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As the southernmost town on Maine’s seacoast, the town of Kittery Maine has a lot to offer! Kittery might be best known for its outlet shopping, but it also has a fascinating history dating back to 1647, making it Maine’s oldest town.
I’ve spent a lot of time in Kittery — yes, like many New Englanders, I went primarily for the outlets, though on some of my many Portsmouth visits I’ve walked across the bridge into Kittery to enjoy more of what this coastal town in Maine has to offer.
Kittery is home to the Portsmouth Naval Shipyard, which was established in 1800. With one of the best natural deepwater harbors in the world, it is the oldest continually operating shipyard in the United States, building and repairing submarines for the US Navy.
History and shopping aside, the town has a small-town vibe and has quietly been becoming one of the cooler offbeat towns in Maine, full of art galleries, local markets, and gourmet eateries serving locally-sourced food.
Being the southernmost town in Maine, a part of the state that is often deemed “North Massachusetts” (though whether or not that’s a compliment or an insult depends on who is saying it!), Kittery makes an excellent stop on a Maine road trip or an easy day trip from Boston.
Kittery winks at the world — it has so much more to offer than you think.
This post, published in November 2023, was co-written by Adventurous Kate and Susan Stephens.
Best Things To Do in Kittery, Maine
Shop at the Kittery Premium Outlets
Many visitors start their day in Kittery with a trip to the Kittery Premium Outlets. This shopper’s paradise features more than 100 stores, from Kate Spade to Banana Republic Factory Store, Michael Kors to Carter’s, and from Coach to Adidas. The prices here are well worth the visit!
If you find yourself feeling hunger pangs during your shopping spree, you’ll discover a range of restaurants available, including a few cheeky breweries.
One thing to keep in mind, though, is that Maine has 5.5% sales tax, unlike next-door neighbor New…