Need a peaceful escape filled with vineyards, beaches, and small-town charm? Head to Cutchogue, New York! Sip local wines, stroll past historic farms, and relax along quiet North Fork beaches. Whether you're seeking scenic drives, farm-fresh foods, or cozy coastal vibes, Cutchogue offers the perfect Long Island retreat.
Best Time to Visit
The best time to visit Cutchogue is during late spring through fall (May–October). Enjoy vineyard tours, beach weather, and lively farmstands. September and October are especially lovely for harvest festivals and wine tastings.
How to Get There
- If you are traveling by car: Cutchogue is located along Route 25 on Long Island’s North Fork, about 2 hours east of New York City via the Long Island Expressway (I-495).
- By Train: Take the Long Island Rail Road (LIRR) to the Mattituck Station, then a short taxi ride or drive to Cutchogue.
- By Ferry: Ferry services connect New London, Connecticut to nearby Orient Point, making Cutchogue accessible from New England.
Where to Stay
- North Fork Guest House – Elegant and cozy B&B near wineries and the beach, perfect for couples.
- Harvest Inn – Boutique inn offering luxury accommodations among Cutchogue’s scenic vineyards.
- The Shoals Suites & Slips – Modern waterfront suites just a short drive away, ideal for boaters and beach lovers.
Best Things to Do
1. Savor the Scene at Lieb Cellars
Rating: ★★★★★
Lieb Cellars was founded in 1992 and has expanded to showcase over 85 acres of vineyards on Long Island's gorgeous North Fork. The winery, which is helmed by veteran winemaker Russell Hearn, is best known for its fruit-forward dry wines, including its acclaimed Reserve Pinot Blanc, which has been named as one of America's top wines by The Wall Street Journal. Visitors can stop in at the winery's rustic-chic tasting bar throughout the week and sample flights of the company's award-winning wines, paired with snacks like locally-produced cheese boards. A private library room can be booked for small group tastings and private special events. Live music performances are showcased throughout the week against the backdrop of the winery's lovely front deck.
13050 Oregon Rd, Cutchogue, NY 11935, Phone: 631-734-1100
2. Toast Tradition at Pellegrini Vineyards
Pellegrini Vineyards are the vision of married duo Bob and Joyce Pellegrini, pioneers of the North Fork's winery scene in the early 1980s. Since 1991, the 14,000-square-foot Pellegrini Vineyards has been at the forefront of Cutchogue's wine scene, housed within a stunning Old World-style tasting room and production facility designed by Bob's graphic design firm. Classic Italian and rustic modern design elements are showcased throughout the winery's tasting room, which is open to the public throughout the year for flight tastings of the winery's high-quality red and white varietals and blends. Visitors are also free to take self-guided tours of the winery's public production facility areas and gorgeous outdoor Italian courtyard.
23005 Main Rd, Cutchogue, NY 11935, Phone: 631-734-4111
Activities and Attractions for Couples:
3. Discover Long Island’s First Vineyard at Castello di Borghese
Castello di Borghese is Long Island's oldest vineyard, founded in 1973 by married duo Louisa and Alex Hargrave. The winery was renamed in 1998 following its purchase by Philadelphia transplants Ann Marie and Marco Borghese and is operated by the couple's children today, producing international-award-winning wines that take advantage of the unique microclimate of Long Island's East End. Delicious French grape varietals can be sampled as part of private wine tastings, available with advance appointments. Private tours also showcase the winery's operations, exploring its vineyard, cellar, and barrel room areas. Artisanal cheeses and charcuteries are available to pair with all tasting flights.
17150 County Rd 48, Cutchogue, NY 11935, Phone: 631-734-5111
4. Frame New Perspectives at Alex Ferrone Gallery
Alex Ferrone Gallery is the premiere contemporary fine art gallery of Long Island's North Fork, housed within an historic landmark building constructed circa 1820 by the Wickham family. The gallery, which is helmed by namesake gallerist Alex Ferrone, showcases works by emerging and mid-career contemporary artists, including award-winning photographers like Onne van der Wal, Linda K. Alpern, Dan Welden, and Carolyn Conrad. It has hosted international juried exhibitions overseen by curators from prestigious institutions like the Heckscher Museum of Art and frequently partners with area nonprofit organizations and businesses to present public special events like gallery talks and educational workshops. Artistic styles represented range from traditional black and white photography works to pieces using abstract, surrealist, and avant-garde photography techniques.
