Harpswell is the definition of a Maine seacoast town – mainly because it’s got so much seacoast.

This historic community is made up of long Harpswell Neck, several large islands connected via bridges to the mainland (Bailey, Orrs and Great islands) and over 200 smaller islands accessible only by boat. Much of the town is made up of small villages known for historic houses, great views and quiet woodlands by the water.

Things to Do in Harpswell

A great way to introduce yourself to Harpswell is from the sea. Both Casco Bay Kayak and H2Outfitters are based in town and offer kayak tours, instruction and adventures. The Abbot Fletcher Sailing School – at the Orr’s Bailey Yacht Club – provides sessions for beginning sailors through racers.

Back ashore, enjoy a little of Harpswell’s long history at its Colonial-era Old Meeting House. This stark and simple building, constructed in the 1750s, was used for regular church services for generations. A Colonial burying ground sits just behind it.

Drop into local Ash Cove Pottery for handmade ceramics or Black Sheep Wine & Beer Shop for fine wines, beer and cheese from around the world.

Harpswell’s ocean-side hills and forests provide plenty of places for walks and hikes. Try the popular Cliff Trail, which includes a steep hike that rewards you with terrific sea views or the Giant’s Stairs Trail, which highlights the dramatic rocky coast. The Harpswell Heritage Land Trust hosts trails throughout town, too.

Arctic explorer Admiral Robert E. Peary once spent his summers at a home on Harpswell’s Eagle Island. You can visit, too, and take a tour of the houses, island and the Peary Museum. Catch a ride to Eagle Island from Eagle Island Rentals and Seacoast Tours of Freeport.

Restaurants in Harpswell

Cross the beautiful Cribstone Bridge and head to Cook’s Lobster & Ale House for mouthwatering seafood and much more. Other spots around Harpswell include The Dolphin Marina and Restaurant and School House 1913, located in a restored historic schoolhouse. You should also scroll down the list of local businesses below and check out these.

Where to Stay in Harpswell

While in Harpswell, consider a stay at the Harpswell Inn, the Bailey Island Motel, and the Driftwood Inn. Check out the list of local businesses below and these locations.