As the oldest town in Maine, Kittery serves as the sophisticated gateway to the “Vacationland” spirit of New England. Situated just across the Piscataqua River from the bustling city of Portsmouth, New Hampshire, this coastal gem offers a curated blend of deep colonial history, a burgeoning culinary scene, and world-class retail opportunities. For travelers seeking a destination that balances the rugged beauty of the Atlantic Ocean with the refined comforts of a modern seaside village, Kittery presents an irresistible itinerary. Whether you are navigating the rocky shores of Gerrish Island or sampling artisan fare in the trendy Kittery Foreside, the town delivers an authentic experience that captures the essence of coastal United States charm.
Exploring Historic Coastal Sites and Fortifications
Kittery boasts a maritime legacy that dates back to its incorporation in 1647. Its strategic location at the mouth of the Piscataqua River made it a focal point for defense and shipbuilding for centuries. Today, visitors can explore remarkably preserved sites that offer a window into the military and social history of North America.
Fort McClary State Historic Site
One of the most visually striking landmarks in Southern Maine is the Fort McClary State Historic Site. This fortification, named after Andrew McClary, a hero of the Battle of Bunker Hill, stands as a testament to the evolving coastal defense systems of the United States. The most iconic structure on the grounds is the hexagonal blockhouse, built in 1844, which features massive granite foundations and a wooden upper story. Walking through the site, visitors can see remnants of the revolutionary-era breastworks and the later Civil War-era masonry. The site offers panoramic views of the harbor and the Whaleback Lighthouse, making it a favorite for both history enthusiasts and photographers.
Fort Foster Park
Located on the southwestern tip of Gerrish Island, Fort Foster Park is a sprawling coastal park that combines military history with recreational beauty. Originally part of the Coastal Defense of Portsmouth, the park contains several decommissioned batteries that once guarded the entrance to the Portsmouth Naval Shipyard. Today, the area is a haven for outdoor activities. The park features multiple pebbly beaches, extensive trail systems for biking and hiking, and a long pier that stretches out into the Atlantic Ocean. It is an ideal spot for bird watching, picnicking, or simply watching the massive tankers and navy vessels navigate the narrow channels of the harbor.
Lady Pepperrell House and Colonial Architecture
For those interested in the domestic life of early Maine settlers, a drive through Kittery Point is essential. The Lady Pepperrell House is a masterpiece of Georgian architecture, built in 1760 for the widow of Sir William Pepperrell. While the interior is often private, the exterior and the surrounding neighborhood showcase the affluent heritage of the town’s early merchant class. Nearby, the First Congregational Church of Kittery, established in 1714, stands as the oldest continuously used church building in the state, offering a serene atmosphere and a glimpse into the religious foundations of the Massachusetts Bay Colony, of which Maine was once a part.
The Culinary Scene of Kittery Foreside
In recent years, Kittery has transformed into a premier culinary destination, centered primarily in the Kittery Foreside neighborhood. This walkable district near Wallingford Square has become a hub for innovative chefs, craft brewers, and artisan bakers who emphasize locally sourced ingredients and creative techniques.
Gourmet Dining in Wallingford Square
The heart of the town’s gastronomic revival is Wallingford Square. Here, The Black Birch has gained a loyal following for its elevated gastropub fare and communal atmosphere. Just a few steps away, Anju Noodle Bar offers a “freestyle” approach to Asian cuisine, serving up some of the best ramen and bao buns in New England. For those who appreciate the art of the cocktail, The Wallingford Echo provides a sophisticated space to enjoy meticulously crafted drinks. This area captures the “lifestyle” aspect of Kittery, where historic brick buildings house some of the most forward-thinking businesses in the region.
Traditional Maine Seafood and Coastal Eats
No trip to Maine is complete without indulging in the local bounty of the sea. Bob’s Clam Hut has been a staple of the Kittery community since 1956, famous for its fried clams and classic lobster rolls. For a more formal sit-down experience with a view, Robert’s Maine Grill serves traditional coastal dishes with a modern twist, overlooking the Spruce Creek inlet. For a truly unique experience, travelers should head to Chauncey Creek Lobster Pier. This seasonal “BYOB” lobster shack features bright picnic tables on a pier where you can crack fresh lobsters while watching boats drift by on the tidal river.