25425 Main Rd, Cutchogue, NY 11935, Phone: 631-734-8545
5. Find Folk Art Treasures at Old Town Art and Crafts Guild
Old Town Art and Crafts Guild is a lovely nonprofit arts organization in Cutchogue that was established in 1984, showcasing the works of community artists working in a wide variety of media. The guild's public gallery and gift shop are open to the public between mid-April and December each year, showcasing fine art pieces in mediums ranging from oil and acrylic painting to photography, jewelry, pottery, and mixed media. Seasonal gallery exhibits rotate throughout the year, striving to inspire the creativity of area residents and visitors. Art courses are also offered throughout the year, along with special event workshops and art fairs.
28265 NY-25, Cutchogue, NY 11935, Phone: 631-734-6382
What to do if you are traveling with kids:
6. Embrace the Slow Life at 8 Hands Farm
8 Hands Farm is a lovely 28-acre sustainable family farm on Long Island's scenic North Fork, striving to connect area residents and customers with their food and directly engage them in the farming process. All livestock kept at the farm is raised on natural pasture and cared for according to eco-friendly methods. The farm's flock of Icelandic sheep are used to produce a wide variety of products, including fibers used for crafting yarns and apparel. Pastured eggs are sold throughout the year at the farm's public store, along with grass-fed USDA lamb cuts, pastured-raised pork and chicken, and organically-grown produce and herbs. Visitors can tour the farm with advance request and learn about operations from friendly, knowledgeable farm staff.
4735 Cox Ln, Cutchogue, NY 11935, Phone: 631-494-6155
Food and Drink:
7. Follow the Flavor Trail to Suhru Wines
Suhru Wines is a family-operated winery established in 2008 by married duo Susan and Russell Hearn, born from the couple's deep love of food and wine connected to their extensive world travels. The winery, which is also operated by the couple's daughters Shelby and Kylie, showcases wine varietals crafted to emphasize unique varietal aromas, flavors, and fruit-forward tannins. Tank-fermented wines can be tasted throughout the week at the winery's laid-back tasting house, which is located just minutes from Cutchogue's village center. Wines are available by the flight, glass, or bottle, complemented by a selection of cheese and charcuterie plates and appetizers provided by local restaurant Touch of Venice.
28735 Main Rd, Cutchogue, NY 11935, Phone: 631-603-8127
8. Hook the Freshest Catch at Braun Seafood Co.
Braun Seafood Co is a high-quality full-service seafood distributor and restaurant, serving as one of Long Island's largest and most acclaimed seafood distributors since 1928. Visitors can dine at the company's delicious Braun's Grill and enjoy seafood dishes for dine-in or takeout service throughout the week. Broiled seafood combo platters are available at lunch and dinner, along with favorites like shrimp scampi, stuffed flounder, and New England-style lobster rolls. Shareable appetizer favorites range from Maryland crab cakes and steamed mussels to fried calamari, coconut shrimp, and clam strips. Customers can also purchase a wide variety of fresh fish, clams, oysters, and seafood from the company's seven-day-a-week fish market.
30840 Main Rd, Cutchogue, NY 11935, Phone: 631-734-7770
9. Dine Like a Local at Touch of Venice
Touch of Venice has been one of Long Island's favorite dining destinations for more than two decades, originally founded in the nearby city of Mattituck. Today, the restaurant has transformed the former space of local favorite restaurant Fisherman's Rest into a vintage European-style bistro helmed by executive chef Brian Pennacchia. Rustic decor details like tin ceilings and Venetian glass chandeliers serve as a beautiful backdrop for the Pennacchia family's beautiful Italian photography collection. An extensive wine and cocktail list pairs with classic Italian menu favorites like three-cheese lasagna, mushroom tagliatelle, veal rollatini, and lobster fusilli.
28350 Main Rd, Cutchogue, NY 11935, Phone: 631-298-5851
Plan Your Trip