Explore Maine’s oldest town for a day trip full of wonder

There’s something about coastal New England towns that feels timeless as if the ocean breeze carries with it stories from centuries past.

In Kittery, Maine, you’ll find just that: a town full of history, charm, and just the right amount of quirkiness.

As Maine’s oldest town, Kittery is more than a destination; it’s a place where you can step back in time while enjoying the relaxed atmosphere of a perfect day trip.

Whether you’re strolling along its scenic coastline or exploring its historic sites, Kittery offers a delicious mix of old-world charm and modern-day wonders.

Let’s find out how this city can fill your day with adventure and charm!

Kittery may be small, but it’s packed with character around every corner.

Founded in 1647, it proudly holds the title of Maine’s oldest town, and walking its streets, you can almost feel the history beneath your feet.

It’s the kind of place where century-old buildings come together with quaint shops and cafes, creating a vibrant and peaceful atmosphere.

Kittery’s history is deeply tied to shipbuilding, and in fact, it was once a key location for naval shipbuilding.

Even today, the city’s shipbuilding legacy is alive and well thanks to the Portsmouth Naval Dockyard, which remains an important part of the local economy.

The shipyard, located across the Piscataqua River, has been a cornerstone of Kittery’s identity for generations.

One of the first stops for anyone visiting Kittery should be Fort McClary State Historic Site.

Located on the water’s edge, this fort offers stunning views of the harbor and beyond, making it a perfect spot for history buffs and tourists alike.

The fort, named after Major Andrew McClary, a Revolutionary War hero, has stood guard over the coast since the early 1800s.

Although never fully completed, its walls tell the story of Maine’s military past.

Visitors can walk through the barracks, climb to the top of the fort’s viewpoint and imagine what life was like for the soldiers stationed there.

It’s a quiet place now, but it’s easy to imagine the bustle of military life during the fort’s active years.

Of course, no trip to Kittery would be complete without a visit to its charming downtown.

This is where the old meets the new in the most delicious way.

Small, independent shops line the streets, each offering something a little different.

You’ll find everything from handmade crafts and antiques to local treats.

A highlight is the Kittery Trading Post, which has been a local favorite since 1938.

This iconic store is a must-see for anyone who is passionate about the outdoors, offering everything from camping gear to clothing.

It’s the kind of place where you can easily lose track of time, browsing through all the unique finds.

And while you’re there, be sure to pick up a few souvenirs to remember your day in Kittery.

As you continue your exploration, don’t miss the opportunity to walk Kittery’s scenic coastline.

Kittery Point is a perfect place to enjoy the natural beauty that Maine is known for.

Whether you’re strolling along the beach or watching the boats go by, the laid-back atmosphere of the area will make you want to stay a little longer.

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Nearby Pepperrell Cove is another hidden gem where you can relax and enjoy the serene views.

If you’re lucky, you might see a fisherman hauling in the catch of the day, a reminder that Kittery’s maritime roots are still very much alive.

The combination of fresh sea air and panoramic views is just what you need to recharge during your day trip.

For those who enjoy a little more adventure, take a boat tour to experience Kittery from the water.

Several companies offer scenic boat rides, giving you the chance to see the city from a different perspective.

Cruising along the coast, you’ll get a sense of how integral the sea has been to Kittery’s history and way of life.

It’s also a great way to spot some of the region’s wildlife, including seabirds and the occasional seal.

And with the cool ocean breeze in your hair, you’ll feel like you’ve left all your worries behind.

Foodies will be happy to know that Kittery is also home to some great dining options.

The city has a growing reputation for its food scene, thanks to a mix of classic seafood shacks and contemporary restaurants.

If you’re craving fresh seafood, you’ve come to the right place.

Local favorites like lobster rolls, fried clams and chowder are on the menu at various locations around town.

The Chauncey Creek Lobster Pier is a popular choice for those looking to dine by the water.

Here, you can savor fresh lobster while soaking in the panoramic views of Chauncey Creek.

It’s the kind of meal that feels like a true Maine experience: simple, delicious, and best enjoyed outdoors.

But it’s not all about seafood in Kittery.

The city is also home to several excellent bakeries, cafes and restaurants offering a variety of cuisines.

Whether you’re in the mood for a casual bite or something a little more upscale, Kittery has you covered.

And if you have a sweet tooth, don’t leave without trying a homemade treat from one of the local bakeries.

A day trip to Kittery wouldn’t be complete without enjoying a little something sweet.

As you end your day in Kittery, it’s worth taking a moment to appreciate the town’s rich history and natural beauty.

It is a place that has managed to preserve its past while still offering many things for today’s visitors to enjoy.

The city’s mix of history, shopping, restaurants and scenic views make it the perfect day trip destination, whether you’re coming from nearby or traveling from further afield.

There’s something special about walking around a town where every street seems to have a story to tell, and Kittery is full of stories.

Planning a trip to Kittery?

Check out their local attractions and places to eat on their website, or use this map to guide you around town.

Where: Kittery, ME 03904

It’s a destination that’s easy to navigate and even easier to fall in love with.

When you return home after a day of exploring, don’t be surprised if you find yourself already planning your next trip back.

After all, with so much to see and do, who wouldn’t want to come back?

Wouldn’t you like to spend more time discovering the wonders of Maine’s oldest city?