Your Awesome Westchester Weekend: December 2-4
Holiday fun is non-stop this weekend in Westchester. From appearances from Santa to holiday concerts to tree lightings, there’s tons of ways to enjoy the start of the season. Have the best weekend, and be sure to tag us @westchesterfamily so we can see all of your adventures.
Check out our Westchester gift guide to inspire you to shop local this holiday season!
Friday, December 2nd-December 18th, Fridays-Sundays from 9:00am- 7:00pm
The Holiday Boutique at Philipsburg Manor
Visit the Philipsburg Manor Visitor Center for their annual holiday boutique. Along with shopping, they will have several holiday events throughout December. This includes the following:
Saturday, December 3, 12:30pm: Meet and Greet with Ginger: Check out the launch of their latest product line, featuring our barn cat, Ginger! Advanced reservations required, Free.
Saturday, December 3, 7-9pm: Hot Cocoa Under the Stars: Warm up during your holiday shopping at this one-night-only extended-hours shopping event! Free.
Sunday, December 4, 1-3pm: S’mores Bar: Make the day extra sweet by stopping by to make your very own s’more! Free.
Saturday, December 10, 12-2pm: Gingerbread Cookie Decorating: Enjoy some festive fun (and satisfy a sweet tooth) when you create some classic cookies with our kit! Each kit includes two cookies and all the candy you need to make your gingerbread friend. Tickets: $5 (Free for Historic Hudson Valley Members)
Saturday, December 17, 12-2pm: Holiday Tea Party: Get in the holiday spirit as you sip Harney & Son’s Holiday Tea and indulge on sweet treats in our greenhouse, which will be all decked out for the season!. Tickets: $5, 381 North Broadway, Sleepy Hollow, NY.
Friday, December 2nd from 5:30pm-7:30pm
Cookies & Cocoa with Santa
Kick off your weekend with Santa, a DJ, live entertainment, cookie decorating, LEGO building, giveaways, and more! Retail Level 1 near Nordstrom. The Westchester, 125 Westchester Ave, White Plains, NY 10601.
Friday, December 2nd from 6:30pm-7:30pm
First Family Friday in Rye
Visit the Rye YMCA as a family as a part of their First Family Friday in Rye. Enjoy themed crafts, activities, and snacks. Plus, a visit from Santa from 6:30pm-8:30pm. Family: FREE; Youth: $16; Non-Member: $30. Rye YMCA, 21 Locust Avenue, Rye, NY 10583.
Friday, December 3rd from 6:00pm-8:00pm
Annual Tree Lighting in Mount Kisco
Kick-off the holiday season with a tree lighting in Mount Kisco. Enjoy familiar carols, crafts, hot chocolate, appearances from Santa and Mrs. Claus as you and your family count down as the tree lights up. There willAt the lighting, Mount Kisco Interfaith Food Pantry will be collecting donations, such as 1 or 2-pound boxes of white or brown sugar, two-pound bags of flour, evaporated or condensed milk, and hot cocoa. Fountain Park at Village Hall
104 E. Main Street, Mount Kisco, NY 10549.
Saturday, December 3rd from 10:00am-3:00pm
Santa at Boscobel
Visit Santa at Boscobel outdoors in the Orangery. Guests can take their pictures and talk with Santa Claus. Tickets are $14 per adults and $4 for kids ages 4-18 years old. Boscobel, 1601 Route 9D, Garrison, NY, 10524.
Saturday, December 3rd from 11:00am- 3:00pm
Katonah Elementary School Winter Wonderland Holiday Boutique
Join Katonah Elementary School for their annual Winter Wonderland Boutique. The sale features more than 40 local vendors, kids’ activities, crafts, face painting, and food from Road Grub Mobile, Paulie’s Deli and more! There will also be family holiday photo opportunities from Lindsay Ying Photography and performances from The Pulse Nova Jazz, NWSOD The Nutcracker, and Katonah Celebration Ringers from Katonah Presbyterian Church. Katonah Elementary School 106 Huntville Rd, Katonah, NY 10536.
Saturday, December 3rd at 11:00am and 3:00pm
The Laurie Berkner Band: A Live Holiday Concert
Celebrate the holiday season with live music! Enjoy the The Laurie Berkner Band: A Live Holiday Tradition and enjoy with traditional songs like “Jingle Bells,” and “Frosty the Snowman,” plus originals and fan favorites. VIP tickets includes a meet and greet and babies under age one seated in laps are free and will be given a comp ticket. Tarrytown Music Hall, 13 Main Street Floor 2, Tarrytown, NY 10591.
