Photo by Kelly Postiglione taken at Ma Riis Park, Harrison NY
Looking for family-friendly holiday fun in Westchester, NY? The Sound Shore area is full of festive events this season, from tree lightings and menorah ceremonies to winter wonderlands, and visits with Santa.
Local Tree Lightings & Holiday Happenings
November 29th at Gazebo Park at 2.00pm. Join the family fun at the Petting Zoo, Holiday Music, Meeting Santa Claus and Enjoy the Tree Lighting.
2pm: Festive events begin with ,music, petting zoo, carols, Santa & more at Gazebo Park
5pm: Tree lighting
Saturday, November 29th, 2025 2:00pm – 5:00pm
Pelham Village, NY
Free hot chocolate courtesy of the salvation army
Music by the Port Chester’s band & the pc/rb girl scouts
Mayor & board of trustees will light the tree
Thursday, December 4, 2025, 6:00 pm
Port Chester, NY
Tree Lighting and Menorah Celebration at Ma Riis Park
Visit with Santa
Donuts
Hot Chocolate
Cannolis
Coffee and Cookies
Songs from Carolers
Friday, December 5, 2025, 4:30 – 6:00 pm
Harrison, NY
Rye Brook will ring in the holiday season with this Christmas Tree and Menorah Lighting Ceremony.
Come join us for this holiday event. A special guest from rk.the North Pole will be in attendance. Ice sculptures will
be carved, train rides and there will be other events scheduled in the park.
Friday, December 5th, 6:00 – 9:00pm
Pine Ridge Park, Rye Brook, NY
This annual holiday-time lighting ushers in the joy and light that is a hallmark for many faiths. Watch for this in December at our Memorial Plaza right at Main Street and Memorial Highway. There’s always the wonderful combination of the Holiday Tree, the Menorah, and the Kinara being lit for the first time of the season by the Mayor, Chamber of Commerce, NRBID and many other community partners. Lighting, dedications, Music, and holiday time celebrations make the Downtown ready for all ages to come shop, dine and enjoy this special season.
Friday, December 5, 2025, 4:30 – 6:00 pm
New Rochelle, NY
Holiday Lights at Crawford Park is back for the 2025 season, bringing the family-friendly warmth and holiday cheer you’ve come to expect from this most joyful community event.
Selfies with Santa, great food and holiday snacks, craft activities and amazing live holiday music are just a few reasons why you don’t want to miss out so be sure to mark your calendars, we hope to see you and your loved ones at our most anticipated community events of the year!
Saturday, December 6, 2025 from 3:30 – 6:30pm
Tree Lighting at 5:00pm.
Crawford Park, Rye, NY
The village’s annual Winterfest will go down in Depot Square and feature pictures with Santa, train rides, a magician, and a face painter. The Christmas tree lighting will start at dusk.
Saturday, December 6, 2025, 3:00pm – 8:00pm
Tuckahoe, NY
Celebrate the Festival of Lights with family and friends on Sunday, December 14th from 2:30–4:00 PM, beginning at 10538 Bicycles (146 Larchmont Ave)
The fun continues at Constitution Park at 4PM with a giant menorah lighting & Chanukah sweets and treats!
Sunday, December 14, 2025, 2:30-4PM
Larchmont, NY
Celebrate the season in the Village of Mamaroneck as we host our 20th Annual Tree Lighting & Santa Experience at Harbor Island Park. Enjoy a magical evening filled with holiday lights, festive music, family activities, and a visit from Santa Claus.
Saturday, December 13 & Sunday, December 14 5:00 p.m. – 9:00 p.m.
Harbor Island Park
Celebrate the sights and sounds of the season as the Mayor lights the City’s holiday tree and the start of the Holiday Market.
Renaissance Plaza Park Address: Mamaroneck Avenue and Main Street White Plains, NY 10601
Wednesday, December 10, 2025, 5:30 PM
Renaissance Plaza Park, White Plains, NY 10601
We are so thankful for our amazing community and the wonderful people and places that are a part of it. Check out our Blog page for features on local businesses! Looking for something to do in the Sound Shore area? Visit our Local Guides and Calendar pages to stay in the know!