Experience the holiday joy in Peekskill! Our guide has all the exciting festive happenings. Whether you call Peekskill home or are just visiting, this guide unlocks the best of the season.
Popular events include Jessica Lynn's "A Very Merry Classic Christmas," where delightful music and heartwarming performances fill the air, setting a joyful tone for the festivities. For a unique winter experience, Westchester Winter Wonderland transforms local parks into a holiday village featuring ice skating, holiday lights, and seasonal activities for all ages. And don't forget about Santa's Village at American Christmas, where you can meet the jolly man himself in a charming, festive setting. See more details on these and other fun events and activities below!
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Top Holiday Events In and Around Peekskill
- Jessica Lynn- A Very Merry Classic Christmas
- Westchester Winter Wonderland (Valhalla)
- Santa's Village at American Christmas (Mount Vernon)
- Holiday on the Hill Annual Train Show at Lasdon Park (Katonah)
- The Wonderland of Lights at Dutchess Fairgrounds (Rhinebeck)
- Christmas on the Farm with Eggbert at Devitt’s (Washingtonville)
- Polar Express Train Ride with Catskill Mountain Railroad (Kingston)
See these and even more events listed below!
Peekskill Holiday Light Displays
Westchester Winter Wonderland
What to Expect:
Interactive holiday light displays with new character and technology features.
Description:
Westchester Winter Wonderland is a 1.2-mile drive-thru holiday light extravaganza featuring thousands of lights, including a 100-foot light tunnel, Candy Cane Lane, and a 40-foot Christmas tree. New attractions include the Ice Queen character, a 125-foot pixel wall, and the OtoCast App for interactive stories.
Where: Valhalla | More Info: Westchester Winter Wonderland
Santa's Village at American Christmas
What to Expect:
Immersive holiday experience with themed areas and Santa visits.
Description:
At Santa's Village at American Christmas, immerse yourself in a spectacular holiday experience with over 100,000 twinkling lights, captivating animatronics, and nine themed areas. Meet Santa, visit the Stable Express to meet reindeer, and explore the Elves' Quarters and Santa's Workshop. Enjoy a sugary dreamscape and icy beauty in the Arctic Caves before taking a seat in Santa's Sleigh.
Where: Mount Vernon | More Info: Santa's Village at American Christmas
The Wonderland of Lights at Dutchess Fairgrounds
What to Expect:
Dazzling light displays with seasonal sounds.
Description:
The Wonderland of Lights at Dutchess County Fairgrounds features hundreds of dazzling light displays, perfect for families to enjoy together. This drive-through experience offers a variety of festive and traditional lighted displays, accompanied by the sounds of the season.
Where: Rhinebeck | More Info: The Wonderland of Lights at Dutchess Fairgrounds
Peekskill Holiday Shows and Entertainment
Jessica Lynn- A Very Merry Classic Christmas
What to Expect:
Immersive holiday experience with dynamic lighting and interactive elements.
Description:
Jessica Lynn's A Very Merry Classic Christmas is a sell-out holiday show featuring dancers, marching bands, choirs, and special effects. It includes all traditional holiday songs and raises money for Toys for Tots. The event is sponsored by Next Level Dance and Facelogic Spa.
Where: Peekskill | More Info: Jessica Lynn- A Very Merry Classic Christmas
Holiday on the Hill Annual Train Show at Lasdon Park
What to Expect:
Unique model train display with festive decorations.
Description:
The Holiday on the Hill Annual Train Show at Lasdon Park features intricately designed model trains and festive decorations, creating a charming holiday atmosphere.
Where: Katonah | More Info: Holiday on the Hill Annual Train Show at Lasdon Park
Polar Express Train Ride with Catskill Mountain Railroad
What to Expect:
Family-friendly re-creation of The Polar Express with hot chocolate and caroling.
Description:
The Polar Express Train Ride with Catskill Mountain Railroad is a family-friendly event where passengers relive the classic story of The Polar Express. Set to the sounds of the motion picture, passengers enjoy hot chocolate and cookies served by dancing chefs. The conductor punches golden tickets, and Santa and his elves greet passengers at the North Pole, giving each guest a silver sleigh bell. The event includes caroling and on-board entertainment, making it an unforgettable adventure.
Where: Kingston | More Info: Polar Express Train Ride with Catskill Mountain Railroad
Peekskill Other Holiday Activities
Christmas on the Farm with Eggbert at Devitt’s
What to Expect:
Interactive holiday displays with Eggbert and his friends.
Description:
Visit Eggbert and his barnyard pals at Devitt's Nursery for a festive holiday experience featuring interactive displays, a Christmas trail, and more.
Where: Washingtonville | More Info: Christmas on the Farm with Eggbert at Devitt’s
Festive Fun in Nearby Cities!
Discover Holiday events in hundreds of cities worldwide. Check out these nearby locations for more festive fun!