Saturday, December 3rd from 4:00pm-9:00pm
Barley Beach House Christmas Tree Lighting & Holiday Market
Celebrate the start of the holiday season with a Christmas tree lighting at the Barley Beach House. The event also includes Christmas carols, free hot chocolate, candy canes, holiday market, live music, and more. Additionally, the Barley Beach House will be collecting toys for the Toys for Tots foundation. The Barley Beach House 95 Dearborn Avenue Rye, NY 10580.
Saturday, December 3rd from 5:00pm-9:00pm
Tarrytown and Sleepy Hollow Winter Stroll (Tarrytown)
Attend the 2nd Annual Tarrytown and Sleepy Hollow Winter Stroll! Enjoy extended holiday shopping hours, outdoor dining, holiday treats, carolers, ugly sweater contest, live entertainment and other events! South Washington Street Parking Lot, 38 Main Street, Tarrytown, NY 10533.
Saturday, December 3rd from 12:00pm-3:00pm
Light up Larchmont
Take your picture with Santa and Mrs. Claus as a part of Light up Larchmont. They will be located in a Snow Globe in Addison Park (next to CVS). The event also includes horse-drawn carriage rides from 12:00-3:00 pm; songs from carolers; Elsa & Olaf from 12:00pm-2:00pm, and a tree lighting in Constitution Park.
Saturday, December 3rd from 12:00pm-4:00pm
Family Day: Celebrating Jerry Pinkney
Visit the Katonah Museum of Art for an afternoon centered around the art and legacy of Jerry Pinkney. Create alongside A Sense of Community illustrators Bryan Collier (collage) and Eric Velasquez (watercolor). Enjoy special book readings and other illustration and gallery activities. Katonah Museum of Art, 134 Jay Street, Katonah, NY.
Saturday, December 3rd from 1:30pm-4:00pm
Kids’ Pizza Making Class
Calling all kid foodies! Enjoy a fun pizza making class with a hands-on tutorial. Each child will make their own personal pizza. $18 per child. Papi’ 19 Bank Street White Plains, NY 10606.
Sunday, December 4th at 10:00am
Breakfast with Santa Westchester Neiman Marcus
Enjoy breakfast with Santa at Neiman Marcus. Breakfast is $65 per adult and $55 for kids ages 3-12. Breakfast items include Brioche French Toast with Whipped Cream, Fresh Berries & Vermont Maple Syrup, Scrambled Eggs with Herbed Creme Fraiche, Apple Wood Smoked Bacon & Breakfast Sausage Crispy Red Bliss Potatoes with Red Peppers & Onions, Winter Fruit Compote, and more. Neiman Marcus, 2 Maple Ave 2 Maple Avenue White Plains, NY 10601.
Sunday, December 4th at 3:00pm
How to Talk to Kids About the “Big Question” — Kids’ Book Reading and Discussion with J.R. Becker
Join author Award-winning children’s book author J.R Becker for a reading of “Annabelle & Aiden: Worlds Within Us,” followed by a Q&A discussion, singalong, and worksheets. At 4pm, there will be childcare where adults can hear how he approaches talking to kids about the big questions of science, philosophy, and religion. Westchester Community for Ethical Culture, 7 Saxon Wood Road., White Plains, NY
Sunday, December 4th from 3:00pm-5:00pm
Rudolph Rocs New Ro
Come celebrate the beloved holiday classic and the legacy of New Rochelle’s own Robert L. May, who created Rudolph the Red-Nosed Reindeer. Robert will be inducted into New Rochelle’s “Walk of Fame” as families can enjoy the transformation of the Ruby Dee Park at Library Green into a Winter Wonderland. This includes Rudolph characters, music and dancing, arts and crafts, make-a-gift, face-painting, and a gingerbread bounce house. Participants are invited to dress as a reindeer—free antlers and red noses will be provided. The festivities will continue at 5:00 pm with the Chamber of Commerce’s Annual Holiday Lighting Ceremony at Memorial Plaza, featuring music, refreshments and a visit from Santa! Ruby Dee Park Library Green, 1 Library Plaza, New Rochelle, NY 10801.
Sunday, December 4th at 4:00pm
Polar Express
See the “Polar Express” as a family at The Bedford Playhouse. Kids can wear PJs and enjoy hot cocoa, too! Bedford Playhouse, 633 Old Post Rd, Bedford, NY 10506.
