Discover the best seasonal activities, from festive ice skating to magical holiday markets in some of our favorite towns
Winter in the NYC suburbs isn’t just a season—it’s an experience. The small-town charm, the festive lights, the sense of community—it all comes alive as the cold sets in. Whether you’re gliding across a historic ice rink, marveling at holiday train displays, or sipping hot cocoa in a cozy igloo, there’s no shortage of ways to embrace the season. These winter activities don’t just offer fun; they provide a sneak peek into what suburban life is really about. Ready to explore? Let’s dive into the best spots to make your holidays—and your suburban search—extra magical.
Glide Into the Season: Ice Skating Adventures
100 Playland Parkway, Rye
914.481.5941
Playland is more than just a summer hotspot—it’s also home to a historic ice rink that has been delighting families for generations. The venue features three indoor rinks, with all public sessions on the iconic historic main rink. Whether you’re a seasoned skater or your first time on the ice, Playland’s well-maintained facilities and nostalgic charm make it a must-visit. Pre-registration is required, so plan ahead for this timeless winter experience.
Public Skating Times (January):
- Sundays: 1:45–3:15 p.m.
- Fridays: 1:50–3:50 p.m.
- Additional weekday sessions are available during the last week of the month
Admission:
- Adults: $16 ($21 with skate rental)
- Children 10 and under: $11 ($16 with skate rental)
- Seniors and children 3 and under: $6 ($11 with skate rental)
Hommocks Park Ice Rink – Larchmont, NY
140 Hommocks Rd, Larchmont
914.834.1069
A true community staple, Hommocks Park Ice Rink is where families gather for fun on the ice, whether for public skating sessions, hockey programs, or Friday Night Skate events. Between laps, refuel at the kid-friendly Slap Shot Café and enjoy the lively atmosphere that makes Hommocks Park a suburban favorite.
Public Skating Hours:
- Sunday: 11:30 a.m.–4 p.m.
- Monday: 11:30 a.m.–5:15 p.m. (closed January 8, 22, 29)
- Tuesday & Friday: 1–5:15 p.m.
- Friday Night Skate: 7:45–9:45 p.m.
- Saturday: 1–4 p.m.
Admission:
- Adults: $9.50 (residents); $11.50 (non-residents)
- Children: $8.50 (residents); $10 (non-residents)
- Seniors: $7.75 (residents); $9 (non-residents)
Skate Rentals: $5 (residents); $6 (non-residents)
811 NY-128, Armonk
914.273.3230
For a more picturesque, old-fashioned skating experience, head to Wampus Pond. On days when the ice is frozen solid and deemed safe, this scenic spot becomes a hub for families looking to skate in the great outdoors. Be sure to call ahead to confirm conditions before lacing up your skates.
Festive Markets and Holiday Highlights
White Plains Winter Village & Holiday Market
Court Street between Main St and Martine Ave, White Plains
White Plains knows how to do winter right. From December 11 to 22, the city’s Winter Village offers an immersive holiday experience packed with fun for all ages. Think cozy igloos, festive firepits, and unique gifts from nearly two dozen local vendors. This market captures the season’s magic, whether you’re sipping hot cocoa, playing mini golf, or leaving your wish on the New Year’s Wishing Wall.
Market Hours:
- Opening Day: 11 a.m.–7 p.m.
- Monday–Wednesday: 11 a.m.–6 p.m.
- Thursday–Sunday: 11 a.m.–8 p.m.
Highlights:
- Paint and Sip Igloo Experience: Gather five friends for a private painting session inside a heated igloo, complete with tea or coffee from Hastings Tea & Coffee. Cost: $270 for six people.
- Mini Golf Tournament (December 18, 4 p.m.): Free to join, but spots are limited—reserve early!
- Live Entertainment: Carolers, ice sculpting demos, and visits from holiday favorites like Santa, The Grinch, and Pip the Penguin.
- Santa’s Mailbox: Pick up free postcards from the BID chalet to send your letter straight to the North Pole.
Holiday Train Shows
The Great Holiday Train Show – Chappaqua, NY
New Castle Historical Society
100 King St, Chappaqua
914.238-4666
Step back in time with this enchanting display of model trains winding through festive scenes. Hosted at the New Castle Historical Society, this event brings holiday nostalgia to life for kids and adults alike.
Holidays on the Hill Train Show – Katonah, NY
Lasdon Park
2610 NY-35, Katonah
914.864.7263
Lasdon Park’s annual train show is a holiday favorite, showcasing intricate miniature railroads weaving through beautifully detailed festive landscapes. It’s a perfect outing for the whole family to admire the artistry and celebrate the season.
Outdoor Winter Adventures
Ward Pound Ridge Reservation – Pound Ridge, NY
Reservation Rd, Pound Ridge
914.864.7317
For nature lovers, Ward Pound Ridge offers 4,000+ acres of winter fun. Cross-country skiing, snowshoeing, and sledding are popular here, with trails that cater to all skill levels. It’s the perfect way to combine outdoor adventure with seasonal serenity.
Kensico Dam Plaza Winter Wonderland – Valhalla, NY
1 Bronx River Parkway, Valhalla
914.231.4033
This drive-through light display dazzles visitors with colorful illuminations and whimsical scenes. Whether you’re staying warm in your car or stepping out for photos, it’s a magical way to celebrate the season.
Special Winter Events
Skate with Santa – Hommocks Park Ice Rink
140 Hommocks Rd, Larchmont
914.834.1069
December 14, 2024
Bring the kids for an unforgettable session of skating with Santa. With holiday tunes and plenty of cheer, this event is a guaranteed crowd-pleaser.
Tarrytown & Sleepy Hollow Winter Stroll
Throughout the downtowns of Tarrytown and Sleepy Hollow
December 14, 2024
Twinkling lights, local shopping, and charming streets make Tarrytown and Sleepy Hollow a can’t-miss stop during the holiday season. Pick up unique gifts and enjoy a cozy cup of cocoa while soaking up the festive vibes.
Cultural Enrichment: The Nutcracker
The Nutcracker at Emelin Theater – Mamaroneck, NY
153 Library Ln, Mamaroneck
914.698.0098
Catch this timeless ballet and let its whimsical story transport you to a magical world. The Emelin Theater’s performance is a holiday classic that promises to delight audiences of all ages.
Why Explore These Winter Spots?
These winter activities go beyond fun—they’re an invitation to immerse yourself in the charm and culture of the NYC suburbs. Whether you’re skating under the stars, shopping for handcrafted gifts, or marveling at holiday lights, each experience gives you a glimpse of what makes suburban life so special.
So, lace up your skates, grab a hot cocoa, and explore. Who knows? You might find the perfect town to call home—and a few new holiday traditions along the way.
For more insights, visit SJ’s New York City suburbs section and the New York City blog page on our website.
Explore the wonders of winter like a pro. Schedule a free initial Strategy call today!
