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May Has Entered the Chat
Sunshine, street fairs, live music, and just the right amount of chaos!

Welcome to the Westchester Weekly!
May has officially arrived, and with it comes that long-awaited shift – longer days, warmer nights, and a social calendar that’s finally firing on all cylinders. This weekend is your green light to get back out there and fully embrace spring.
Across Westchester, the energy is undeniable. You’ll find buzzing farmers markets, colorful cultural festivals, live music lighting up local stages, and can’t-miss comedy shows bringing the laughs. Add in art markets, outdoor adventures, and family-friendly fun, and you’ve got a weekend that feels like the start of something.
Whether you’re strolling through a market, catching a show, exploring something new, or just soaking up the sunshine, this is the kind of weekend that reminds you – this is why we wait for May.
Let’s get into it!
🌼 In this issue:
🎤 Live music, comedy shows & standout performances
🎉 Cultural festivals, markets & community celebrations
🛍️ Local art, shopping & spring pop-ups
🌳 Outdoor adventures & family-friendly fun
🍴 Food, drinks & weekend-worthy experiences
🏡 Real Estate Deal of the Week 🏡
Just listed in New Rochelle!
Located in the sought-after Wykagyl neighborhood, this stately 1920s home offers timeless character paired with generous living space on nearly half an acre. Sun-filled interiors feature classic architectural details, hardwood floors, and a fireplace that anchors the main living area, while the expansive layout includes multiple living and entertaining spaces throughout. A finished lower level and attached garage add functionality, all set within a private, tree-lined property that delivers both charm and scale in one of New Rochelle’s most desirable enclaves.
5 Beds
6 Baths
3,004 sq ft (plus finished lower level)
Lot size: 0.48 acres
Built in 1929
Attached garage & fireplace
Estimated Value: $1,745,000
View the full listing here.
🧺 Family-Friendly Fun

Celebrate spring in full bloom at the Peekskill Rotary Cherry Blossom Festival, a vibrant riverfront day of food trucks, live music, crafts, and family fun beneath a canopy of blooming cherry trees!
🌸 Peekskill Rotary 9th Annual Cherry Blossom Festival & Plant Sale
Peekskill Riverfront Green Park | Peekskill | May 2 | More
Peak spring vibes. Think blooming cherry blossoms, fresh plants to take home, and a lively, family-friendly atmosphere!
🐾 Family Fun with Animal Friends
Westchester Marriott Tarrytown | Tarrytown | May 2 | More
Cute, cuddly, and full of smiles. Kids can meet and interact with animal friends while learning about care and compassion – a wholesome, feel-good outing.
🐟 The Pout-Pout Fish (Live Show)
Emelin Theatre | Mamaroneck | May 2 | More
A splashy stage adaptation of the beloved children’s book. Colorful, musical, and full of heart – perfect for younger kids who love a good story brought to life.
🚲 Bicycle Sundays
Bronx River Parkway | May 3 | More
Miles of open road, no cars in sight. Ride, walk, scooter, or stroll along the parkway – a freeing, high-energy way to enjoy the outdoors as a family.
🗺️ Rivertowns Earth Month Scavenger Hunt
Hudson River Rivertowns | Through May 4 | More
Turn the outdoors into an adventure. Explore local spots, solve clues, and discover hidden gems along the river. Part treasure hunt, part nature walk, all fun!
🍻 Activities for Adults

Emmy-winning comedian Craig Ferguson brings his Pants on Fire tour to Tarrytown Music Hall for a night of razor-sharp wit, fearless storytelling, and laugh-out-loud stand-up.
🎤 Craig Ferguson: Pants on Fire
Tarrytown Music Hall | Tarrytown | May 1 | More
The legendary late-night host brings his sharp wit, storytelling charm, and delightfully unfiltered humor to the stage. Expect a night of clever comedy with plenty of laughs and a little bit of chaos.
🎉 Kala Samaagam: Community Celebration
ArtsWestchester | White Plains | May 1-2 | More
A vibrant cultural celebration spotlighting South Asian art, music, and community. Think live performances, colorful energy, and a joyful atmosphere that feels like stepping into a festival.

😂 Hasan Minhaj & Ronny Chieng: Hasan Hates Ronny, Ronny Hates Hasan
The Capitol Theatre | Port Chester | May 2 | More
Two comedy heavyweights. One stage. Zero chill. This rapid-fire, high-energy show is packed with bold takes, sharp punchlines, and the kind of chemistry that only comes from real-life rivalry.
💃 Genessa & The Selena Experience
Paramount Hudson Valley Theater | Peekskill | May 2 | More
A high-energy tribute to Selena Quintanilla that’ll have you dancing in your seat. Nostalgic, electric, and full of iconic hits — this is a party disguised as a concert.
🛍️ Irvington Art Market
Presbyterian Church Irvington | Irvington | May 2 | More
Browse local art, handmade goods, and creative finds in a charming riverside setting. It’s the perfect slow stroll with plenty of “wait, I actually need this” moments.
🥕 Ossining Farmers Market
Corner of Main & Spring St | Ossining | May 2 | More
Fresh produce, baked goods, and local flavor galore. A staple spring outing – grab a coffee, wander the stalls, and soak in that small-town Saturday energy.

🌸 Pinkster Festival
Van Cortlandt Park | Bronx | May 2 | More
A powerful cultural festival celebrating African American history and traditions with music, dance, and storytelling. Meaningful, lively, and deeply rooted in history.
🎷 Willie Martinez Latin Jazz Quartet
Westchester Collaborative Theater | Ossining | May 2 | More
Smooth rhythms, vibrant percussion, and that irresistible Latin jazz groove. A laid-back yet lively night for music lovers.
🎭 Catch Me If You Can (Musical)
White Plains Performing Arts Center | White Plains | Through May 3 | More
Based on the hit film, this fast-paced musical follows a charming con artist on the run. Big performances, slick storytelling, and plenty of Broadway-style flair.
🎻 Spring Chamber Music Concert: String Quintets
St. Barnabas Episcopal Church | Hastings-on-Hudson | May 3 | More
An elegant afternoon of live classical music featuring rich, layered string arrangements. Perfect for slowing things down and soaking in something beautiful.
🎶 Indian Classical Concert
India Center of Westchester | Hawthorne | May 3 | More
A mesmerizing musical experience rooted in tradition, featuring intricate melodies and masterful performances. Immersive, calming, and culturally rich.
🌡️ Weather Report

☀️ Weekend Weather at a Glance
Friday (May 1): 🌤️ Partly sunny and mild – High ~66°F / Low ~50°F – A pleasant kickoff with a mix of sun and clouds; not quite warm, but definitely trending in the right direction.
Saturday (May 2): 🌦️ Scattered showers possible – High ~68°F / Low ~52°F – A little unsettled with spotty rain in the mix; not a total washout, but keep plans flexible and an umbrella nearby.
Sunday (May 3): ☀️ Brighter and warmer – High ~72°F / Low ~55°F – The best day of the bunch—more sunshine, a bit warmer, and finally starting to feel like May.
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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