Shopping:
Kittery Outlet Mall just off I-95 in Maine just after New Hampshire border, follow I-95 signs. Freeport: more charm (less stores) and a quaint village setting. In Thomaston, try the State Prison Store for hand-made wood furniture, decoys, and other objects. Everything is made by the inmates, no kidding. There are even tour buses that bring customers here! All prisons used to do this until union pressure stopped it in most places. On I-95 NH has discount wine and liquor outlets with no state taxes - typically 10-20% less than Connecticut. Rockland: 10 minutes away Shaws and Hannaford supermarkets - huge, modern, great selections, good prices. Wal-Mart, toy stores, restaurants, and nice stores for kids. Camden: Classic New England town with quaint shops and sights; lots of gift shopping, etc.
Sightseeing:
Tenants Harbor, Camden, Owls Head Lighthouse and also The Transportation Museum, Port Clyde (and Marshall Island Lighthouse) - a fishing village with ferry to famous Monhegan Island, Farnsworth Museum in Rockland (lots of Wyeths paintings). Vinal Haven and North Haven Islands accessible by regular ferry service, about 45-minute ride. A truly scenic area is Acadia National Park which includes Bar Harbor, Cadillac Mountain, tremendous ocean views, hiking trails (The Beehive), Jordan Pond and Tea House, Wonderland, and much much more!
Dining:
Best are Primo's (Nationally-known, get reservations weeks/months in advance) on RT 73 just before Rockland; Amalfi's on Main ST - very good; Miranda's off of Main St - eclectic, changing menu, must try; and Rockland Cafe on Main St - cheap, locals, Tue night (all you can eat fish = $15, wine $4/glass - not fancy, but recommend if you're relaxed. Classic Inns/Restaurants: Tenants Harbor, + Clark's Island (Craigmair). Bakery Cafe Restaurant in Thomaston. For Coffee, Cafe and books, try The Second Read (used books) on Main St Rockland. Dorman's Ice Cream on Rt 1. Sul Mare on RT 131 in Tenant’s Harbor is also good – semi upscale.
Other Activities:
Kayaking
Learn more about this vacation rental at the owner's website: