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What to do this weekend...
Featuring Bob Dylan, the County Fair, and much more!
Welcome to Issue #22 of the Westchester Weekly!
Summer’s flying by faster than a Metro-North express, but there’s still plenty of time to soak up the sunshine. From fairs and concerts to outdoor movies and family workshops, this weekend is packed with reasons to get out and make the most of early September.
So whether you’re chasing music, history, or just good old-fashioned fun, Westchester’s got you covered!
In this issue:
🎡 County Fairs, Festivals & Family Fun
🎶 Jazz Nights, Plays & Music by the River
🎬 Bob Dylan Center Films & Movie Magic
🎨 Back-to-School Crafts & Family Art Days
🏡 Real Estate Deal of the Week 🏡
Just listed in Briarcliff / Scarborough!
This distinct cedar home blends mid-century modern flair with cottage-core charm, tucked away on over half an acre just minutes from the Hudson.
With four bedrooms, three baths, and over 3,000 sq ft of thoughtful design – including a sunken living room, solarium, and award-winning architect expansion – we love what we see.
4 Beds
3 Baths
3,147 sq ft
0.52 acres
Asking Price: $1,155,000
Click here to view the full listing.
🧺 Family-Friendly Fun
A good ol all-American county fair awaits you and the family at the Yorktown Grange Fair!
🎡 Yorktown Grange Fair
Yorktown Grange Fair Grounds | September 5-7 | More
Yorktown’s 101st Grange Fair is back this weekend with carnival rides, livestock competitions, live music, and local flavor!
👩🌾 Irvington Farmers Market
Main Street School, Irvington | Sun 9:00 am–1:30 pm | More
Classic Westchester vibe by the river with live music and great vendors.
🖼️ Hudson River Museum — Free First Fridays
Yonkers | Fri 5–8 pm | More
Free admission evening with galleries open and planetarium shows.
🎡 Playland September Weekends
Playland Park | Rye | September 6-7 | More
The rides, the games, the boardwalk vibes – Playland keeps summer going strong with family fun all weekend long.
🎭 Arc Stages Open House
Arc Stages | Pleasantville | September 6 | More
Step into the spotlight! Families can tour the theater, meet teaching artists, and try mini-classes in acting, singing, and improv.
🎡 Playland September Weekends
Playland Park | Rye | September 6-7 | More
The rides, the games, the boardwalk vibes — Playland keeps summer going strong with family fun all weekend long.
🎲 Historical Games
Philipse Manor Hall | Yonkers | September 6 | More
Travel back in time with colonial-era games and hands-on activities that bring history to life for kids of all ages.
🎨 Family Art Workshop: Back to School Keychains
Hudson River Museum | Yonkers | September 7 | More
Get crafty before school starts! Kids can design and decorate their own keychains to personalize backpacks and lunch bags.
🍻 Activities for Adults
Catch a full day of music with the "Music Across the Hudson" in Ossining, Haverstraw, Peekskill, and more!
🎬 Leap of Faith
Bedford Playhouse | Bedford | September 4 | More
Catch this Oscar-nominated documentary about William Friedkin’s The Exorcist and the surprising spiritual reflections behind the film.
🀄 Mah Jongg: Open Play
Croton Free Library | Croton-on-Hudson | September 4 | More
Bring your tiles and test your skills — this weekly open play session is perfect for experienced Mah Jongg players looking for a friendly match.
✍️ Shut Up & Write Meetup
Croton Free Library | Croton-on-Hudson | September 5 | More
Writers unite! Join fellow creatives for an hour of distraction-free writing followed by casual conversation.
🎙️ Brian Charette Trio
Jazz Forum, Tarrytown | Fri 7 & 9:30 pm | Tickets
Grammy-nominated vocalist known for witty, swinging sets.
🎶 First Fridays Concert: Reese Fulmer
Bedford Playhouse | Bedford | September 5 | More
Folk storytelling meets soulful melodies in this intimate set from Reese Fulmer & The Carriage House Band.
🥂 Picnic at the Park
Pelham Picture House | Pelham | September 6 | More
Pack your basket, bring your blanket — this outdoor gathering blends film, food, and community under the stars.
🎤 Noa Fort Quartet
Jazz on Main | Mt. Kisco | September 6 | More
Dynamic, poetic, and boundary-pushing pianist and vocalist Noa Fort takes the stage with her adventurous quartet!
🌽 Westchester County SOCIAL Tournament
Kensico Dam Plaza | Valhalla | September 6 | More
Bags, beers, and bragging rights! Grab a partner and join the county’s social cornhole tournament for a day of competitive fun.
🎶 Music Across the Hudson
Multiple Locations | September 6 | More
From jazz to folk to rock, this day-long festival brings live performances to riverfront towns across the Hudson Valley.
🎞️ Stepping into the Unknown: Films from the Bob Dylan Center
Jacob Burns Film Center | Pleasantville | September 7 | More
A rare program of films tied to Bob Dylan’s artistic journey, exploring creativity, mystery, and cultural influence.
🎭 Luke Havrenak's Traveling Medicine Show Performance
Take 3 Wine Bar & Café | Pleasantville | September 7 | More
Step right up for a vaudevillian blend of music, theater, and old-time showmanship in this one-of-a-kind performance.
🌡️ Weather Report
☀️ Weekend Weather at a Glance
Friday (Sep 5): ⛅ Partly sunny and humid with a chance of a shower – High 84°F / Low 71°F – Warm and muggy; keep plans flexible and stay cool!
Saturday (Sep 6): ⛅ Sun giving way to clouds and humid with an afternoon thunderstorm possible – High 85°F / Low 63°F – Best to enjoy the morning outdoors; pack an umbrella for later.
Sunday (Sep 7): ☀️ Sunny with lower humidity – High 75°F / Low 60°F – Refreshing and pleasant; a perfect day to wrap up the weekend 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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