As the crisp autumn air settles into the Hudson Valley and Thanksgiving approaches, Westchester County comes alive with festive energy. Whether you want to burn off calories before the big meal, take the family to a parade, or kick off the holiday season in style, Thanksgiving weekend always offers a full slate of activities. Below is your curated list of top Thanksgiving events across Westchester — perfect for families, couples, or anyone looking to make the most of the long weekend.
1. Westchester Turkey Trot – Valhalla
The annual Valhalla Turkey Trot is one of Westchester’s most popular ways to start Thanksgiving morning. With both 5K and 10K options, plus a kids’ dash, it’s a fun way to get outside and move before the feast. Participants often enjoy post-race treats and community festivities at the finish line.
Local Tip: If you’re coming from Chappaqua, arrive at least 30 minutes early. Parking by Kensico Dam Plaza fills up quickly.
2. New Rochelle Thanksgiving Day Parade
A long-running tradition, the New Rochelle Thanksgiving Parade features giant balloons, local marching bands, high-energy performers, and colorful floats. It’s a festive, family-friendly way to kick off the holiday, and one of the biggest parades in Westchester.
Local Tip: Stake out a section along North Avenue — the balloons and floats pass closest here and crowds build quickly.
3. Holiday Kickoff at the Hudson River Museum – Yonkers
Looking to bridge Thanksgiving into the winter holiday season? The Hudson River Museum’s kick-off weekend offers Victorian mansion tours, holiday workshops, and special planetarium shows. It’s an ideal pick for families or anyone looking for an indoor event.
Local Tip: Many programs require timed-entry reservations. Book early.
4. Westchester’s Winter Wonderland Drive-Thru – Valhalla
Starting Thanksgiving weekend, the popular Winter Wonderland Drive-Thru at Kensico Dam Plaza officially opens for the season. This immersive light experience brings animated displays, glowing tunnels, and festive holiday scenes — all from the comfort of your car.
Local Tip: Go during early evening hours to avoid long lines, especially if you’ve got kids who may get restless.
5. Local Ways to Give Back This Thanksgiving
Thanksgiving isn’t just about celebrations — it’s also a chance to give back to the community. Consider:
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Volunteering with a local soup kitchen
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Donating to a holiday food drive
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Dropping off supplies at a local shelter
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Supporting youth-run service projects (like your ongoing “Cans for Cures” tie-ins)
These community efforts are a great way to connect with neighbors and start the season with gratitude.
How These Events Help Westchester Homeowners & Buyers
As a real estate professional deeply connected to Chappaqua and Westchester, sharing local events helps you:
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Strengthen neighborhood ties
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Offer value to past and future clients
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Highlight what makes Westchester such a desirable place to live
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Create seasonal opportunities for social media engagement
Consider turning this guide into an email newsletter, a LinkedIn carousel, or a printable event calendar for your clients.
Final Thoughts
From classic parades to drive-through light shows, Westchester County offers plenty of ways to enjoy Thanksgiving weekend with friends and family. Whether you’re exploring local traditions or giving back to the community, there’s no better time to soak in the charm of Westchester living.
