*York Village (Southern Maine): Maine’s oldest settlement has plenty of history and fine architecture; it’s also got a set of beaches and a coastal trail nearby. Plus people just seem friendly here. 

*Camden (Upper Midcoast): This seaside town (pictured at the top of the page) has everything—a beautiful harbor; great Federal, Queen Anne, and Greek Revival architecture; and even its own tiny mountain range, affording great hikes with sweeping ocean views. With lots of elegant bed-and-breakfasts, it’s a perfect base for explorations farther afield. 

Castine, Maine

*Castine (Upper Midcoast): Soaring elm trees, a peaceful harborside setting (see above), grand historic homes, and a selection of good inns make this a great spot to soak up some of Maine’s coastal ambience off the beaten path. 

*Stonington (Upper Midcoast): Maine's heritage as a fishing town is never more on display than it is in Stonington, the biggest town on little Deer Isle. You get a fair number of transplants here, too, who came for the views and stayed to paint pictures, paddle kayaks, do yoga, or set out for the little-glimpsed Isle au Haut.

*Northeast Harbor (Mount Desert Island): A single, sleepy main street anchors one of MDI’s best little villages. Northeast has a waterside setting, sure, but also a mix of seafaring locals and art-loving summer folks, giving it an aura of a place that’s still living life from a century ago. 

Eastport, Maine

*Eastport (Downeast): Now this is truth in advertising: You can't get any farther east in the U.S. than Eastport. You'd think this place would be a lonely outpost, but it's actually a thriving little hub (see above) of artistic culture, historic architecture, brawny fishing exploits, and briny eats. 


Note: This information was accurate when it was published, but can change without notice. Please be sure to confirm all rates and details directly with the companies in question before planning your trip.