Hey South Shore, December has officially settled in and every town feels alive.

The lights are brighter, the streets feel busier, and that familiar early December feeling is starting to settle in. Shop windows are glowing a little warmer, front porches are filling with wreaths, and every Main Street feels like it is getting dressed up at the same time.

I do not know about you, but there is something about this stretch of the season that hits differently on the South Shore. The mornings feel quieter, the evenings feel cozier, and the weekends start to carry their own little magic.

Last weekend brought the first wave of holiday moments across our towns. This weekend builds on it with a full Hallmark style celebration in Babylon Village, a market to parade to tree lighting day in Islip, and festive markets, music and theatre from Bay Shore to Patchogue.

☕ So warm up a cup of something good, settle in for a minute, and let us take a look at what early December has waiting for you right here at home.

Top 5 for the Weekend

Babylon Village Christmas Weekend (Babylon Village)

Babylon Village goes full Hallmark this weekend with a two day lineup of shopping, carols, carousel rides, Santa and Mrs. Claus photo moments, Christmas at the Conklin House, bonfire s’mores, the tree lighting at Argyle Park and the annual Wassail Bowl tradition. It’s one of the strongest early December atmospheres anywhere on the South Shore.

When: Fri Dec 5 & Sun Dec 7
Where: Babylon Village
Price: Mostly free
See the full weekend schedule and times

A Charlie Brown Christmas – Patchogue Theatre (Patchogue)

Charlie Brown, Snoopy and the whole Peanuts crew come to life in a polished stage production set to the classic Vince Guaraldi score. A nostalgic holiday favorite with beautiful staging and a meet and greet option before the show.

When: Fri Dec 5 (multiple showtimes)
Where: Patchogue Theatre, Patchogue
Price: $$+
View showtimes & tickets

Holiday Market, Santa Parade & Tree Lighting (Islip)

Spend the day in downtown Islip with holiday vendors and food trucks at the Town Market from noon to 6 pm. At 4 pm, Santa’s Parade steps off and heads toward Town Hall, where the Christmas Tree Lighting begins at 5 pm. One full afternoon of small town magic in the heart of Islip.

When: Sat Dec 6 (Market 12–6 pm, Parade 4 pm, Tree Lighting 5 pm)
Where: Islip Town Hall, Islip
Price: Free
See the full event details

Frosty’s Big Day – CM Performing Arts Center (Oakdale)

Frosty comes to life in this cheerful musical packed with catchy songs, lively dance numbers and a warm message about friendship. With multiple weekend matinees running through December, it’s a bright, family-friendly holiday pick.

When: Dec 6–29 (multiple matinees each weekend)
Where: CM Performing Arts Center, Oakdale
Price: $$
Get tickets & showtimes

A Very Merry Misfit-mas – Great South Bay Brewery (Bay Shore)

A playful, high energy indoor holiday market with Santa photos, unique vendors, festive food and beer, live music and surprise “misfit” character pop-ins. Always one of the most lively December weekends at the brewery.

When: Sat Dec 6 | 3-9 pm
Where: Great South Bay Brewery, Bay Shore
Price: Free
See the event info

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Before you jump into the rest of the guide, a quick thank you to everyone who has been sending in events and tagging us on social this week. It is one of the reasons this little project keeps growing and why these Thursdays feel more fun every time.

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Here is the rest of your weekend if you are ready for it.

Family Picks

Character Holiday Bash – Lily’s Babylon (Babylon)

Meet Santa and festive holiday characters, grab photos and enjoy a cheerful family morning at Lily’s. A simple, fun pick that works for all ages.

When: Sat Dec 6 | 10 am–12 pm
Where: Lily’s Babylon, Babylon
Price: Free
Event details here

Winter Wonderland – Bayport–Blue Point Library (Bayport)

The library’s outdoor path transforms into a glowing holiday walkway with vendors, treats, live music and seasonal surprises. Meet Frosty the Snowman and catch the 6 pm ice carving demo under the lights.

When: Fri Dec 5 | 5–8 pm
Where: Bayport–Blue Point Public Library,
Price: Free
See the event post

Small Business Saturday Winter Festival (Bay Shore)

A festive Main Street celebration with music, treats, Santa moments and both the tree and menorah lighting. A feel good local afternoon built for families and holiday shoppers.

When: Sun Dec 7 | 5-6 pm
Where: Main Street, Bay Shore
Price: Free
View festival info

Town of Babylon Holiday Lights & Market (Lindenhurst)

A lively evening at Town Hall with Santa photos, food trucks, vendors, face painting and glowing holiday displays. A strong Saturday family outing with plenty to explore.

When: Sat Dec 6 | 5–8 pm
Where: Babylon Town Hall, Lindenhurst
Price: Free
More event details

Date Night / Nightlife

A Christmas Carol, The Musical – CM Performing Arts Center (Oakdale)

A full musical production with orchestra, classic staging and a strong cast. It runs throughout December and delivers a polished, seasonal night out that feels timeless and cozy.

