The holiday season has arrived and there is a lot for kids and families in Westchester to see and do! Santa, train shows, menorah lightings, the Nutcracker and lots more. Many of these events require advance tickets or reservations so be sure to check availability before heading over.
Have an event to add? Please comment below or add it in our free Community Calendar. Because sometimes the weather does not cooperate and things can change, it is always best to check the direct link to the actual event in our calendar to confirm the time before you go.
Wishing you and your family a warm and happy holiday season!
Have an event to add? Please comment below or add it in our free Community Calendar. Because sometimes the weather does not cooperate and things can change, it is always best to check the direct link to the actual event in our calendar to confirm the time before you go.
Wishing you and your family a warm and happy holiday season!
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Santa
Westchester's Winter Wonderland
Thu Nov 22nd - Mon Dec 31st 5:00pm-9:00pm or 10:00pm
Kensico Dam Plaza, Valhalla, NY, USA
* check out our blog from when we visited last year
It's Santa Photo Time
Fri Nov 2nd - Mon Dec 24th
The Westchester, 125 Westchester Ave, White Plains, NY
Photos with Santa + Free Gift
Fri Nov 9th - Mon Dec 24th
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Santa's Cottage at Ridge Hill
Fri Nov 9th - Mon Dec 24th
Ridge Hill, 1 Ridge Hill Boulevard, Yonkers, NY 10710
The TaSH Holiday Market- Santa, Tree Lighting & More
Patriots Park, Sleepy Hollow, NY
Breakfast with Santa
Sat Dec 1st 8:30am - 10:00am
Jefferson Valley Mall, 650 Lee Blvd, Yorktown Heights, NY
Cocoa & Carols with Mrs. Claus
Sun Dec 2nd 11:00am - 12:00pm
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Brunch With Santa
Sat Dec 8th
Westchester Broadway Theatre, 1 Broadway Plaza, Elmsford, NY
Sensitive Santa
Sun Dec 9th 9:00am - 11:00am
Jefferson Valley Mall, 650 Lee Blvd, Yorktown Heights, NY
Stew Leonard's Breakfast, Brunch or Lunch with Santa
Sat Dec 15th - Sun 16th
Stew Leonard's, 1 Stew Leonard Dr, Yonkers, NY
Santa Visits the Rosen House
Sun Dec 16th 12:00pm & 3:00pm
Caramoor Center for Music and the Arts, 149 Girdle Ridge Rd, Katonah, NY
Thu Nov 22nd - Mon Dec 31st 5:00pm-9:00pm or 10:00pm
Kensico Dam Plaza, Valhalla, NY, USA
* check out our blog from when we visited last year
It's Santa Photo Time
Fri Nov 2nd - Mon Dec 24th
The Westchester, 125 Westchester Ave, White Plains, NY
Photos with Santa + Free Gift
Fri Nov 9th - Mon Dec 24th
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Santa's Cottage at Ridge Hill
Fri Nov 9th - Mon Dec 24th
Ridge Hill, 1 Ridge Hill Boulevard, Yonkers, NY 10710
The TaSH Holiday Market- Santa, Tree Lighting & More
Patriots Park, Sleepy Hollow, NY
Breakfast with Santa
Sat Dec 1st 8:30am - 10:00am
Jefferson Valley Mall, 650 Lee Blvd, Yorktown Heights, NY
Cocoa & Carols with Mrs. Claus
Sun Dec 2nd 11:00am - 12:00pm
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Brunch With Santa
Sat Dec 8th