Artisan Bakeries and Cafes
The mornings in Kittery belong to the local bakeries. Lil’s Cafe, located in a renovated bank building, is legendary for its crullers and high-quality coffee. It serves as a community gathering point where locals and visitors alike start their day. Another essential stop is The Beach Pea Baking Co, known for its artisanal breads, delicate pastries, and wholesome lunch options. These establishments highlight the town’s commitment to quality and the slow-food movement, making even a simple breakfast feel like a luxurious travel experience.
Retail Therapy and Premier Shopping
While many come for the views and the food, Kittery is perhaps most famous nationally for its incredible retail landscape. The town manages a unique duality: it is home to massive outlet malls and tiny, independent boutiques, providing a comprehensive shopping experience for every type of traveler.
The Kittery Outlets
Spanning over a mile along Route 1, The Kittery Outlets comprise over 120 designer outlet stores. This is not your average shopping center; it is a destination where brands like Coach, J.Crew, Nike, and Brooks Brothers offer significant discounts in a well-maintained, outdoor setting. The outlets are structured in several blocks, including Kittery Premium Outlets and Tidewater Outlet Mall. It is a major draw for visitors from Boston and Portland, especially during the tax-free holiday weekends or seasonal sales.
Kittery Trading Post
A landmark in its own right, the Kittery Trading Post has been an anchor of the town’s retail sector since 1938. This massive store is more than just a retail outlet; it is an institution for outdoor enthusiasts. Whether you are looking for high-end camping gear, hunting supplies, coastal apparel, or locally made gifts, the Trading Post offers an expansive selection that reflects the rugged Maine lifestyle. Its rustic interior, complete with taxidermy displays and a vast array of footwear, makes it a must-visit even for those who aren’t planning to hike the Appalachian Trail.
Local Artisans and Independent Shops
Beyond the outlets, Kittery fosters a vibrant community of independent makers. Folk is a beautifully curated shop in the Kittery Foreside district that focuses on sustainable clothing and handcrafted home goods. For book lovers, RiverRun Bookstore in nearby Portsmouth is often paired with a visit to Kittery, but the town itself hosts various pop-up markets and antique shops like the Kittery Point Antiques. These smaller shops provide the “soul” of the town’s commerce, offering items that you won’t find in the larger corporate outlets.
Natural Escapes and Scenic Vistas
The natural landscape of Kittery is defined by the dramatic meeting of the Piscataqua River and the Atlantic Ocean. The town offers several serene escapes for those looking to reconnect with nature away from the shopping districts.
Seapoint Beach and Crescent Beach
For a quiet alternative to the more crowded beaches in York or Ogunquit, Seapoint Beach is a local secret. This rocky and sandy stretch of coastline is tucked away in a residential area of Kittery Point. It is perfect for beachcombing, exploring tide pools, or taking a brisk walk with views of Boon Island Light in the distance. Adjacent to it is Crescent Beach, which offers similar tranquility. These beaches are particularly beautiful during the “golden hour,” providing some of the most stunning sunset views in York County.
Brave Boat Harbor Farm
Nature lovers should not miss Brave Boat Harbor Farm, a stunning private estate that often opens its gardens to the public for specific events and tours. The farm borders the Rachel Carson National Wildlife Refuge, an essential protected area that preserves the salt marshes and estuaries of the Maine coast. Hiking near Brave Boat Harbor allows visitors to see a variety of migratory birds and enjoy the quiet rustle of the sea grass, offering a stark and beautiful contrast to the busier parts of the town.
Pepperrell Cove
Located in the historic Kittery Point village, Pepperrell Cove is a scenic harbor that serves as a working waterfront and a recreational hub. It has recently undergone a revitalization, now featuring several dining options like The Frisbee Wharf and Provisions. Sitting on the deck at The View at Pepperrell Cove allows you to watch the lobster boats return with their daily catch while enjoying the cool breeze off the water. It is perhaps the most picturesque spot in town, capturing the quintessential Maine harbor aesthetic that has inspired artists for generations.
Kittery is far more than just a stop on the way to further points north. It is a multi-faceted destination that rewards the curious traveler with its rich history, exceptional food, and diverse shopping. Whether you are exploring the granite walls of Fort McClary or enjoying a sophisticated meal in Kittery Foreside, the town offers a perfect introduction to the unique character of Maine.
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