Cozy Winter Escapes: Long Island's Best Waterfront Restaurants for Cold Weather Dining βοΈπ¦
Long Island's Best Waterfront Restaurants for Cold Weather Dining
Thomas Brady
10/9/20253 min read


When most people think of waterfront dining on Long Island, summer patios and warm breezes come to mind. But seasoned locals know that some of the most magical dining experiences happen when the temperature drops. There's something uniquely romantic about enjoying fresh seafood and stunning water views while staying toasty warm by a crackling fire or inside a heated igloo. π₯
If you're considering a move to Long Island or simply want to experience the Island like a local, these winter-friendly waterfront restaurants prove that coastal living is spectacular year-round. π
The Snapper Inn β Oakdale π½οΈ
Nestled on the banks of the Connetquot River, The Snapper Inn has been a beloved family-run seafood destination since 1929, managed by the Remmer Family for five generations. What makes this spot perfect for winter? The restaurant features a large fireplace with a wood-fueled fire that creates an incredible ambiance during the colder months.
Picture this: you're seated in one of their intimate nautically-themed dining rooms, watching snow fall over the Connetquot River while the warmth of a real wood fire fills the room. βοΈπ₯ The restaurant is known for dishes like Oysters Rockefeller and Prime Rib, with generous portions. Even better, Thursdays feature half-price wine bottles π·, making it an ideal midweek escape.
Local tip: The Snapper Inn is right in your backyard if you're in Oakdale, just off Montauk Highway. They're open Wednesday through Sunday, so plan accordingly.
Smuggler Jack's β Massapequa π΄ββ οΈ
If you want the ultimate cozy winter dining experience, Smuggler Jack's takes it to the next level. This waterfront spot offers year-round waterside dining with a heated patio, fireside dining room, and five private heated igloos. Yes, you read that right β heated igloos! βΊβ¨
One recent diner raved about their Christmas Eve Prix Fix dinner in a heated igloo, calling it "well worth it" and praising what they described as one of the best seafood chowders they'd ever had. The menu features American cuisine with options ranging from crab cakes to blackened mahi-mahi, ensuring there's something for everyone. π¦π
The heated igloos accommodate private parties and offer a truly Instagram-worthy dining experience β imagine being in your own private snow globe while enjoying fresh Long Island seafood. πΈ
Mill Pond House β Centerport π
For North Shore residents, Mill Pond House in Centerport offers fine dining with serene sunsets and picturesque views across Centerport Harbor, featuring a heated covered year-round patio. Their extensive menu includes steaks, seafood, raw bar, and fresh sushi options. π₯©π£
What sets Mill Pond House apart is the combination of upscale dining with the comfort of that heated, covered patio. You get the fresh air and water views without sacrificing comfort, even on the coldest January evenings. π‘οΈ
Ocean Restaurant β Long Island Sound π
Located within one of Long Island's most spectacular waterfront venues, Ocean Restaurant boasts beautiful views of the Long Island Sound. While it's famous for summer sunsets, the restaurant maintains its appeal through winter with indoor dining that keeps those stunning water views front and center.
The restaurant features Mr. Lee's beachfront sushi bar and offers a sunset lounge, making it perfect for a special winter date night when you want exceptional food with a view. π£π π
Why Winter Waterfront Dining Matters for Long Island Living π
As a real estate professional, I always tell potential buyers that Long Island isn't just a summer destination β it's a year-round lifestyle. These restaurants prove that point beautifully. The fact that restaurateurs invest in heated patios, fireplaces, and even heated igloos shows the strong local culture of embracing every season. π
Whether you're in Oakdale, Massapequa, or exploring the North Shore, you're never far from a cozy waterfront meal. This is what makes Long Island special: the ability to enjoy coastal living 365 days a year. π
Planning Your Winter Waterfront Experience π
Before you head out, keep these tips in mind:
Make reservations π β Winter waterfront dining is popular, especially on weekends and for heated igloo experiences
Check hours β° β Some restaurants have reduced winter hours or close certain days
Dress in layers π§₯ β Even with heaters, waterfront venues can be cooler
Ask about specials π° β Many places offer winter prix fixe menus or weeknight deals
Thinking About Making Long Island Your Home? π‘
These restaurants represent just a small slice of what makes Long Island such a special place to call home. From South Shore communities like Oakdale with their river views to North Shore towns with Long Island Sound vistas, there's a waterfront lifestyle waiting for you. π
Whether you're relocating to Long Island or looking to upgrade within the area, I'd love to help you find a home where every season feels special. After all, living here means you're always just a short drive from a cozy fireplace, fresh seafood, and stunning water views β even in the middle of winter. βοΈπ¦β¨
Thomas Brady SFR, e-PRO, SRES, BPOR, C_REPS
Licensed Associate Real Estate Broker / Director of Operations
Notary Public | Retired N.Y.P.D. Lt. | U.S. Air Force Veteran
Vintage American Realty LLC π
1551 Montauk Hwy, Suite E
Oakdale, NY 11769
Phone: 631-682-8660 βοΈ
Email: TomBradyHomes@Gmail.com π§
Web: VintageAmericanRealty.com π
Ready to discover your perfect Long Island home? Contact me today to start your journey to year-round coastal living! πβ¨
Vintage American Realty, LLC
Vintage American Realty, LLC is licensed in the State of New York
office: 631.319.4564
broker: 631.816.0719
info@vintageamericanrealty.com
1551 Montauk Hwy, Ste E
Oakdale, NY 11769
Long Island, NY

