Things To Do
Local Dining & Drinks
Harwich Port: The Port – Great seafood, cocktails, and a fun bar scene. Brax Landing – Waterfront dining with lobster rolls and harbor views. Ember Harwich Port – Cozy spot for wood-fired pizza, creative cocktails, and live music on the patio. Perks Coffee & Cocktails – Coffee bar by day, lively beer garden with live music by night—right in the heart of Harwich Port. Chatham: Bluefins Chatham – Fresh, creative seafood and sushi in the heart of downtown Chatham. The Impudent Oyster – A Chatham institution for fresh seafood in a cozy, historic setting. Chatham Bars Inn – Dine or grab a drink with a luxury oceanfront view. The Chatham Squire - A lively Chatham staple for food, drinks, and live music—right in the heart of downtown.
Sweet Treats
Sundae School Ice Cream – Legendary homemade ice cream and hot fudge. (Consider trying one of Sydney's favorites: Raz-Oreo or Grasshopper) Schoolhouse Ice Cream – Friendly, delicious, and a local fave.
Shopping & Strolling
Sativa – For gifts, jewelry, and seaside decor. Chatham Main Street – A picturesque downtown full of boutique shops, bookstores, and art galleries. Chatham Candy Manor – Handmade fudge and chocolates since 1955.
Views & Day Trips
Chatham Lighthouse – Take a tour or just admire the view from the bluff. Cape Cod Rail Trail – A scenic bike path that runs through both towns and beyond—perfect for a leisurely ride. Seal Tours in Chatham – Take a boat tour to spot playful seals near Monomoy Island. Provincetown – A vibrant seaside town at the tip of the Cape, known for shops, galleries, seafood, and whale watching tours—about an hour’s drive or ferry ride away