Westchester Broadway Theatre, 1 Broadway Plaza, Elmsford, NY
Sensitive Santa
Sun Dec 9th 9:00am - 11:00am
Jefferson Valley Mall, 650 Lee Blvd, Yorktown Heights, NY
Stew Leonard's Breakfast, Brunch or Lunch with Santa
Sat Dec 15th - Sun 16th
Stew Leonard's, 1 Stew Leonard Dr, Yonkers, NY
Santa Visits the Rosen House
Sun Dec 16th 12:00pm & 3:00pm
Caramoor Center for Music and the Arts, 149 Girdle Ridge Rd, Katonah, NY
Shows
Radio City Christmas Spectacular
Fri Nov 9th - Tue Jan 1st 2019
Radio City Music Hall, 1260 6th Ave, New York, NY
A Charlie Brown Christmas Live on Stage
Sat Nov 24th
The Palace Theatre, 61 Atlantic St, Stamford, CT
A Christmas Carol
Thu Nov 29th - Sun Dec 23rd
Westchester Broadway Theatre, 1 Broadway Plaza, Elmsford, NY
The Laurie Berkner Band A Holiday Celebration
Sat Dec 1st
Tarrytown Music Hall, 13 Main St, Tarrytown, NY
Mistletoe & Holly with Sinatra and Friends starring Frankie Sands
Sat Dec 1st 8:00pm
White Plains Performing Arts Center, 11 City Pl, White Plains, NY
Jingle All the Way with Stamford Symphony Brass
Sun Dec 2nd 3:00pm - 5:00pm
The Palace Theatre, 61 Atlantic St, Stamford, CT
Michael McDonald, Season of Peace, Holiday & Hits
Sun Dec 2nd 7:00pm - 9:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
Holiday Tea Musicale
Wed Dec 5th 1:00pm - Thu 13th 1:00pm
Caramoor Center for Music and the Arts, 149 Girdle Ridge Rd, Katonah, NY
Darlene Love - Love for the Holidays
Wed Dec 5th 8:00pm - 10:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
7th Annual Westchester All Stars and Friends Christmas for Veterans Concert
Fri Dec 7th 7:30pm - 9:30pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
Dickens's 'Christmas Carol'
Sat Dec 8th - Sun 16th
Philipsburg Manor, 381 N Broadway, Sleepy Hollow, NY
The Colonial Nutcracker ft. Dan Hogan
Sat Dec 8th 2:00pm - 4:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
The Nutcracker Performed by New York Theatre Ballet
Sun Dec 9th
Tarrytown Music Hall, 13 Main St, Tarrytown, NY
Merry Christmas Darling: Carpenters' Christmas
Sun Dec 9th 3:00pm - 5:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
Rudolph the Red Nosed Reindeer: The Musical
Wed Dec 12th 7:00pm
The Performing Arts Center Purchase College, 735 Anderson Hill Rd, Purchase, NY
The Nutcracker Ballet
Fri Dec 14th - Sun 16th
Westchester County Center, 198 Central Ave, White Plains, NY
Nutcracker for Kids!
Sat Dec 15th 2:30pm - Sun 16th 5:00pm
Yorktown Stage, 1974 Commerce St, Yorktown Heights, NY
CT Ballet's The Nutcracker
Sat Dec 15th - Sun 16th
The Palace Theatre, 61 Atlantic St, Stamford, CT
Jessica Lynn's Very Merry Country Christmas
Sat Dec 15th 8:00pm - 10:00pm
Paramount Theater Hudson Valley, 1008 Brown St, Peekskill, NY
Emelin Theater Premieres Ballet des Ameriques' Nutcracker Dream
Dec 16 and Dec 22
Emelin Theater, 153 Library Ln, Mamaroneck, NY
Fri Nov 9th - Tue Jan 1st 2019
Radio City Music Hall, 1260 6th Ave, New York, NY
A Charlie Brown Christmas Live on Stage
Sat Nov 24th
The Palace Theatre, 61 Atlantic St, Stamford, CT
A Christmas Carol
Thu Nov 29th - Sun Dec 23rd
Westchester Broadway Theatre, 1 Broadway Plaza, Elmsford, NY
