The best apple picking around

And much, much more across Westchester!

Welcome to Issue #25 of the Westchester Weekly!

It’s going to be pouring all day today, but there are some cool evenings in the forecast. And with apple trees ripe for picking, we’re going to be out in nature this weekend enjoying the last warm days of the year.

Enjoy the season and don’t forget to share the Westchester Weekly with your family and friends so we can grow our local community together!

In this issue:

  • 🎶 Tango, Yacht Rock & Sixties Hits

  • 😂 Comedy Nights & Haunted Tales

  • 🎨 Outdoor Art, REV Fest & Croton Oktoberfest

  • 🏃‍♂️ Classic Races, Ballet & Soccer Showdowns

  • 🐾 Baby & Toddler Music, Children’s Book Festivals & Family Crafts

🏡 Real Estate Deal of the Week 🏡 

Just listed in Katonah!

This colonial on 1.1 acres in the Wood Lot neighborhood of Katonah offers over 4,200 sq ft of stylish living – with four bedrooms, three full baths, and gorgeous natural light throughout. Highlights include a skylit two-story entrance, vaulted ceilings with fireplaces, a gourmet kitchen flowing into a family room, plus a private deck, pool, outdoor fireplace, and even a tiki bar!

A perfect blend of peaceful privacy and entertainer’s dream in an ideal location.

  • 4 Beds

  • 3 Baths

  • Approx. 4,250 sq ft

  • 1.1 acres with pool, outdoor living features

Asking Price: $1,395,000

Click here to view the full listing!

🧺 Family-Friendly Fun

Come check out the Chappaqua Children’s Book Festival on Saturday!

🎵 Rock n Roll for Babies & Toddlers
Bach to Rock | Scarsdale | September 26-27 | More
Little ones shake, rattle, and roll in this fun, interactive music class designed for babies and toddlers.

📚 Chappaqua Children’s Book Festival
Chappaqua Train Station | Chappaqua | September 27 | More
One of the largest book festivals for kids in the country returns! Meet beloved authors and illustrators, explore family activities, and stock up on inspiring reads.

🎨 Family Art Project: Whimsical Windchimes
Wave Hill | Yonkers | September 27 | More
Kids and families create one-of-a-kind windchimes using natural and recycled materials — a creative keepsake to bring the outdoors in.

🍂 Jay Day Fall Festival
Jay Heritage Center | Rye | September 28 | More
Step back in time with historic house tours, pony rides, live music, and hands-on crafts. A true autumn tradition for Westchester families.

🍎 Apple Picking: Wilkens Fruit & Fir Farm
Yorktown Heights | Fri–Sun (open days) | More
Classic pick-your-own with bakery and cider—peak September apples. (No reservations; check varieties day-of.)

🍎 Outhouse Orchards Fall Festival
North Salem | Fri–Sun 9am–5pm | Tickets
Apples, hayrides, corn maze, pumpkin patch—and hard cider for the grown-ups.

Together with Wonderland Holiday Lights!

Westchester Homeowners Can 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.

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.

Families who book an estimate by October 1 also receive a $150 Westchester Weekly Credit toward their display.

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

Get immersed in a two-day long commemoration of the Revolutionary War – where you can tune into live music, enjoy nonstop entertainment, and munch on mouthwatering bites from some of Westchester's best local food vendors!

🎶 Leonardo Suarez Paz’s PIAZZOLLA 100: El Nuevo Tango
Paramount Hudson Valley | Peekskill | September 26 | More
A fiery night of nuevo tango honoring Astor Piazzolla’s legacy. Expect soaring strings, sultry rhythms, and an unforgettable fusion of classical, jazz, and tango.

🛥️ Yacht Lobsters
Irvington Theater | Irvington | September 26 | More
Smooth sailing through the yacht rock hits of the ’70s and ’80s. Think Hall & Oates, Steely Dan, and plenty of breezy vibes along the Hudson!

😂 Hard Headed Comedy at Captain Lawrence
Captain Lawrence Brewing | Mt. Kisco | September 26 | More
Craft beer meets craft comedy. Grab a pint and settle in for a night of laughs served up by a rotating crew of sharp-tongued comics.

edgar allan poe GIF

👻 The Haunted Word: The Tales of Edgar Allan Poe
Whippoorwill Theater | Armonk | September 26 & 28 | More
Step into the eerie world of Edgar Allan Poe. Spine-tingling tales, atmospheric staging, and just enough fright to kick off spooky season.

🍻 Rocktoberfest 2025
Matthiessen Park | Irvington | September 27 | More
Beer gardens, live music, and waterfront views — Irvington’s Rocktoberfest is the ultimate fall day party by the Hudson.

Chevy Chase Dancing GIF

🇩🇪 Croton Oktoberfest
Grand Street | Croton-on-Hudson | September 27 | More
Steins, sausages, and songs — Croton brings the Bavarian spirit to the Hudson with its own Oktoberfest celebration. Prost!

🎣 Fly-Fishing Workshop (Intro Series)
Rockefeller State Park Preserve | Pleasantville | Sat 10am–12pm | Register ($80)
Learn the basics in a gorgeous setting; all levels welcome.

🎸 The Sixties Show – The Greatest 1960’s Musical Re-Creation Show on Earth
Paramount Hudson Valley | Peekskill | September 27 | More
A full-on, multimedia experience that re-creates the sights, sounds, and soul of the 1960s. Equal parts concert and time machine.

🎉 REV Fest 250
Croton Point Park | Croton-on-Hudson | September 27-28 | More
Celebrate Croton’s 250th anniversary with food, music, history, and family fun. A once-in-a-generation community bash.

🎨 2025 Armonk Outdoor Art Show
North Castle Community Park | Armonk | September 27-28 | More
Browse works from 140+ juried artists at one of the nation’s top-ranked outdoor art shows. Painting, sculpture, photography, and more — all in a scenic fall setting.

🏃‍♂️ 2025 MHRRC Dutchess County Classic
Walkway over the Hudson | Poughkeepsie | September 28 | More
Half marathon, 5K, or fun run — pick your pace and race through the Hudson Valley in this beloved running tradition.

swan lake ballet GIF

🩰 As the World T(B)urns
Delfino Park Pavilion | White Plains | September 28 | More
The Hudson Ballet Theatre takes on a bold, original performance exploring the climate crisis through movement, music, and stagecraft.

⚽ Forward Madison FC at Westchester SC
Memorial Field | Mount Vernon | September 28 | More
Westchester’s USL squad defends home turf against Forward Madison. Expect energy, intensity, and plenty of local pride under the lights.

🎷 Riverview Jazz Concert
Croton Free Library | Croton-on-Hudson | September 28 | More
An intimate afternoon of smooth jazz at the Croton Free Library, with river views and a soundtrack that swings.

🌡️ Weather Report

sunset GIF

☀️ Weekend Weather at a Glance

Friday (Sep 26): ⛅ Partly sunny with a chance of morning showers – High 78°F / Low 61°F – Humid start, but things should brighten up as the day goes on; maybe keep an umbrella just in case!

Saturday (Sep 27): ⛅ Partly sunny then mostly cloudy – High 76°F / Low 61°F – Comfortable and mild; perfect for getting outside earlier or indoors if clouds thicken.

Sunday (Sep 28): ⛅ Mostly cloudy with a chance of morning showers, turning partly sunny – High 79°F / Low 61°F – A bit of mix, but still pleasant enough for weekend plans outside!

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

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