🎃 Hey South Shore, Halloween weekend has arrived, and the whole coast feels alive.

Main Streets are glowing, the air is crisp, and there’s that spark in the air that only October can bring. From Babylon’s parades to Patchogue’s parties, the South Shore’s ready to go all out before the candy runs out.

With every new reader and every shared story, South Shore Digest gets a little closer to becoming a true local tradition. Each Thursday, more neighbors open their inbox, make their weekend plans, and discover new reasons to fall in love with where they live. 💛

This issue brings the best of the South Shore together. Fireworks on the bay, family trunk-or-treats, live music, and a brand-new Fresh Local Highlight taking you inside one of our favorite Bay Shore cafés for a closer look at the people and places that make this community shine.

So go grab your favorite costume (and make sure it still fits), pour that last pumpkin spice latte of the season, and let’s make this Halloween weekend one for the books.

Your weekend starts here, South Shore.

Top 5 for the Weekend

Perreoween 2025 – Stereo Garden (Patchogue)

Patchogue’s biggest Halloween bash lights up Stereo Garden with reggaetón beats, neon lights, and wall-to-wall energy. Dance floors stay packed, costumes get wild, and the vibe hits straight from the city club scene. It’s the kind of night that keeps the South Shore awake till sunrise.
When: Fri, Oct 31 | 10 PM – 4 AM
Where: Stereo Garden, Patchogue
Price: $$
Link: Event Details

Halloween & Día de los Muertos Costume Parties – Lily Flanagan’s (Babylon)

Two nights, one wild tradition on Deer Park Avenue. Lily’s transforms into Babylon’s Halloween headquarters with back-to-back costume parties, live DJs, drink specials, and big cash prizes for the best looks. Friday kicks off the Halloween bash, and Saturday’s Día de los Muertos party keeps the energy going till last call.
When: Fri & Sat, Oct 31 – Nov 1 | 10 PM – 3 AM
Where: Lily Flanagan's Pub, Babylon
Price: Free
Link: Event Details

DJ Adoni Halloween Freak Show – Stereo Garden (Patchogue)

Stereo Garden turns into a full-blown spectacle as international Latin DJ Adoni headlines this two-stage Halloween takeover. Expect lights, lasers, and beats that shake the floor all night long. With $3,000 in costume prizes and a crowd that never stops moving, this one’s pure energy from start to finish.
When: Sat, Nov 1 | 10 PM – 3 AM
Where: Stereo Garden, Patchogue
Price: $$
Link: Event Details

Boo-dy Barn Halloween Party – Blue Point Brewing Co. (Patchogue)

Patchogue’s biggest brewery bash is back, mixing live music, cold beer, and costume chaos under the barn lights. Summer John brings the sound, the taps flow with pumpkin-spiced pours, and the prizes are no joke: $500 for best group and $250 for best solo look. The night feels like a mix of brewery hangout and block party, and if you show up dressed as a hot dog, you even score a free one.
When: Sat, Nov 1 | 6 PM – Midnight
Where: Blue Point Brewing Co., Patchogue
Price: $$
Link: Event Details

Monster Mash Weekend – 89 North (Patchogue)

Two nights, four powerhouse acts, one Halloween to remember. Friday’s Monster Mash Costume Party brings O El Amor and Pour Some 80’s on Me for a mix of rock theatrics and throwback dance hits, then Saturday doubles down with Last Exit (Pearl Jam Tribute) and Appetite for Destruction (Guns N’ Roses Tribute) as DJ Siren keeps the crowd buzzing.
When: Fri & Sat, Oct 31 – Nov 1 | Doors 7 PM
Where: 89 North Music Venue, Patchogue
Price: $$ (adv ticket pricing)
Link: Event Details

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Family Picks

Sayville Fan Fest (Sayville)

The library transforms into a full-blown Comic-Con with something on every floor. Explore the retro arcade, a Mario Kart scavenger hunt, and a spooky Luigi’s Mansion walk-through, or meet Star Wars characters from the 501st Legion. Kids and adults alike can play, build, and browse art, collectibles, and crafts from more than 30 vendors. Add food trucks, live gaming, and giveaways, and you’ve got one of the most creative family events on the South Shore.
When: Sat, Nov 1 | 10:30 AM–4 PM
Where: Sayville Library, Sayville
Price: Free
Link: Sayville Library

