What’s Happening on Long Island this Weekend?

The Fall Fun You Didn’t Know You Needed (But Definitely Do)

Hey friends,
It’s that magical time of year again.
You know — when the air gets crisp, your inbox fills with pumpkin spice promotions, and you swear you’ll finally take the kids apple picking but somehow end up at Costco instead.

Don’t worry, I’ve got you covered.

If you're looking for reasons to ditch the couch, shut off Disney+, and make some real weekend memories, Long Island is absolutely showing off next weekend. Whether you're a festival-hopper, food truck connoisseur, art lover, or just someone who enjoys walking around holding a cider like it's your fall accessory — there’s something here for you.


🎡 First up — Huntington’s Long Island Fall Festival is BACK

This isn’t just your average church parking lot fair. We’re talking four full days (yes, Monday too — thanks, Columbus!) of rides, food trucks, live music, and artisan vendors at Heckscher Park. Think bounce houses, beer tents, fried everything, and more local crafts than your wallet is ready for. The kids will love it, and honestly, so will you. It's the kind of place where your toddler gets sticky from cotton candy in under three minutes, your teenager miraculously smiles in a photo, and you run into at least three people you went to high school with. It’s a rite of passage — and parking, as usual, will be a sport of its own.


🍔 Hungry? Of course you are. Head to the Famous Food Festival in Deer Park.

Taking over the Tanger Outlets on Sunday and Monday, this thing is a smorgasbord on steroids. Over 60 food vendors from around the world (yes, that includes deep-fried Oreos and bao buns), a beer & wine garden, live music, and a kids’ zone so well built-out you might forget your child is there. You’ll find everything from lobster rolls to vegan soul food — and possibly end up eating your weight in tacos “just to sample.” Bonus: if you time it right, you can bribe your kids with a hot pretzel after dragging them into Nike for school sneakers.


🧵 Feeling artsy? Zuccaire Gallery in Stony Brook has a hidden gem.

Between carnival chaos and sugar crashes, sneak in a little culture. Weaving Words, Weaving Worlds is a contemporary fiber art exhibition open all weekend — showcasing how threads can tell stories just as powerfully as words. It’s low-key, inspiring, and totally free. Great for tweens who pretend not to be impressed... until they are. And let’s be honest, it's nice to walk through a place that doesn’t smell like funnel cake once in a while.


🌳 And if you're craving some fall foliage and peace? Sunday’s your day.

The “One Day, 3 Parks” event is giving you free access to Bayard Cutting Arboretum, Connetquot River State Park, and Heckscher State Park on Sunday, October 12th. That’s three stunning spots to walk, hike, picnic, or simply admire the changing leaves while your dog rolls in something mysterious. Pro tip: pack a thermos of cider, bring grandma, and take that family photo you’ve been procrastinating since Labor Day.


🎃 Bonus: Shelter Island’s Harvest Festival is worth the ferry ride.

If you're up for a mini road trip (and by road, I mean water), head out to Shelter Island on Saturday for their annual Harvest Festival. You’ll find everything from honey tastings to pumpkin patches, live folk music, and local authors signing books. It’s like stepping into a Hallmark movie — but with better bagels.


🍁 So, what’s your plan?

Whether you're strolling through a park with a cinnamon donut in hand or chasing your toddler through a corn maze, Long Island knows how to do fall right.

And hey — if part of your weekend plans includes thinking about upgrading your home, downsizing, or maybe just moving closer to one of these amazing towns (or farther from your in-laws — I get it), let’s talk.

I’m not just the guy who knows the best cider spots.
I’m also the guy who helps smart families like yours buy and sell homes with less stress and more strategy — thanks to the power of A.I. and a lifetime of Long Island knowledge.


📲 Text me at 516-984-3286 or visit TheBeaconTeam.com to grab a time on my calendar.

Let’s find a home where every weekend feels this good.Until then, enjoy the funnel cakes and fall leaves,