Eat, Drink, Explore
Shopping on Main Street
This charming street is the heart of the town! This is where most of our recommendations are located and where our welcome party will be. If you're feeling extra motivated, rent bikes or take a walk through the surrounding neighborhood as the homes are beautiful and quintessentially Cape Cod.
Bluefins Sushi & Sake Bar
Del Mar Bar & Bistro
Chatham Cookware
We love the breakfast sandwich served on a Portuguese muffin. Also, all of their house-made muffins are amazing!
Chatham Pier Fish Market
This is a classic lobster roll spot.
Chatham Candy Manor or Chatham Penny Candy Store
We can't choose - they're both great! Both are conveniently located on Main Street, just a block or two away from each other. Fudge is a must at either location, and we have countless memories going to both stores growing up!
Chatham Squire
This classic Cape Cod spot offers great food and a casual, fun atmosphere, and technically, it’s where we had our first date! It becomes a lively (and crowded) bar at night, so aim to arrive before 10:00 pm.
Red Nun Bar & Grill
Another great spot that turns lively at night.
Lighthouse Beach
One of the most iconic spots in town. We highly recommend taking a long walk along the shoreline. Be mindful about not getting in the water, although the Great White Shark warning signs will remind you if you forget!
Oyster Pond
If you’re looking to get in the water in Chatham, Oyster Pond is the perfect spot! Though technically a pond and on the smaller side, the setting and surrounding homes are picturesque and classic Cape Cod.
Buca's Tuscan Roadhouse
Brax Landing Restaurant
A true Cape Cod staple with all the classic seafood favorites. It's situated on the Saquatucket Harbor, offering beautiful views that are best enjoyed from their outdoor patio. This spot doesn’t take reservations and fills up quickly, so plan to arrive right when it opens.
The Port Restaurant
This spot has amazing happy hour prices on oysters daily from 3:00 pm to 5:00 pm.
Sundae School
Chatham has plenty of great ice cream spots, but if you’re willing to make the drive, this is our (mainly Reece's) favorite ice cream! (Note - the homemade whipped cream is truly unmatched).
Red River Beach
If you’re looking for another beach where you can actually get in the water, this is the spot! It’s the beach the Vanas Crew has been swimming at for years; so rest assured, it is (seemingly) shark-free!