Courtney & Scott
Things To Do
Things To Do
Stroll Chatham's Main Street with all the charming shops, galleries & cafés. Visit the The Chatham Lighthouse & Lighthouse Beach for iconic views and seaside walks. Stop by The Atwood Museum & The Chatham Windmill for local history and heritage. Bike over to the Chatham Fish Pier to watch the boats (and seals!) come in. Take a ride to Harwich Port to check out their quaint shops, dining, & a true Cape Cod vibe. Bike down the scenic Cape Cod Rail Trail between Harwich & Chatham. Head over to the Chatham Bars in to have lunch and a drink on their outdoor patio.
Where To Eat & Drink
The Squire (Chatham) – A lively tavern, great for casual drinks and bites. Snowy Owl Espresso Bar (Chatham) – Adorable & tucked away. The perfect walk up coffee bar. Impudent Oyster (Chatham) – Cozy and upscale with a creative seafood menu. Bluefins Sushi & Sake Bar (Chatham) – Fresh sushi with a Cape Cod twist. Twenty-Eight Atlantic (Wequassett Resort) – Elegant fine dining with stunning water views. Brax Landing (Harwich Port) – Classic seafood favorites. A casual, family-friendly vibe. Viera on Main (Chatham)– Local bistro supporting the areas local fishermen and farmers. Pates (Chatham) – Iconic neighborhood restaurant.
Extend The Trip: Ferry to Nantucket or Martha’s Vineyard!
If you’re looking to explore more, ferries to Nantucket and Martha’s Vineyard depart from nearby Hyannis (about a 20-minute drive). Both islands offer beautiful scenery, charming towns, and great dining—perfect for a quick trip! Book with Hy-Line Cruises or Steamship Authority.