Westchester Holiday Kickoff

Here's the best seasonal cheer, cozy crafts, and family adventures to find this weekend!

Welcome to Issue #32 of the Westchester Weekly! The holidays are officially on the horizon, and Westchester is brimming with twinkling lights, festive flavors, and creative gifts waiting to be discovered. From bustling holiday markets and sparkling tree lightings to magical train shows and lively parades, there’s something to make every day feel like a celebration. Whether you’re hunting for the perfect gift, enjoying hands-on family fun, or just soaking up the festive atmosphere, Westchester is the place to be.

Bundle up, grab your friends and family, and dive into the holiday spirit – and don’t forget to share the Westchester Weekly so everyone can join the fun!

🍂 In this issue:
🎨 Holiday Markets, Craft Shows & Gift Boutiques
🎄 Tree Lightings, Parades & Enchanted Train Displays
🧑‍🎨 Family Workshops, Magic Shows & Dance Experiences

🏡 Real Estate Deal of the Week 🏡 

New this week in Katonah!

Welcome to a beautifully updated, one-level ranch that balances country charm with refined sophistication. With sun-drenched rooms, vaulted beamed ceilings, and a warm family room clad in Pecky Cypress, the space feels both expansive and cozy. A thoughtfully renovated kitchen with a center island, a private primary suite with a marble bath, and a finished lower level add effortless functionality, while the large terrace invites outdoor entertaining overlooking half an acre of land that borders protected preserve! An absolute stunner!

  • 4 Beds

  • 3 Baths

  • 3,091 sq ft

  • 0.50-acre lot

  • Built in 1950

Asking Price: $1,395,000

View the full listing here.

🧺 Family-Friendly Fun

The 61st Annual New Rochelle Thanksgiving Parade lights up North Avenue on Saturday, November 22 at 10 AM – featuring giant balloons, festive floats, and holiday magic for the whole family!

🌕 Lumina Harvest Moon
Harvest Moon Farm & Orchard | North Salem | Nov 21-22 | More
A luminous nighttime adventure of glowing installations, lantern pathways, immersive light art, and moonlit magic across the farm!

🎉 Annual New Rochelle Thanksgiving Parade
Downtown New Rochelle | New Rochelle | Nov 22 | More
A beloved Westchester tradition! Expect giant balloons, marching bands, costumed characters, and that unbeatable hometown holiday buzz filling the streets.

🎄 The Lighting at Ridge Hill
Ridge Hill | Yonkers | Nov 22 | More
A magical night featuring the season’s first big tree lighting, festive performances, kids’ activities, and a sparkly kickoff to the holidays.

🎩 Mr. Twisty’s Super Silly Magic Show
FASNY Museum of Firefighting | Hudson | Nov 22 | More
A laugh-out-loud, high-energy magic show packed with silly tricks, big surprises, and kid-approved chaos inside a museum that’s already a favorite.

🩰 Behind the Curtain Dance Workshop
Hudson Ballet Theatre | Scarsdale | Nov 22 | More
A special workshop where kids step into the world of ballet, learn choreography basics, and get an exclusive peek at how dancers bring stories to life.

🚂 The Great Holiday Train Show 2025
New Castle Historical Society | Chappaqua | Nov 22-23 | More
A wonderland of miniature trains weaving through festive villages, snowy scenes, and intricate holiday worlds — pure kid (and grown-up!) delight.

Together with Wonderland Holiday Lights!

Westchester Homeowners Save $150 on Holiday Lights

Picture this: you pull into your driveway this December and your home is glowing with a perfect holiday display — without every touching a ladder.

Locally-owned Wonderland Holiday Lights makes it effortless. From custom design mockups to professional, white-glove installation, take-down, and climate-controlled off-season storage, Wonderland handles every detail so your holidays stay stress-free.

Plus, you’ll enjoy our Stay-Lit Guarantee (outages fixed in 48 hours or your money back), a complimentary timer, and professional dusk photos of your finished lights.

Spots are limited, and the best dates go fast.

Book your design consult today and let your home shine all season long while you cross one more thing off your to-do list.

🍻 Activities for Adults

ArtsWestchester’s 60th-anniversary Benefit Concert, Raise Your Voice for the Arts, spotlights Grammy-nominated singer-songwriter and Purchase College alum Regina Spektor in a heartfelt hometown comeback!

🎄 Germania Christkindlmarkt
Germania of Poughkeepsie | Poughkeepsie | Nov 21-22 | More
Step into an old-world German holiday village filled with handmade crafts, hearty bites, festive music, and enough mulled cheer to launch your Christmas spirit into orbit.

 Westchester’s Winter Wonderland
Kensico Dam Plaza | Valhalla | Nov 21-23 | More
A dazzling explosion of lights, music, holiday characters, and pure festive magic — a larger-than-life celebration that’s become a Westchester tradition.

Christmas GIF by MOODMAN

🛍️ 2025 Holiday Art Boutique
Pelham Art Center | Pelham | Nov 22-23 | More
A curated marketplace of local artists offering ceramics, jewelry, textiles, and one-of-a-kind gifts you definitely won’t find on Amazon.

🎁 Hudson Valley Hullabaloo Holiday Market
Andy Murphy Neighborhood Center | Kingston | Nov 22-23 | More
A vibrant, indie-spirited holiday bazaar featuring quirky crafts, bold makers, and the most joyful creative chaos in the Hudson Valley.

🎤 Regina Spektor Concert
The Performing Arts Center at Purchase College | Purchase | Nov 21 | More
Experience Regina Spektor live in an intimate, emotionally rich performance filled with piano magic, charming storytelling, and signature soul-soaked vocals.

🧵 Holiday Market at Yellow Studio
The Co-Op at Yellow Studio | Cross River | Nov 22 | More
A cozy neighborhood pop-up where local makers bring textiles, treats, and beautifully crafted gifts perfect for thoughtful holiday giving.

🏠 Holiday Boutique at Philipsburg Manor & Sunnyside
Philipsburg Manor | Sleepy Hollow | Nov 22-23 | More
Two historic sites transformed into charming holiday markets with artisan goods, seasonal décor, and old-fashioned festive charm.

Season 8 Thanksgiving GIF by Friends

🍂 Thanksgiving Market
Stone Barns Center | Pocantico Hills | Nov 23 | More
A gorgeous open-air marketplace featuring pasture-raised meats, farm-fresh produce, handmade provisions, and everything you need for an unforgettable Thanksgiving table.

🎄 Holiday Gift Market 2025
Muscoot Farm | Katonah | Nov 23 | More
Shop local gifts among barnyard backdrops, cozy farm vibes, and dozens of Hudson Valley artisans ready to kickstart your holiday shopping.

🌡️ Weather Report

Sassy Dragons Den GIF by CBC

☀️ Weekend Weather at a Glance

Friday (Nov 21): ☁️ Mostly cloudy – High 52°F / Low 42°F – A cool, overcast day; bring a jacket and consider indoor options for later in the day.

Saturday (Nov 22): 🌤️ Mostly sunny – High 49°F / Low 37°F – Crisp and cool with clearing skies; great for an early outdoor walk, but bundle up with a layer or two!

Sunday (Nov 23): ☀️ Mostly sunny – High 47°F / Low 41°F – Cold but bright; ideal for a peaceful outdoor morning, then cozy indoor time in the afternoon.

Thanks for reading!

If you know of anything interesting going on in Westchester, reply to this email and let us know.

— Ethan & The Westchester Weekly team

How did you like this week's newsletter?

Login or Subscribe to participate in polls.