Bill Volz's Westchester

Oct 24, 2025

The holiday season in Cortlandt, New York, is a time when the community comes together to celebrate with warmth, joy, and a touch of winter magic. From festive light displays to heartwarming traditions, there’s something for everyone to enjoy. Here’s a curated guide to some of the most anticipated holiday events in and around Cortlandt for 2025.

Red and Black metal lantern lighted

Winter Wonderland at Cortlandt Youth & Recreation Center

One of the most cherished events in Cortlandt is the annual Winter Wonderland, held at the Cortlandt Youth & Recreation Center. This festive gathering features a synthetic ice-skating rink, inflatable rides for children, food trucks, and a special visit from Santa Claus. It’s a perfect way for families to kick off the holiday season together.

The Chamber Holiday Party at Cortland Country Music Park

For local business owners and community members, The Chamber Holiday Party offers an opportunity to network and celebrate the season. Hosted at the Cortland Country Music Park, this event is free for members and provides a festive atmosphere to connect with fellow community members.

Holiday Light Event at Cortland Community Center

The Cortland Community Center hosts a spectacular holiday light event throughout December. Visitors can enjoy a variety of activities, including carol singing, hot cocoa, and cookies, as they stroll through the beautifully illuminated center. It’s a magical experience that brings the community together in celebration.

Christmas in Graceland at Cortland Country Music Park

For a unique holiday experience, “Christmas in Graceland” at the Cortland Country Music Park offers a celebration reminiscent of the King’s era. This event features Elvis-themed festivities, music, and more, providing a fun twist on traditional holiday celebrations.

Winter Wonderland Windows in Cortland and Homer

The Winter Wonderland Windows event showcases children’s artwork in a festive display throughout Cortland and Homer. This community-driven initiative allows families to enjoy the creativity of local youth while celebrating the season.

Charles Dickens’ ‘A Christmas Carol’ at Van Cortlandt House Museum

Experience a classic holiday tale with a twist at the Van Cortlandt House Museum. Red Monkey Theater Group’s Sean Coffey performs a one-person adaptation of Charles Dickens’ ‘A Christmas Carol,’ bringing the timeless story to life in an intimate setting.

Embracing the Holiday Spirit in Cortlandt, NY

Cortlandt, NY, offers a rich tapestry of holiday events that cater to all ages and interests. Whether you’re skating under the stars, enjoying a festive parade, or immersing yourself in classic holiday theater, the community spirit shines brightly. As you plan your holiday season, consider participating in these local events to create lasting memories and celebrate the season with friends and neighbors.

At Bill Volz Westchester CDJR, we’re proud to be part of such a vibrant community. We wish you and your loved ones a joyous and safe holiday season filled with warmth, laughter, and cherished moments.

Image Credit: Red and Black metal lantern lighted by Josh Harrison, licensed by Unsplash License