Plan your festive season in Westchester with our itinerary guide. Discover all the top holiday events and activities. Whether you're a Westchester regular or a one-time guest, this guide maximizes your holiday enjoyment.
One highlight of the season is Mr. Dickens Tells a Christmas Carol, where the timeless tale is brought to life with engaging storytelling and seasonal charm. Another notable experience is the Lyndhurst Holiday Classic Mansion Tour, offering breathtaking decorations and rich history in a stunning setting. And don't forget Westchester's Winter Wonderland, a delightful family-friendly event filled with festive attractions and entertainment. For details on these and other fun events and activities, see below!
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Top Holiday Events In and Around Westchester
- Mr. Dickens Tells a Christmas Carol (Sleepy Hollow)
- Lyndhurst Holiday Classic Mansion Tour (Tarrytown)
- Westchester's Winter Wonderland (Valhalla)
- The Great Holiday Train Show (New York City)
- Holiday Music Festival (Scarsdale)
- The Glenn Miller Orchestra (Tarrytown)
- The Rob Mathes Holiday Concert (Purchase)
See these and even more events listed below!
Westchester Holiday Light Displays
Westchester's Winter Wonderland
What to Expect:
Interactive holiday light displays with new character additions.
Description:
Westchester's 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 and a 125-foot pixel wall. The event benefits the Westchester Parks Foundation and offers a controlled environment with jovial music and holiday characters.
Where: Valhalla | More Info: Westchester's Winter Wonderland
Westchester Holiday Shows and Entertainment
Mr. Dickens Tells a Christmas Carol
What to Expect:
Recreates Charles Dickens' 1867 performance tour with elaborate sets and costumes.
Description:
Recreating Charles Dickens' 1867 performance tour, this event brings his classic tale to life with elaborate sets and costumes.
Where: Sleepy Hollow | More Info: Mr. Dickens Tells a Christmas Carol
The Great Holiday Train Show
What to Expect:
Miniature cityscape made from plant parts with G-scale model trains.
Description:
The Holiday Train Show at the New York Botanical Garden features over 30 years of tradition, with model trains navigating meticulously crafted miniatures of New York City landmarks made entirely from plant parts. The show includes a picture-perfect outdoor lawn display and a bustling Haupt Conservatory filled with twinkling, plant-based replicas of local architecture. Visitors can enjoy colorful lighting, holiday classics, and sweet and savory bites during their visit.
Where: New York City | More Info: The Great Holiday Train Show
Holiday Music Festival
What to Expect:
Community-driven musical celebration with diverse student ensemble performances.
Description:
The Holiday Music Festival at Hoff-Barthelson Music School is a vibrant celebration of music and community spirit. The event features a variety of performances by student ensembles, including choruses, Suzuki groups, jazz bands, and handbells. The festival also includes a silent auction offering unique gifts and experiences. Delicious foods and festive treats are available while enjoying the musical performances.
Where: Scarsdale | More Info: Holiday Music Festival
The Glenn Miller Orchestra
What to Expect:
World-renowned big band performing vintage jazz standards.
Description:
The Glenn Miller Orchestra brings to life the iconic jazz sound of the 1940s with timeless classics like "Chattanooga Choo Choo" and "Moonlight Serenade," delivering a nostalgic and swinging musical experience.
Where: Tarrytown | More Info: The Glenn Miller Orchestra
The Rob Mathes Holiday Concert
What to Expect:
Unique blend of rock, jazz, and blues with holiday classics.
Description:
The Rob Mathes Holiday Concert is a high-energy celebration featuring rock, jazz, blues, and new spins on holiday classics. Rob Mathes and his all-star band, including Will Lee on bass and Billy Masters on guitar, perform original tunes and holiday favorites with the Choir of Saints and Friends. This event is a cherished holiday tradition in the New York City/Connecticut area, showcasing Rob Mathes' unique musical style and his collaborations with renowned musicians.
Where: Purchase | More Info: The Rob Mathes Holiday Concert
Westchester Other Holiday Activities
Lyndhurst Holiday Classic Mansion Tour
What to Expect:
Holiday tour featuring elaborate decorations and rare items.
Description:
Explore Lyndhurst Mansion, transformed into a holiday spectacle with elaborate decorations and rarely seen items from its former owners. This one-hour tour visits the main two floors, offering a glimpse into the mansion's history, architecture, and art.
Where: Tarrytown | More Info: Lyndhurst Holiday Classic Mansion Tour
Festive Fun in Nearby Cities!
Discover Holiday events in hundreds of cities worldwide. Check out these nearby locations for more festive fun!
- Flagami (1 miles)
- Coral Terrace (2 miles)
- Fountainebleau (2 miles)
- University Park (3 miles)
- Sweetwater (3 miles)
- Coral Gables (4 miles)
- Tamiami (4 miles)
- Doral (5 miles)
- Kendall (5 miles)
- Coconut Grove (5 miles)
- Kendale Lakes (6 miles)
- The Crossings (7 miles)
- Hialeah Gardens (8 miles)
- Allapattah (8 miles)
- Kendall West (8 miles)
- Hialeah (8 miles)
- Miami (8 miles)
- West Little River (9 miles)
- Palmetto Bay (9 miles)
- The Hammocks (9 miles)
- Miami Lakes (11 miles)
- South Miami Heights (11 miles)
- Richmond West (12 miles)
- Cutler Ridge (12 miles)
- Cutler Bay (12 miles)
- Miami Beach (13 miles)
- North Miami (13 miles)
- Country Club (13 miles)
- Golden Glades (13 miles)
- Carol City (14 miles)
- Miami Gardens (14 miles)
- Norland (15 miles)
- Princeton (16 miles)
- North Miami Beach (16 miles)
- Miramar (17 miles)
- Aventura (18 miles)
- Pembroke Pines (18 miles)
- Sunny Isles Beach (19 miles)
- Leisure City (19 miles)
- Hallandale Beach (19 miles)
- West Hollywood (20 miles)
- Hollywood (21 miles)
- Cooper City (21 miles)
- Homestead (22 miles)
- Davie (22 miles)
- Dania Beach (24 miles)
- Weston (24 miles)
- Plantation (27 miles)
- Lauderhill (28 miles)
- Fort Lauderdale (28 miles)
- Sunrise (29 miles)
- Lauderdale Lakes (29 miles)
- Oakland Park (31 miles)
- Tamarac (32 miles)
- North Lauderdale (33 miles)
- Margate (35 miles)
- Coconut Creek (36 miles)
- Pompano Beach (36 miles)
- Coral Springs (36 miles)
- Parkland (39 miles)
- Deerfield Beach (41 miles)
- Boca Del Mar (42 miles)