- Ossining (9 miles)
- New City (10 miles)
- Kiryas Joel (13 miles)
- Spring Valley (14 miles)
- Newburgh (15 miles)
- Mahwah (18 miles)
- Greenburgh (18 miles)
- White Plains (19 miles)
- North Stamford (22 miles)
- Ridgewood (24 miles)
- Port Chester (24 miles)
- Harrison (25 miles)
- Yonkers (25 miles)
- Paramus (25 miles)
- Danbury (25 miles)
- Bergenfield (25 miles)
- West Milford (26 miles)
- Stamford (26 miles)
- Mount Vernon (26 miles)
- Fair Lawn (27 miles)
- Wakefield (27 miles)
- Teaneck (28 miles)
- Englewood (28 miles)
- Darien (28 miles)
- Middletown (28 miles)
- Poughkeepsie (28 miles)
- Kings Bridge (28 miles)
- Elmwood Park (29 miles)
- Hackensack (29 miles)
- Paterson (29 miles)
- Lodi (29 miles)
- University Heights (30 miles)
- Fordham (30 miles)
- Garfield (30 miles)
- East Norwalk (30 miles)
- Washington Heights (30 miles)
- Morris Heights (30 miles)
- Tremont (30 miles)
- Fort Lee (30 miles)
- The Bronx (31 miles)
- Van Nest (31 miles)
- East Tremont (31 miles)
- Palisades Park (31 miles)
- Westport (31 miles)
- Wayne (31 miles)
- Parkchester (31 miles)
- Passaic (32 miles)
- Morrisania (32 miles)
- Melrose (32 miles)
- Unionport (32 miles)
- Clifton (32 miles)
- Cliffside Park (33 miles)
- Throgs Neck (33 miles)
- Hunts Point (33 miles)
- Glen Cove (33 miles)
- Mott Haven (33 miles)
- Morningside Heights (33 miles)
- Harlem (33 miles)
- North Bergen (34 miles)
- East Harlem (34 miles)
- Nutley (35 miles)
- Whitestone (35 miles)
- College Point (35 miles)
- West New York (35 miles)
- Manhattan (35 miles)
- Montclair (35 miles)
- Fairfield (36 miles)
- Union City (36 miles)
- Astoria (36 miles)
- Bloomfield (36 miles)
- Belleville (36 miles)
- Hell's Kitchen (36 miles)
- East Elmhurst (37 miles)
- Bayside (37 miles)
- Jackson Heights (37 miles)
- Trumbull (38 miles)
- Woodside (38 miles)
- Corona (38 miles)
- Long Island City (38 miles)
- West Orange (38 miles)
- Kearny (38 miles)
- Sunnyside (38 miles)
- Hoboken (38 miles)
- Elmhurst (38 miles)
- Gramercy Park (38 miles)
- Bridgeport (39 miles)
- East Village (39 miles)
- Fresh Meadows (39 miles)
- Kew Gardens Hills (39 miles)
- East Orange (39 miles)
- Rego Park (39 miles)
- Greenpoint (39 miles)
- Maspeth (39 miles)
- Orange (39 miles)
- Jersey City (40 miles)
- Middle Village (40 miles)
- Parsippany (40 miles)
- Forest Hills (40 miles)
- Williamsburg (40 miles)
- Chinatown (40 miles)
- Livingston (40 miles)
- Queens Village (40 miles)
- New York City (40 miles)
- Huntington Station (40 miles)
- Financial District (40 miles)
- Newark (40 miles)
- Briarwood (40 miles)
- Hollis (41 miles)
- Glendale (41 miles)
- Ridgewood (41 miles)
- Hillside (41 miles)
- Richmond Hill (41 miles)
- Bushwick (41 miles)
- Brooklyn Heights (41 miles)
- Hicksville (42 miles)
- Stratford (42 miles)
- Woodhaven (42 miles)
- Garden City (42 miles)
- Jamaica (42 miles)
- Irvington (42 miles)
- Elmont (42 miles)
- East Northport (42 miles)
- Cambria Heights (42 miles)
- Franklin Square (42 miles)
- Queens (42 miles)
- Cypress Hills (42 miles)
- Ozone Park (43 miles)
- Plainview (43 miles)
- Maplewood (43 miles)
- Park Slope (43 miles)
- Shelton (43 miles)
- East New York (43 miles)
- South Ozone Park (43 miles)
- Hempstead (43 miles)
- Brownsville (43 miles)
- Hillside (44 miles)
- Laurelton (44 miles)
- Millburn (44 miles)
- Howard Beach (44 miles)
- East Flatbush (44 miles)
- East Meadow (44 miles)
- Springfield Gardens (44 miles)
- Bayonne (44 miles)
- Flatbush (44 miles)
- Uniondale (44 miles)
- Kingston (44 miles)
- Brooklyn (44 miles)
- Rosedale (44 miles)
- Kensington (45 miles)
- Valley Stream (45 miles)
- Union (45 miles)
- Canarsie (45 miles)
- Sunset Park (45 miles)
- Commack (45 miles)