Fall Family Fun Day with Dinoman (Babylon)

Dinosaurs meet science in this lively, interactive show where learning feels like an adventure. Kids can laugh, roar, and explore while enjoying face painting and snacks from Ice Delights outside the Babylon Library. It’s an easy, free outing that mixes education and excitement perfectly.
When: Sat, Nov 1 | 1–3 PM
Where: Babylon Public Library, Babylon
Price: Free
Link: Babylon Public Library

Trunk or Treat at Grace Gospel (Patchogue)

Park, play, and trick-or-treat in a safe and festive setting as Grace Gospel’s parking lot transforms into a Halloween wonderland. Decorated cars, candy stations, classic fair snacks, and games keep the fun rolling for kids of every age. Costumes are encouraged, and smiles are guaranteed.
When: Fri, Oct 31 | 4–6 PM
Where: Grace Gospel Church, Patchogue
Price: Free
Link: Grace Gospel Church

North Babylon Bark in the Park (North Babylon)

A feel-good Sunday for the whole pack. Belmont Lake State Park hosts a charity dog walk benefiting the Guide Dog Foundation, complete with music, raffles, and local food trucks. Dress your pup for the season and enjoy a day outdoors that’s all about furry family fun.
When: Sun, Nov 2 | 10 AM–2 PM
Where: Belmont Lake State Park, North Babylon
Price: Donation ($10 per dog)
Link: Belmont Lake State Park

Date Night / Nightlife

Rocky Horror Picture Show 50th Anniversary with Nell Campbell (Patchogue)

The cult classic turns 50, and Patchogue Theatre is throwing a proper party. The original “Columbia” herself, Nell Campbell, joins the celebration for a night of costumes, callbacks, and pure Halloween camp. Grab your toast, lace up those heels, and do the Time Warp on Main Street.
When: Thu, Oct 30 | 7:30 PM
Where: Patchogue Theatre for the Performing Arts, Patchogue
Price: $$
Link: Patchogue Theatre

Thomas Dolby: The Iconic 80s (Patchogue)

A pioneer of the New Wave era lights up Main Street with a night of synths, nostalgia, and stories behind the hits. Expect a mix of sound design, storytelling, and signature humor from the man who helped define a generation of electronic pop.
When: Fri, Oct 31 | 8 PM
Where: Patchogue Theatre for the Performing Arts, Patchogue
Price: $$
Link: Patchogue Theatre

Petty People (Tom Petty Tribute) – Boulton Center (Bay Shore)

The Boulton Center in Bay Shore lit up for Petty People’s weekend show.

Five seasoned musicians bring Tom Petty’s greatest hits back to life in a show packed with heart, harmony, and Highway 441 nostalgia. Expect a multimedia backdrop, sing-alongs, and a cozy night on Main Street that feels straight out of the Heartbreakers’ heyday.
When: Sat, Nov 1 | 8–10 PM (Doors 7 PM)
Where: Boulton Center for the Performing Arts, Bay Shore
Price: $$
Link: Boulton Center

Broadway on Main at Fire Island Vines (Sayville)

Fire Island Vines transforms into an intimate supper club for an evening of live Broadway favorites performed by Glenn Seven Allen and Richard Koons. Between show tunes, guests enjoy a four-course buffet and wine pairings that bring a taste of Manhattan to Main Street Sayville.
When: Sun, Nov 2 | 3–6 PM
Where: Fire Island Vines, Sayville
Price: $$+
Link: Fire Island Vines

Free & Affordable

  • Trivia Night in the Vines (Sayville): Friendly competition meets fall charm at Loughlin Vineyard, where locals gather among the vines for a night of trivia, laughs, and good wine. Hosted by Tango Time with bites from Orchard Street Eats. Thu, Oct 30 | 6–8 PM. Free entry (pay as you sip). More Info

  • Pawlloween at Loughlin Vineyard (Sayville): Dress up your pup and stroll the vines during this pet-friendly Halloween party. Enjoy music, food trucks, and a dog costume contest benefiting Last Chance Animal Rescue. Sat, Nov 1 | 12–6 PM. $ (donation-based). More Info

