community Center

Breakfast with Santa at the New Castle Community Center

Jessica Lynn- A Very Merry Classic Christmas at Paramount Hudson Valley Theater

December 15th: Bedford Hills Holiday Market

December 17th Holiday Market at Tarrytown Music Hall

December 20th: 

Holiday Lights on the Farm at Muscoot Farm

Westchester County Moms' Winter Market at Shake It Off - Scarsdale

December 21st and 22nd: Breakfast with Santa at Doherty-owned Applebee’s Westchester

December 21st: Laurie Berkner: A Live Holiday Concert

December 22nd: Yorktown Stage presents Dance For Joy’s Nutcracker for Kids

December 22nd - 25th: Westchester's Christmas Dinner Volunteer Opportunities

December 26th: Cross County Center Menorah Lighting

December 31st: Noon Years Eve Party with Macaroni KID and Briarcliff Recreation Department

Recurring

November 7th - December 19th: Holiday Market in Mount Kisco (on Thursdays)

November 7th - December 26th: Holiday Lane at Mount Vernon

November 15th - December 29th: Catskill Mountain Polar Express

November 18th - December 31st Let's Celebrate Worldwide at Stepping Stones Museum (on-going event)

November 23rd - December 31st Westchester Winter Wonderland

November 7th - December 24th: Santa at The Westchester (on-going event)

November 23rd - December 24th: The Holiday Wish Express – Believing Is The Greatest Gift of All, Stamford (multiple dates)

November 29th - December 24th: Reindeer Festival & Santa's Village™ Greenwich (on-going event)

November 30th - January 5th Holidays on the Hill Train Show at Lasdon Park and Arboretem

November 14th - January 5th: Pop Up Skating at the Cross County Center (on-going event)

December 7th - January 1st: Grand Holiday Illumination 2024 - Untermyer Gardens Conservancy (on-going)



Where to See Santa in Westchester County 

Westchester County Holiday Markets

Mac KID Guide to Winter Lights & Holiday Sights in Westchester County

Macaroni KID Guide to Holiday Crafts for Kids 
Macaroni KID Guide to Sledding Fun
Macaroni KID Guide to Sledding Fun

Holiday Train Shows in and Around Westchester County
Family ice skating outdoors in the snow with twinkle lights


Winter Holiday Recipes





Holiday Break Camps

December 13th, 2024: Schools Out Camp at Briarcliff Youth Center with Macaroni KID and Hi-Five Metro Sports


Do you know of a family friendly event happening this fall in the Armonk, Chappaqua, Millwood, Mount Kisco, Thornwood, Pleasantville, Amawalk, Bedford, Bedford Hills, Cross River, Goldens Bridge, Granite Springs, Jefferson Valley, Katonah, Lincolndale, Mohegan Lake, North Salem, Pound Ridge, Purdys, Shrub Oak, Somers, South Salem, Waccabuc, Yorktown and Yorktown Heights area and all the Northern Westchester towns in between? Submit it to our calendar and we’ll have it listed in no time!