Last updated: November 11, 2024
Enjoy the festive spirit of Middletown with our detailed event guide. For those who know Middletown's rhythm and those just learning its beat, this guide orchestrates holiday harmony.
Popular Events: Experience the charm of the Winter Festival at Dogwood Acres Family Farm, where families can relish seasonal activities like hayrides and festive crafts. The Great Holiday Train Show captivates visitors with intricate displays and moving trains that bring joy to all ages. And the Grand Holiday Illumination at Untermyer Gardens is something you definitely don't want to miss, featuring stunning light displays that transform the gardens into a winter wonderland. See more details on these and other fun events and activities below!
Contact information and details below.
100,000 lights in an Indo-Persian style garden setting.
The Grand Holiday Illumination at Untermyer Gardens features over 100,000 lights illuminating the Walled Garden, accompanied by holiday music from various traditions, creating a vibrant and culturally rich holiday spectacle.
Where: Yonkers | More Info: Grand Holiday Illumination at Untermyer Gardens
Interactive holiday light display with live actors and animatronics.
A Frosty Fest at Headless Horseman Hayride & Haunted Houses features a drive-thru display of holiday lights and animations with music, actors, and animatronics, including favorite characters and a magical comedy show.
Where: Ulster Park | More Info: A Frosty Fest at Headless Horseman Hayride & Haunted Houses
Dazzling light displays with festive sounds.
The Wonderland of Lights at Dutchess County Fairgrounds features hundreds of dazzling displays, delighting the entire family with thousands of dancing lights and festive sounds.
Where: Rhinebeck | More Info: The Wonderland of Lights at Dutchess Fairgrounds
Historic mansion setting with live music and holiday activities.
The Victorian Holiday at Jacob Sloat House features a festive atmosphere with live music, delicious food, and holiday-themed activities set in a historic mansion.
Where: Sloatsburg | More Info: Victorian Holiday at Jacob Sloat House
Unique model train displays with Harry Potter LEGO scenes and a large holiday tree train.
The Great Holiday Train Show at the New Castle Historical Society features model trains winding through festive villages and miniature landscapes in the historic Horace Greeley House. New additions include Harry Potter LEGO scenes and a custom-made holiday tree train with six trains running on six levels.
Where: Chappaqua | More Info: The Great Holiday Train Show
Seasonal festivities with locally grown plants and decorations.
Dogwood Acres Family Farm's Winter Festival features locally grown plants, seasonal decorations, and festive activities amidst the beautiful Hudson Valley landscape.
Where: Middletown | More Info: Winter Festival at Dogwood Acres Family Farm
Fire trucks decorated for Christmas.
The Annual Christmas Parade in Washingtonville features fire companies from around the area with their trucks decorated for Christmas, along with a few cars, and ends with Santa Claus lighting the annual Christmas tree.
Where: Washingtonville | More Info: Annual Christmas Parade
Sensory-friendly Santa visits and pet photo opportunities.
Santa Claus is available for visits at Galleria at Crystal Run, located on the lower level in JC Penney Court. Families and pets are invited to meet Santa starting November 30th until Christmas Eve. Reservations are encouraged, and photo packages are available.
Where: Middletown | More Info: Santa at Galleria at Crystal Run