  • Fall Festival at Avery Homestead (Patchogue): Historic Avery Homestead turns festive with craft vendors, family games, and guided tours of the antique farmhouse. A relaxed, community-focused Saturday outing that celebrates Patchogue’s heritage. Sat, Nov 1 | 10 AM–4 PM. Free. More Info

  • Rooftop Halloween Costume Party (Patchogue): Tropical cocktails, ocean breeze, and a crowd-picked costume contest make this rooftop bash at RUMBA the perfect casual night out. No cover, just vibes. Fri, Oct 31 | 9 PM–12 AM. Free (21+). More Info

  • Halloween Boat Parade & Fireworks (Oakdale): Watch the bay light up with spooky boat displays, fireworks, and live music at Oakdale Yacht’s annual waterfront finale. Bring a chair, grab a bite from local trucks, and enjoy the perfect close to Halloween week. Sat, Nov 1 | 7–9 PM. $10. More Info

Fresh Local Highlights

Real visits. Real stories. Exploring the local spots shaping life on the South Shore.

Kismet Coffee Company (Bay Shore)

There’s a quiet kind of magic when you walk into Kismet Coffee. The space is bright and open, with high ceilings, exposed beams, and that first wave of espresso and breakfast in the air. The music hums softly in the background, and the light from Main Street catches just right on the counter, creating the kind of calm that makes you exhale without realizing it.

It’s easy to see why locals linger. The breakfast burrito hits all the right notes, the avocado mousse toast feels both simple and indulgent, and that banana bread latte is worth the drive alone. The team behind the counter is warm and genuine, offering the kind of service that makes you want to come back before you’ve even finished your meal.

New things are brewing too. Dinner just launched, the new liquor license has the bar warming up for espresso martinis, and their Wednesday Trivia Nights began this week with dinner, drinks, and prizes. It’s not just coffee, it’s community with a calm, coastal soul.

📌 Community Board (Quick Hits)

  • 2 Sisters Thanksgiving Food Drive (Lindenhurst, near Babylon) – Two local sisters, Kierstin and Riley Lore, are on a mission to make Thanksgiving brighter for families in need. Their 5th Annual Food Drive supports Long Island Cares through community drop-offs and Venmo donations.
    Sat, Nov 1 | 10 AM–1 PM | 68 E Lido Promenade, Lindenhurst | Open to all — bring a bag or give what you can.

  • Town of Islip Hiring Snow Plow Operators – The town is hiring local drivers for the 2025–2026 snow season. Competitive pay, prompt payment, and steady winter work. Apply weekdays, 10 AM–4 PM, at the Department of Public Works, 401 Main St, Islip.

  • Socktober 2025 (Various Locations) – Final week to donate new socks for local shelters before the drive wraps Oct 31. Drop-offs accepted at community centers and participating businesses.

  • Sayville Fan Fest Community Service (Sayville Library) – Teen volunteers help prep for the library’s big Fandom event. Three shifts available between 9:30 AM and 4:30 PM on Sat, Nov 1. Free.  9:30 am – 11:30 am | 11:30 am – 1:30 pm | 1:30 pm – 4:30 pm

  • Fandom Tote Bag Workshop (Sayville Library) – Design your own fan-art tote bag as part of Sayville’s Fan Fest week. Thu, Oct 30 | 3:30–5 PM | Small materials fee.

  • Shredding Day (Islip Public Library) – Safely dispose of old paperwork with A Shred Away’s on-site truck. Community service made easy. Sat, Nov 1 | 1:30–4:30 PM. Free.

  • Halloween Storytime & Parade (Babylon Library) – A sweet start to Halloween morning with stories and a mini indoor parade for little ones (ages 0–4). Thu, Oct 30 | 10–10:45 AM. Free (registration required).

  • Fallback Half Marathon & 5K (Heckscher State Park, East Islip) – Run into November along scenic bayfront trails. Friendly atmosphere, cool weather, and finisher medals for every participant. Sun, Nov 2 | 9 AM–12 PM. $$

That’s a wrap for this Halloween weekend, South Shore.
Thanks for being part of this growing local crew. You’re what makes this guide feel alive. 💛

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