The Laurie Berkner Band A Holiday Celebration
Sat Dec 1st
Tarrytown Music Hall, 13 Main St, Tarrytown, NY
Mistletoe & Holly with Sinatra and Friends starring Frankie Sands
Sat Dec 1st 8:00pm
White Plains Performing Arts Center, 11 City Pl, White Plains, NY
Jingle All the Way with Stamford Symphony Brass
Sun Dec 2nd 3:00pm - 5:00pm
The Palace Theatre, 61 Atlantic St, Stamford, CT
Michael McDonald, Season of Peace, Holiday & Hits
Sun Dec 2nd 7:00pm - 9:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
Holiday Tea Musicale
Wed Dec 5th 1:00pm - Thu 13th 1:00pm
Caramoor Center for Music and the Arts, 149 Girdle Ridge Rd, Katonah, NY
Darlene Love - Love for the Holidays
Wed Dec 5th 8:00pm - 10:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
7th Annual Westchester All Stars and Friends Christmas for Veterans Concert
Fri Dec 7th 7:30pm - 9:30pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
Dickens's 'Christmas Carol'
Sat Dec 8th - Sun 16th
Philipsburg Manor, 381 N Broadway, Sleepy Hollow, NY
The Colonial Nutcracker ft. Dan Hogan
Sat Dec 8th 2:00pm - 4:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
The Nutcracker Performed by New York Theatre Ballet
Sun Dec 9th
Tarrytown Music Hall, 13 Main St, Tarrytown, NY
Merry Christmas Darling: Carpenters' Christmas
Sun Dec 9th 3:00pm - 5:00pm
Paramount Hudson Valley Theater, 1008 Brown St, Peekskill, NY
Rudolph the Red Nosed Reindeer: The Musical
Wed Dec 12th 7:00pm
The Performing Arts Center Purchase College, 735 Anderson Hill Rd, Purchase, NY
The Nutcracker Ballet
Fri Dec 14th - Sun 16th
Westchester County Center, 198 Central Ave, White Plains, NY
Nutcracker for Kids!
Sat Dec 15th 2:30pm - Sun 16th 5:00pm
Yorktown Stage, 1974 Commerce St, Yorktown Heights, NY
CT Ballet's The Nutcracker
Sat Dec 15th - Sun 16th
The Palace Theatre, 61 Atlantic St, Stamford, CT
Jessica Lynn's Very Merry Country Christmas
Sat Dec 15th 8:00pm - 10:00pm
Paramount Theater Hudson Valley, 1008 Brown St, Peekskill, NY
Emelin Theater Premieres Ballet des Ameriques' Nutcracker Dream
Dec 16 and Dec 22
Emelin Theater, 153 Library Ln, Mamaroneck, NY
Train Shows
New York Botanical Garden Holiday Train Show
Sat Nov 17th - Mon Jan 21st 2019
New York Botanical Garden, 2900 Southern Blvd, Bronx, NY
Holidays on the Hill Train Show
Sat Dec 1st - Sun 30th
Lasdon Park, 2610 Amawalk Road, Route 35, Katonah,NY
Holiday Toy and Train Show
Sun Dec 9th 9:00am - 3:00pm
Westchester County Center, 198 Central Ave, White Plains, NY
Sat Nov 17th - Mon Jan 21st 2019
New York Botanical Garden, 2900 Southern Blvd, Bronx, NY
Holidays on the Hill Train Show
Sat Dec 1st - Sun 30th
Lasdon Park, 2610 Amawalk Road, Route 35, Katonah,NY
Holiday Toy and Train Show
Sun Dec 9th 9:00am - 3:00pm
Westchester County Center, 198 Central Ave, White Plains, NY
Special Events & Displays
Westchester's Winter Wonderland
Thu Nov 22nd - Mon Dec 31st 5:00pm-9:00pm or 10:00pm
Kensico Dam Plaza, Valhalla, NY, USA
* check out our blog from when we visited last year
Holiday Tree Lightings
Multiple dates and locations
