At 27 sq miles, Wiscasset is a small, charming village. Translated from its Native American name, it means “coming out of the harbor but you don’t see where.”  While lovely, there really isn’t a ton to do except to experience some local seafood while enjoying some views of the Sheepscot River.  We recommend grabbing a bite here if you’re in a rush, but otherwise venturing out to Boothbay Harbor.

To Eat:
Red’s Eats – Featured in “1,000 Things to See in the USA and Canada Before You Die,” along with numerous food shows, Red’s Eats is well known for serving the best lobster roll in Maine (made with drawn butter and not mayo), all served from its roadside shack. Worth a visit, but factor in at least 30-45 minutes to wait in line!

Spragues – Alternately, across the street is Sprague’s, another lobster roll shack that sources its lobster from the same people as Red’s. Some argue it’s just as good minus the hype and line.

Le Garage – a local favorite situated on the Sheepscot River, it offers beautiful waterfront views and is a terrific spot for brunch.

To Do:
Walk around and enjoy the historical homes and buildings, notably the Nickels-Sortwell House and Castle Tucker. Wiscasset isn’t very big and its “downtown” is super walkable.

The Maine Heritage Village is a collection of shops, restaurants, and historical trinkets. Judi’s Country Store is a true old-fashioned country store with locally-made treats and gifts. There’s a classic car barn, vintage furniture collection, and historical exhibits.

Wiscasset also has a cameo appearance in the Guinness Book of World Records as having the smallest church in the world (Union Church).

Fort Edgecomb – located on Davis Island along the Sheepscot River, the fort offers a little piece of history and even a harbor seal sighting or two

Glidden Point Oyster Sea Farm – this family-owned oyster farm grows and harvests their own oysters for visitors to buy and sample

Monkey C Monkey Do is the only zip line and adventure park in all of Maine. It looks cool, but we didn’t try it because I’m terrified of heights.