Drive north towards Brunswick and then down towards Harpswell, Orr Island and Bailey Island (connected by bridge so no ferry needed). It is a very scenic drive. Cook’s Lobster House, Baileys Island,
www.cookslobster.com, has both good lobster, and a spectacular view.
I was going to suggest
Longfellow House and the last remaining
Shaker Community but see both are closed in the winter.
Oyster Bar – 5 Portland Pier, Maine, jsoyster.com – lobster, oysters, clams, oyster stew is wonderful – tiny, only about 4 tables inside; Anthony Bourdain filmed here
Standard Baking Co., 75 Commercial St, Portland, 207-773-2112, immediately adjacent to Hilton Garden Inn. Great cookies, gingerbread.