When: Dec 6–27
Where: CM Performing Arts Center, Oakdale
Price: $$
See showtimes and tickets

Stephen Kellogg’s Old Friends Tour ft. Chris Barron – Boulton Center (Bay Shore)

A night of storytelling, Americana and acoustic soul as Stephen Kellogg brings warm vocals, clever songwriting and easy charm to Bay Shore. With Spin Doctors frontman Chris Barron joining in, this feels like an intimate concert designed for December.

When: Fri Dec 5, 8 pm (doors 7 pm)
Where: Boulton Center, Bay Shore
Price: $$
Get tickets here

Beginnings: A Celebration of the Music of Chicago – Boulton Center (Bay Shore)

A high energy tribute bringing Chicago’s signature horn section and arena sound to the South Shore. Expect classics like “Saturday in the Park” and “You’re the Inspiration” delivered with big vocals and tight arrangements.

When: Sat Dec 6, 8 pm (doors 7 pm)
Where: Boulton Center, Bay Shore
Price: $$+
See ticket options

Free & Affordable

  • IAC Annual Holiday Market (Bay Shore): An indoor holiday market at the IAC Gallery featuring art, books, candles and handmade goods. A relaxed, creative stop for Saturday shopping. Sat Dec 6 | Free 🛍️ See details

  • Dueling Pianos - Lily’s Babylon (Babylon): High energy dueling pianos with crowd favorites, shout along moments and the classic Lily’s atmosphere. Fun, loud and free. Sat Dec 6, 8–11 pm | Free 🎹 Event page

  • Act Out Theatre: Addams Family Musical - Patchogue Theatre (Patchogue): Youth performers bring the Addams Family to life in a lighthearted musical with four weekend showtimes. Sat Dec 6 and Sun Dec 7 | $

  • It’s a Wonderful… Holiday Artist Market - Toast x Patchogue Arts Council (Patchogue): A lively night market with local makers, vintage finds, art, films, treats and an optional Santa add on for kids. Thu Dec 11, 6–10 pm | Free market / $ kids add on 🎨 Event info

  • Brightwaters Farms Annual Christmas Tree Lighting (Brightwaters):
    A cozy tree lighting with hot chocolate, twinkling farm lights and a simple, feel good village vibe. Sun Dec 6, 6 pm | Free Event info

    Christ Episcopal Church Christmas Fair (Bellport): Two day community fair with crafts, wreaths, raffles, food and a Friday night tree lighting. Fri Dec 5, 6–9 pm and Sat Dec 6, 10 am–3 pm | Free 🎁 Details

Fresh Local Highlights

Where early December mornings on the South Shore feel warm, bright and a little more neighborly.

Roto All Day Café (Bay Shore)

A modern café with old-school charm and a neighborhood heartbeat.

Walking into Roto All Day Café feels like stepping into a little pocket of Bay Shore that’s both new and familiar at the same time. The ceilings stretch high, the décor is thoughtful, and the whole place has this warm morning energy — coffee, pastry, a little chatter, a little music. Even early in the day, you can tell locals treat this as a real community stop.

I grabbed a seat, ordered a breakfast sandwich and a cappuccino, and the experience only got better from there. The staff was friendly, patient and genuinely helpful. When my cappuccino arrived unsweetened, the server didn’t just offer sugar… she offered liquid sugar so it would mix better. Small detail, big impression.

And the food?
The breakfast sandwich was honestly one of the best I’ve had in a long time. The brioche bun is unreal, the house sausage has real flavor, and the fried eggs and avocado pull it all together. Fresh, balanced, and something I’d go back for without hesitation.

About halfway through eating, the café started to fill. Locals trickled in. Nurses grabbing a coffee, families settling in, a couple of regulars walking in like they owned their corner of the place. One local regular sat next to me with two adorable puppies and told me he lives right upstairs and comes here all the time. That’s usually the sign you found a real community spot.

Roto has that rare mix of good food, good coffee, good people and good energy. It feels lived-in but elevated. Spacious but cozy. Modern but neighborly. A place that anchors mornings in Bay Shore.

📍 Bay Shore, NY
🕒 Breakfast, lunch, espresso, baked goods
Friendly staff, great ambiance, strong local crowd feel
🔗 Follow Roto all day on Instagram

📌 Community Board (Quick Hits)

Early December Drives and Donations Bringing Neighbors Together

Across the South Shore, neighbors are pitching in with toy drives, food collections and seasonal donation efforts. Here’s where you can help spread a little early December kindness this week.

📣 Hosting an event on the South Shore?

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Thanks for spending part of your week with us. If this guide helped you find something fun, festive or local to enjoy, pass it along to a friend or neighbor who might love it too.

See you next Thursday. Until then, stay cozy and enjoy the lights going up all around town.

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