Things To Do
Main Street Shopping
Explore the charming shops, galleries, and boutiques along Main Street in downtown Chatham. Visitors can browse for unique gifts, artwork, clothing, jewelry, and more.
Chatham Squire
Our second home most days and nights - The Squire is a historic tavern and restaurant located right on Main Street. Popping in for a chowder and a beer is a must. Emily highly recommends trying a cup of the 50/50.
Del Mar Bar & Bistro
This is our favorite restaurant in town and gets crowded quick so go to the bar and get a stool for dinner. They offer a diverse menu featuring a variety of dishes with a focus on seafood and Mediterranean-inspired cuisine. The restaurant has a stylish and modern ambiance, with indoor and outdoor seating options. For reservations call or book on their website well advance.
Chatham Pier Fish Market
The Chatham Fish Pier is a historic landmark, working fishing pier, and has a stellar Lobster Roll. The Chatham Fish Pier serves as a hub for the town's commercial fishing industry. The pier is a popular spot for recreational fishing, and visitors can often observe fishermen unloading their catches or casting lines off the pier.
Lighthouse Beach
Lighthouse is one of the most popular beaches in Chatham, Massachusetts, known for its picturesque setting and iconic lighthouse. Walking distance from town or you can grab a ride via Chatham Valet from the parking lot at 365 Main St (Chatham, MA).
Chatham Seaside Links
Public 9 hole course - short & fun walking distance from Main St Chatham & Chatham Bars Inn
Old Colony Rail Trail Trailhead
Part of the larger Cape Cod Rail Trail, a paved bike path that runs 25 miles from South Dennis to Wellfleet that is great for a long Walk / Bike / Run. The Old Colony portion runs 7 miles between Chatham and Harwich. Accessible on Crowell Road in Chatham. Bike Rentals are available at Wheelhouse Bike Co. at 48 Crowell Rd!
Hangar B Eatery
Hangar B is one of our all time favorites. It's located at The Chatham Municipal Airport and often voted best breakfast or brunch. No reservations and fills up quickly so expect a little bit of a wait.
Hardings Beach
About a 10 minute drive from Downtown Chatham, but has ample parking!
Snowy Owl Coffee Espresso Bar
Best coffee on Main Street Chatham
Bluefins Sushi & Sake Bar
Bluefins specializes in Japanese cuisine, particularly sushi and sake. Bluefins has a stylish and modern ambiance, with sleek decor and a lively atmosphere. Recommend sitting at the bar for a quick seating. Can make reservations on OpenTable.
Impudent Oyster
Possibly the best food for lunch or dinner - large portions. Recommend getting take out sandwiches for lunch or sitting at the bar for dinner. "The Oyster" features a variety of dishes made with locally sourced ingredients, including seafood classics like clam chowder, lobster rolls, and scallop dishes, as well as land-based options like steaks and pasta.
Sacred Cod Tavern
Situated within the Chatham Bars Inn, overlooking the ocean. The restaurant offers a menu featuring New England-inspired cuisine with a focus on fresh seafood and locally sourced ingredients.
The Veranda - Chatham Bars Inn
Also located in the Chatham Bars Inn, enjoy an offshore breeze and the stunning views of the Chatham Harbor. The menus highlight familiar flavors from all areas of the Mediterranean enhanced with a Cape Cod flair. The Veranda offers the most coveted seats at Chatham Bars Inn on a first come, first served basis.
Pates Restaurant
Another Chatham staple! Creative cocktails and a number of classic dishes that cater to tastes of every pallet, including prime cuts of beef, fresh seafood, and a classic lounge menu
Red Nun Bar & Grill
This casual bar and grill is known for its laid-back atmosphere, friendly service, and tasty pub grub. Good burgers and great beers on tap.
Chatham Cookware
Casual to-go spot on Main Street to grab a coffee, breakfast, or sandwich for lunch
Public Cafe
Breakfast sandwiches & coffee