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Cape Cod boasts an abundance of dining options: elegant, waterfront, special occasion restaurants; casual seafood; crab shacks with picnic tables. There is something for every palate and you certainly won’t go hungry during your visit. Downtown Chatham is lined with many options, but a plethora of excellent choices can be found throughout the Cape.

We are happy to assist you with suggestions and dinner reservations. One of the hardest parts of our job is assessing the restaurants for our guests – so rest assured, the eateries listed here have passed our test! We love to hear feedback from our guests (both positive and negative) so we can stay abreast of our recommendations. Happy dining!


Chatham Squire: – Our sister restaurant! Welcome to the Chatham Squire, a beloved and historic establishment nestled in the heart of Chatham, Massachusetts. For over a half century, the Chatham Squire has been a gathering place for locals and visitors alike, offering a warm and inviting atmosphere combined with delicious food and drink.

With its roots tracing back to 1968, the Chatham Squire exudes a timeless charm that captures the essence of Cape Cod’s rich heritage. Our establishment has been a constant presence on Main Street, serving as a hub for community and unforgettable experiences. Our guest enjoy a 10% discount.

Impudent Oyster: Downtown Chatham. The menu focuses primarily on seafood with a couple of steak/chicken options. Excellent food, service, and always a bustling atmosphere. Closed Tuesday through Thursday in the winter.

Bluefins Sushi and Sake Bar: Downtown Chatham. This hip, sushi bar not only serves fresh, innovative sushi, but also offers “small plates” which makes it the perfect spot to share and taste a variety of creative dishes. The menu is seafood-heavy, but there are a number of vegetarian options as well as selections for meat lovers. Sit at the bar (no reservations) or reserve a table – either way, this place is hopping in the summer! Varied hours in winter. Reservations for parties of six or more only July-Labor Day.

Pisces: South Chatham, about a 10-minute drive. Another excellent seafood choice, Pisces also offers many other land choices. It is a chef-owned restaurant with an intimate cottage feel. Locals wait with bated breath for Pisces to open its doors for the season. Seasonal.

Del Mar Bistro: Chatham. A great place to pop in for a light meal or nearby bistro-style fare. Their menu features a number of appetizers, salads, and gourmet pizzas as well as various entrees. Del Mar has more of a “city” than “Cape Cod” feel and they make a mean martini! Open year-round.

Cuvee at Chatham Inn: An intimate wine bar in downtown Chatham offering an extensive selection of wines by the glass and more than fifty wines by the bottle. The menu offers small and large plates to pair with the wines and marry classic French and contemporary techniques using the finest local and seasonal ingredients. Open year-round. Varied hours in winter.

Bistro on Main: This downtown Chatham restaurant has a casual raw on one side and bistro-style dining on the other. The bistro is open for lunch and dinner and also offers patio dining. The internationally inspired menu features small plates as well as regular size entrees and is an excellent choice for a casual meal, close to the inn. Note that reservations are not accepted at the Raw Bar. Seasonal.

Buca’s: Harwich, about a 10-minute drive. Despite the casual atmosphere complete with fairy lights and red-checked tablecloths, Buca’s serves up exceptional Northern Italian cuisine at reasonable prices. The menu is extensive and selecting a dish can be tough, but whatever you choose, you can’t go wrong at Buca’s. This is not red sauce Italian – it is more “gourmet” with great seafood, veal, chicken, steak, and homemade pasta dishes. They also have an award-winning wine list. Open year-round.

Cape Sea Grille: Harwich Port, about a 15-minute drive. Located near the water, the Cape Sea Grille features mouth-watering coastal cuisine. It is an elegant atmosphere and every time we go, we are absolutely blown away by the food. No matter what we order – lobster, fish, duck, lamb, scallops…everything is exceptional and seems to get better and better every year. Closed Mondays and Tuesdays in the fall and Wednesdays around November. Closed for the season mid-December.

Fin Seafood: Dennis, about a 25 minute drive. This cozy, intimate restaurant features locally sourced ingredients with plenty of seafood options, but several other options as well. The food is spectacular and selecting a dish can be difficult as all entrees feature innovative accompaniments. From food to service to atmosphere, Fin gets two thumbs up for all elements of a fine dining experience. Closed Sunday and Monday. They close for winter vacation from January until Valentine’s Day.

Rock Harbor Grill: Orleans, about a 15-minute drive. This is a perfect place for a casual meal with great food and an eclectic menu. Their brick oven pizzas are fantastic and you can get small or mid plates to share or full-size entrees. They also have an extensive gluten-free menu and a nice bar area if you are partial to the dining bar-side. Call ahead “reservations” only. Open year-round.

Old Yarmouth Inn: Yarmouth, about a 30-minute drive. A charming inn with a collection of elegant and casual dining rooms, the restaurant at the Old Yarmouth inn features traditional cuisine in a classic Cape Cod setting. With wood-paneled walls and a fireplace, the tavern resembles an English pub. The food and service are excellent and the wine list and menu are extensive with something for everyone. Open year-round.

Mooncusser’s Tavern: Harwich, about a 20-minute drive. Charming tavern-style dining boasting outstanding tapas as well as larger plates. They also have seasonal live entertainment. Don’t miss the filet and eggs, the duck infused sliders, or the black truffle parmesan fries. They close briefly during the winter.

Special Occasion:

28 Atlantic: 3 miles down the street at the Wequassett Inn. If a view is what you are after, 28 Atlantic is hands down the place to go. Often, the food and service are compromised when a restaurant has such a spectacular view to fall back on, but this is far from the case here. It is pricey, but when all is said and done, 28 Atlantic is worth every penny. Open seven nights (depending on how busy they are) through Thanksgiving.

Ocean House: – Dennis, about a 25-minute drive. Overlooking the Nantucket Sound, the Ocean House features local fusion cuisine which is always fresh and delicious. The wine and martini lists are extensive, and in the shoulder seasons (spring and fall), a reasonably priced three-course Prix fixed menu is offered. Close late fall/early winter and reopen early March.



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