Driving down Freeport’s Main Street during July, one should not expect to drive faster than 5 miles an hour. Congested streets filled with bargain hunters on foot and in vehicles is the norm. Looking beyond the hustle and bustle of Freeport, home of LL Bean and countless other retailers, lies a community comprised of four distinctive villages: Mast Landing, Porter’s Landing, Freeport Corner and South Freeport. These villages were once home to shipbuilders, mills, manufacturing, woodworking and an amusement park built in the manner of a Spanish castle. All of these enterprises have disappeared save the remants of the castle which can be best viewed from Winslow Park.
Today, South Freeport, a quiet bedroom community to Portland, less than 15 miles away, is a desirable place to live for couples and families. South Freeport’s best known destination is The Hassasekeet Lunch and Lobster Company. Be prepared to wait 30 minutes to order a lobster roll at the window. Remember to bring cash as no credit cards are accepted and they don’t serve beer so BYOB!