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146 South Pomperaug Ave, Woodbury CT 06798
203 405 6261


The InnWoodbury Connecticut is also home to a number of prominent restaurants – Good News Cafe, Dottie’s Diner, Charcoal Chef, Constantine’s Restaurant, John’s Cafe and Carmen Anthony Fish House, shopping zones and tourist sites that are located in the vicinity of Milestone Inn.

John’s Cafe

693 Main Street South (walking distance)
Offering a Bistro-style dining experience featuring fresh, innovative New American dishes that often resonate a Mediterranean flair.

The Good News Cafe

694 Main Street South (walking distance)
The menus offer a delectable range of original dishes including sensational appetizers and salads, vegetarian compositions, amazing roast chicken, fresh fishes, local farm-raised meats and seductive house-made sweets.

Carmen Anthony

757 Main Street South Woodbury, CT 06798 (walking distance)
A family-friendly local favourite serving fresh seafood selection.

Dottie’s Diner

740 Main Street South (walking distance) 
Local favourite for breakfast, lunch and dinner.

Longwood Country Inn

694 Main Street South
The Longwood Restaurant offers an intimate, fine dining experience surrounded by 18th Century antiques, the ambiance of a glowing fire in winter or expansive views with al fresco dining in the gardens or country porch in summer. Fresh and innovative fusions of American and European Cuisine are the hallmark specialties of our fine dining establishment.

The Curtis House

506 Main Street South 
Local favourite. The menu features delicious chowders and bisques, flaky crusted pot pies, roasts, steaks, chops, ocean fresh seafood, and delectable desserts baked right on the premises.

Constantine’s Restaurant

1143 Main Street South Woodbury, CT 06798 
Best bang for your buck, according the The Litchfield Times. Excellent Greek food, and famous for their angus prime rib every Saturday, and fantastic leg of lamb on Sundays.

Carlito’s of Woobury

20 Sherman Hill Road, Woodbury, CT 06798

Charcoal Chef

670 Main St N, Woodbury, CT 06798

Empire Szechuan

775 Main Street South, Southbury, CT 06488

GW Tavern

20 Bee Brook Rd, Washington Depot, CT 06794

Hen of the Woods

134 Main Street South, Southbury, CT 06488

D Tuckers

38 Bee Brook Rd, Washington Depot, CT 06794-1216

Julio’s Wood Fire Grille

220 Main Street South, Southbury, CT 06488

Leo’s Restaurant

7 Poverty Road, Southbury, ct 06488

Rathskellar Restaurant

88 Main Street South, Southbury, CT 06488

Sake Asian Fusion

730 Main Street South, Southbury, CT 06488

Senor Panchos

Union Square, Southbury, CT 06488

The Pantry

5 Titus Road, Washington Depot, CT 06794

Mayflower Inn Restaurant

118 Woodbury Road, Washington, CT 06793

Indulge yourself on a wonderful dining experience while staying at the perfect getaway…

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