Restaurants in Old Saybrook

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At Curds & Whey, gourmet gurus who specialize in hard-to-find European cheeses lead guests through artisanal and imported treats, dishing out samples in the ivory-hued tasting room. Aged manchego ($24/lb.) and vintage gouda ($17.50) complete wine-pairing parties or dairy sculptures of King George, and splashes of olive oil infused with sun-dried tomato, parmesan, and garlic ($18) accent favorite Italian dishes. For a tangy taste, vinegars such as the traditional 18-year-old balsamic ($18) pour over salads. An assortment of crackers ($5.95–$8.95) and fresh breads ($4–$6.50) delivered daily wait eagerly to host sumptuous toppings, and holiday shoppers can purchase wooden boxes stuffed with an assortment of cheeses for their best friends or favorite mirror reflections.

1610 Saybrook Road
Haddam,
CT
US

Greenport, named one of America's Prettiest Towns by Forbes, lures city dwellers with the fermented grape's siren song. More than a dozen wineries surround this former whaling village, many of which offer tastings and vineyard tours. Harvest season, marked by a spate of wine festivals, runs from late September through October, but drinking season runs 365 days per year.North Fork's town beaches offer a sandy sanctuary for swimmers and sunbathers, and the area's golf courses deliver scenic island views. Greenport's dining options include everything from seafood to Texas barbecue and locally brewed craft beer.

305 North Road
Greenport,
NY
US

Cuisine Type: American

Most popular offering: Filet mignon

Reservations: Optional

Kid-friendly: Yes

Delivery / Take-out Available: Yes

Alcohol: Full bar

Number of Tables: 11?25

Outdoor Seating: Yes

Established: 2013

Parking: Parking lot

Handicap Accessible: Yes

Pro Tip: Just come in hungry and leave room for one of our many unique dessert options.

Q&A with Sharon Sailor, Owner

In your own words, how would you describe your menu?

Ecclectic. From light fare to gourmet and just about everything in between.

What?s the best reaction you?ve ever gotten from a customer?

We're always looking for the, "We will be back," or, "This is our new favorite dining destination in Greenport." The best was, "I think I died and went to heaven," with regard to a yellowfin tuna special we ran.

Are there any dishes on the menu you consider to be a hidden gem?not necessarily the most popular, but surprisingly delicious?

Beet chips (a special we run), bone-in ribeye, kale burgers, and all of our gluten-free soup choices.

212 Front St
Greenport,
NY
US

The aroma of freshly baked bread often wafts from the kitchen of La Vita Gustosa, greeting guests who step through the restaurant's window-paneled doors. That scent mingles with others as chef James Wilder sautés plump, opened clams in olive oil, crushed red pepper, and white wine, braises bone-in pork shank for tender osso bucco, and drizzles balsamic glaze over hand-cut new york strip steaks. Rich sauces cling to strands of linguini and orecchiette "ears," and fresh produce from local farms tops New Haven–style thin-crust pizzas.

After enjoying a meal at the eatery, whose polished wood bar complements sunny yellow walls, one Hartford Courant writer described La Vita Gustosa's ambiance as "classy, romantic, casual, warm and inviting." In warm weather, diners can relax on an outdoor patio with a clear view of Connecticut River and Goodspeed Opera Theater. Live bands, dance parties, and spontaneous reenactments of Broadway musicals keep the fun going long after dinner has ended.

9 Main St
East Haddam,
CT
US

Inside of Red Hen, an Old Saybrook bistro that opened in late 2012, plates of Mediterranean-inspired fare share table space with American classics. Chefs thoughtfully choose the ingredients for these dishes, taking care to procure free-range chicken and sourcing seafood from nearby Little Narragansett Bay. This care led Coastal Connecticut Magazine to praise the casual yet upscale menu as "meticulously constructed with an eye toward color, shape, and texture."

Besides comforting, yet upscale entrees, the bistro also features a tapas menu that traffics in small plates. These shareable morsels can pair with 30 wines by the glass or quartino, and sips of craft beer and carefully-crafted cocktails prepared by a bartender nominated as mixologist of the year by the Connecticut Restaurant Association.

286 Main St.
Old Saybrook,
CT
US

Recently celebrating its temporary re-opening following major damage from Hurricanes Irene and Sandy, Dock & Dine welcomes back dedicated diners to its waterfront dining room and deck on the Connecticut River. An Old Saybrook landmark since the 1940s, the iconic destination grew from a humble clam shack to a local favorite with its classic crab cakes, giant sea scallops, and engaging siren waitresses. The dining room features clean, sea-side decor and expansive windows offering views of Saybrook Point and the Long Island Sound, while the large outdoor deck is perched directly over the water. The restaurant also hosts live entertainment Thursday–Saturday evenings. This summer marks Dock & Dine's last at its current elevation, with plans to be demolished and rebuilt 15 feet above sea level.

Saybrook Point
Old Saybrook,
CT
US