Holiday Electric Lights Parade & Tree Lighting
Sat Dec 1st 6:30pm
Jack DeVito Veterans Memorial Field, Yorktown Heights, NY
The TaSH Holiday Market- Santa, Tree Lighting & More
Patriots Park, Sleepy Hollow, NY
North Kensico Christmas Light Show
Sun Nov 25th - Wed Jan 2nd 2019
21 N Kensico Ave, White Plains, NY
Ice Skating Rink at Cross County
Sat Nov 10th - Sun Jan 13th 2019
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Rivertowns Holiday Trolley
Sat Dec 1st 12:00pm - 5:00pm
Dobbs Ferry, Irvington, and Hastings on Hudson
White Plains Holiday Festival - Winterfest
Wed Dec 19th - Sun 23rd
Downtown White Plains, Court St, White Plains, NY
Thu Nov 22nd - Mon Dec 31st 5:00pm-9:00pm or 10:00pm
Kensico Dam Plaza, Valhalla, NY, USA
* check out our blog from when we visited last year
Holiday Tree Lightings
Multiple dates and locations
Holiday Electric Lights Parade & Tree Lighting
Sat Dec 1st 6:30pm
Jack DeVito Veterans Memorial Field, Yorktown Heights, NY
The TaSH Holiday Market- Santa, Tree Lighting & More
Patriots Park, Sleepy Hollow, NY
North Kensico Christmas Light Show
Sun Nov 25th - Wed Jan 2nd 2019
21 N Kensico Ave, White Plains, NY
Ice Skating Rink at Cross County
Sat Nov 10th - Sun Jan 13th 2019
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Rivertowns Holiday Trolley
Sat Dec 1st 12:00pm - 5:00pm
Dobbs Ferry, Irvington, and Hastings on Hudson
White Plains Holiday Festival - Winterfest
Wed Dec 19th - Sun 23rd
Downtown White Plains, Court St, White Plains, NY
Hanukkah
Menorah Workshop at the Home Depot (advance reservations recommended)
Sun Dec 2nd
The Home Depot, 55 Weyman Ave, New Rochelle, NY
Maccabeats Concert (sold out)
Sun Dec 2nd 3:00pm
Chappaqua Performing Arts Center, 480 Bedford Rd, Chappaqua, NY
Chabad of the Rivertowns Menorah Lightings
Irvington: Sunday, December 2nd at 4:00 pm
Ardsley: Monday, December 3 at 7:00 pm
Dobbs Ferry: Tuesday, December 4 at 7:00 pm
Hastings: Wednesday, December 5 at 7:00 pm
Family Chanukah Party at Scarsdale Synagogue
Sun Dec 2nd 11:00am - 12:00pm
Scarsdale Synagogue Temples Tremont & Emanu-El, 2 Ogden Rd, Scarsdale, NY
Chanukah Village
Sun Dec 2nd 1:00pm - 4:00pm
Main Street, Main St, Irvington, NY
Can Menorah Lighting at Ridge Hill
Sun Dec 2nd 3:00pm
Ridge Hill, 1 Ridge Hill Boulevard, Yonkers, NY
Chanukah with IDF Heroes
Sun Dec 2nd 4:00pm
Hampshire Country Club, 1025 Cove Rd, Mamaroneck, NY
Menorah Lighting at the Cross County Shopping Center
Mon Dec 3rd 6:00pm - 8:00pm
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Bedford Village Menorah Lighting and Chanukah Village
Tue Dec 4th 4:00pm
Bedford Village, Bedford, NY
Bronxville Menorah Lighting
Tue Dec 4th 6:00pm
Leonard Morange Square, Bronxville Train Station & Parkway Road, Bronville, NY
White Plains Menorah Lighting
Wed Dec 5th 5:30pm
Tibbits Park, N Broadway & Lake St, White Plains, NY
Tuckahoe Menorah Lighting
Wed Dec 5th 6:00pm
Depot Square, Depot Square, Tuckahoe, NY
Edgemont Menorah Lighting
Thu Dec 6th 5:30pm
Crane's Pond, Scarsdale, NY
Stew Leonard's Menorah Lighting Ceremony
Thu Dec 6th 5:30pm
Stew Leonard's, 1 Stew Leonard Dr, Yonkers, NY
