Cape Cod - Chatham Restaurants

Restaurant review for Chatham, Massachusetts Cape Cod

Read our dining guide to the best restaurants in Chatham Cape Cod, including Italian, pizza, family friendly restaurants and elegant fine dining recommendations.

Wild Goose Tavern
Address: 512 Main Street Chatham, MA 02633
Phone: 508-945-5590

The Wild Goose Tavern offers traditional New England Cuisine with modern comfort. It’s one of the best restaurants and top spots for a relaxed dining experience in Chatham where the grand farmhouse appearance of the outside hides a modern interior inside. If it’s lunch time, try the traditional New England Clam Chowder, or check out the Blackened Swordfish Sandwich for pleasurable seafood fare. If you’re feeling more inclined towards a traditional dinner, the Chicken Francaise, a chicken breast served with a white wine sauce over spinach and rice, will fit the bill. This is a good place to eat, to catch a bite with friends, or maybe take that first date for a casual, yet intimate experience.

Sweet Tomatoes Pizza
Address: 155 Crowell Road, Chatham, Massachusetts
Phone: 508-348-0200

Located in Chatham, it is a Neopolitan pizza place. This is the informal dining experience you would expect from a pizza place that is part of a Cape Cod chain of pizza restaurants. Come here for a classic thin crust, Italian-style pizza. For a classic taste, try the Margherita, covered in fresh mozzarella, basil, sliced garlic, asiago and sauce, or if you are feeling more experimental, go ahead and order the Pizza Sarah, with its goat cheese, bacon, caramelized onion, mozzarella and sauce toppings. This busy little pizza joint is a great way to come grab a pie with your friends and enjoy the finger foods that are pizza and sandwiches.

Impudent Oyster
Address: 15 Chatham Bars Ave, Chatham, MA 02633
Phone: 508-945-3545
Head over to the Impudent Oyster if you’re looking for contemporary American Cuisine and fine dining in Chatham. This small restaurant is your destination for semi-formal cozy dining with a traditional New England feel. Try the lobster for local flavor, or order a chicken dish for something a little heartier. This popular location is extremely busy, and very intimate, so prepare yourself for a kid-free night of coziness here.

Twenty-Eight Atlantic
Address: 2173 Rte. 28, Chatham, MA 02645
Phone: 508-430-3000
Twenty-Eight Atlantic serves continental-inspired menus. This formal restaurant will provide you with a 180 degree ocean view. For an appetizer, try the chilled cucumber gazpacho with petite Maine crab cake. For dinner, try the caramelized day boat scallops with mushroom ravioli, truffle cream sauce, and arugula, or for a heartier, more American meal, try the New York strip streak, with its trio of sauces, exotic mushroom polenta, and garlic and shallot chips. This fine dining experience is among the best places to eat in Chatham, to take a significant other to celebrate an anniversary, Sunday brunch in Chatham, or perhaps date for a positive impression.

Nickersons Fish and Lobster
Address: 45 Barcliff Ave, Chatham Fish Pier, Chatham, MA 02633
Phone: 508-945-0145
This restaurant is both a Fish Shack and market in Chatham. While it is also a fish market, they sell seafood prepared on site that is among the freshest seafood dining you can find in all of Cape Cod. At this waterfront location, you can watch the trawlers and fishing boats as they leave and return with their daily catches, then purchase the fresh from the ocean seafood for home consumption. If you would rather enjoy their prepared foods, you can try the fish and chips, the clam chowder, or the steamed lobster (though that may be better suited as a to-go item).

The Chatham Squire
Address: 487 Main Street Chatham, MA 02633-2216
Phone: 508-945-0945
The Chatham Squire is the place to go for traditional pub fare in Cape Cod. Though it has the feel of an English Pub with the locals hanging around, the décor will remind you of a roadside tavern, with a few seafaring pieces to remind you that you are on Cape Cod.

Get the Mussels Du Jour for a fresh take on the local cuisine, prepared differently by the chefs each day, or for a staple, go for the Italian menu items such as Chicken Piccata, a chicken breast sautéed with mushrooms and sauce espagnole; topped with prosciutto and Provolone cheese. Be sure to drop in on Tuesday evenings for the karaoke, at this classic pub where you can casually enjoy a few beers with your friends as you brush elbows with the locals.

The Box Office Cafe
Address: 2642 Main Street South Chatham, MA 02659
Phone: 508-430-5211
is a movie-themed pizza place perfect for the family and those who enjoy a change of pace. Brining a little taste of Hollywood to Cape Cod, this is the place to take the kids for a fun-filled evening meal. If the New York Style thin-crust pizza isn’t what you are craving, then try out the sandwiches like The Big Lebowski, which is a chicken parm sandwich, or a wrap like the Back To The Future, which is a black bean and chipotle veggie burger with all the trimmings reconstructed in a multigrain wrap. With free movies on Tuesday, Friday and Saturday nights, and game nights on Wednesday, you can plan a pleasurable experience for the whole family just about every night of the week. While the kids are munching away on the finger foods of the kids menu, you can browse the DVD rental section for something to take home that night after dinner while you think about snacking on the leftovers from this hip, modern pizza place.