If you’re craving peaceful vineyards, breezy beaches, and small-town charm, I always suggest heading to Cutchogue, New York. I’ve wandered its farm roads, sipped wine under sunny skies, and let the coastal quiet wash over me—and I think you’ll fall in love with it too. Whether you’re after slow drives through the North Fork, farm-fresh meals, or just a quiet place to breathe, Cutchogue makes the perfect Long Island escape.
Best Time to Visit
In my experience, the best time to go is late spring through fall (May–October). I’ve visited in summer for beach days and wine tastings, but if you go in September or October—my favorite—you’ll catch harvest festivals and crisp-air vineyard strolls that feel like a dream.
How to Get There
- If you’re traveling by car: I usually take Route 25 from New York City—it’s about a 2-hour drive out to the North Fork via the Long Island Expressway (I-495), and the scenery gets better the farther east you go.
- By Train: I’ve taken the Long Island Rail Road (LIRR) to Mattituck Station before—it’s an easy ride, and from there you’re just a quick taxi or drive to Cutchogue.
- By Ferry: When I’ve come from New England, I’ve used the ferry from New London, Connecticut to Orient Point. It’s a peaceful ride and makes Cutchogue feel like a hidden getaway.
Where to Stay
- North Fork Guest House – I’ve stayed here when I needed a quiet couple’s escape. It’s cozy, elegant, and perfectly located near beaches and wineries.
- Harvest Inn – If you want vineyard views and boutique touches, this is my pick. I’ve recommended it to friends who love wine country stays—and they’ve always thanked me.
- The Shoals Suites & Slips – I love this one for a modern waterfront stay. It’s great for boaters and beach lovers alike, and the vibe is totally laid-back.
Best Things to Do in Cutchogue
Savor the Scene at Lieb Cellars - Chic pours, scenic views, and small-batch excellence define this laid-back tasting haven
Toast Tradition at Pellegrini Vineyards - Sip among the vines where old-world elegance meets North Fork character
Discover Long Island’s First Vineyard at Castello di Borghese - Step into a storied estate with deep roots and award-winning vintages
Frame New Perspectives at Alex Ferrone Gallery - Contemporary photography and coastal creativity shine in this refined art space
Find Folk Art Treasures at Old Town Art and Crafts Guild - Shop handmade works and meet local artisans in a historic hamlet setting
Embrace the Slow Life at 8 Hands Farm - Visit a working farm where pasture-raised and handmade come straight from the source
Follow the Flavor Trail to Suhru Wines - Modern blends, approachable pours, and a family-run warmth await
Hook the Freshest Catch at Braun Seafood Co. - Grab the day’s best haul or dine seaside-style at this staple seafood market
Dine Like a Local at Touch of Venice - Classic Italian fare meets Long Island charm in a cozy culinary favorite
In Summary...
(and if you want to revisit my photo journey)- • Savor the Scene at Lieb Cellars
- • Toast Tradition at Pellegrini Vineyards
- • Discover Long Island’s First Vineyard at Castello di Borghese
- • Frame New Perspectives at Alex Ferrone Gallery
- • Find Folk Art Treasures at Old Town Art and Crafts Guild
- • Embrace the Slow Life at 8 Hands Farm
- • Follow the Flavor Trail to Suhru Wines
- • Hook the Freshest Catch at Braun Seafood Co.
- • Dine Like a Local at Touch of Venice