The Chanukah Gelt Drop & Menorah Lighting in Eastchester
Thu Dec 6th 5:30pm
Memorial Park, White Plains Rd & California Rd, Eastchester, NY
Scarsdale Menorah Lighting
Sun Dec 9th 4:00pm
Chase Park, 32 Chase Rd, Scarsdale, NY
Yonkers Menorah Lighting
Sun Dec 9th 4:30pm
Untermyer Park and Gardens, 945 N Broadway, Yonkers, NY
Sun Dec 2nd
The Home Depot, 55 Weyman Ave, New Rochelle, NY
Maccabeats Concert (sold out)
Sun Dec 2nd 3:00pm
Chappaqua Performing Arts Center, 480 Bedford Rd, Chappaqua, NY
Chabad of the Rivertowns Menorah Lightings
Irvington: Sunday, December 2nd at 4:00 pm
Ardsley: Monday, December 3 at 7:00 pm
Dobbs Ferry: Tuesday, December 4 at 7:00 pm
Hastings: Wednesday, December 5 at 7:00 pm
Family Chanukah Party at Scarsdale Synagogue
Sun Dec 2nd 11:00am - 12:00pm
Scarsdale Synagogue Temples Tremont & Emanu-El, 2 Ogden Rd, Scarsdale, NY
Chanukah Village
Sun Dec 2nd 1:00pm - 4:00pm
Main Street, Main St, Irvington, NY
Can Menorah Lighting at Ridge Hill
Sun Dec 2nd 3:00pm
Ridge Hill, 1 Ridge Hill Boulevard, Yonkers, NY
Chanukah with IDF Heroes
Sun Dec 2nd 4:00pm
Hampshire Country Club, 1025 Cove Rd, Mamaroneck, NY
Menorah Lighting at the Cross County Shopping Center
Mon Dec 3rd 6:00pm - 8:00pm
Cross County Shopping Center, 8000 Mall Walk, Yonkers, NY
Bedford Village Menorah Lighting and Chanukah Village
Tue Dec 4th 4:00pm
Bedford Village, Bedford, NY
Bronxville Menorah Lighting
Tue Dec 4th 6:00pm
Leonard Morange Square, Bronxville Train Station & Parkway Road, Bronville, NY
White Plains Menorah Lighting
Wed Dec 5th 5:30pm
Tibbits Park, N Broadway & Lake St, White Plains, NY
Tuckahoe Menorah Lighting
Wed Dec 5th 6:00pm
Depot Square, Depot Square, Tuckahoe, NY
Edgemont Menorah Lighting
Thu Dec 6th 5:30pm
Crane's Pond, Scarsdale, NY
Stew Leonard's Menorah Lighting Ceremony
Thu Dec 6th 5:30pm
Stew Leonard's, 1 Stew Leonard Dr, Yonkers, NY
The Chanukah Gelt Drop & Menorah Lighting in Eastchester
Thu Dec 6th 5:30pm
Memorial Park, White Plains Rd & California Rd, Eastchester, NY
Scarsdale Menorah Lighting
Sun Dec 9th 4:00pm
Chase Park, 32 Chase Rd, Scarsdale, NY
Yonkers Menorah Lighting
Sun Dec 9th 4:30pm
Untermyer Park and Gardens, 945 N Broadway, Yonkers, NY
Shopping
Christmas Tree Sale
Fri Nov 23rd 4:00pm - Sun Dec 23rd 6:00pm
North White Plains Firehouse
Holiday Bazaar
Sat Dec 1st 10:00am - 4:00pm
Brewster High School, 50 Foggintown Rd, Brewster, NY
Holiday Boutique
Thu Dec 6th 7:00am - 7:00pm
Fantatic Finds, 400 King St, Chappaqua, NY
Music Hall Holiday Market
Sun Dec 16th 10:00am - 5:00pm
Tarrytown Music Hall, 13 Main St, Tarrytown, NY
Fri Nov 23rd 4:00pm - Sun Dec 23rd 6:00pm
North White Plains Firehouse
Holiday Bazaar
Sat Dec 1st 10:00am - 4:00pm
Brewster High School, 50 Foggintown Rd, Brewster, NY
Holiday Boutique
Thu Dec 6th 7:00am - 7:00pm
Fantatic Finds, 400 King St, Chappaqua, NY
Music Hall Holiday Market
Sun Dec 16th 10:00am - 5:00pm
Tarrytown Music Hall, 13 Main St, Tarrytown, NY
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Happy Holidays!
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