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Things to Do in Your First Week in Kittery


A Beginner's Guide to Discovering Kittery, Maine.

Kittery, Maine, is the southernmost town in the state, brimming with coastal charm, a rich history, and an abundance of outdoor activities. The area provides ample opportunities for recreation, as well as for dining, sightseeing, and beyond. Here's a beginner's guide to discovering some of the highlights Kittery and its surroundings have to offer in your first week there.

Exploring the great outdoors

Cliff Walk

Nestled along the rocky shoreline of Kittery Point, the Cliff Walk presents a breathtaking path perfect for morning or afternoon strolls. The trail provides sweeping vistas of the Atlantic Ocean, with the occasional sight of migrating whales — an absolute spectacle of nature that shouldn't be missed.

Wiggly Bridge

A whimsical name for an equally whimsical attraction, the Wiggly Bridge in York is a small suspension bridge on a walking trail. Its enchanting sway as you cross the bridge adds to the charm of this little piece of Kittery.

Fort McClary

Fort McClary
is a State Historic Site offering picturesque views of the Piscataqua River and Portsmouth Harbor. This old fort's ruins and its historic blockhouse dating back to the late 1840s create an ambiance that transports visitors back in time.

Whaleback Lighthouse

The Whaleback Lighthouse is a classic New England spectacle. Visible from Great Island Common in New Castle, the lighthouse stands as a testament to Maine's maritime history.

Great Island Common

A 32-acre park in New Castle, Great Island Common offers incredible views of the Maine coastline and the Whaleback Lighthouse. Its grassy lawns and pebble beaches make it an ideal location for a picnic or a leisurely walk.

Cultural immersion

Strawbery Banke Museum

Just across the Piscataqua River in Portsmouth, New Hampshire, the Strawbery Banke Museum is an outdoor history museum that showcases more than 300 years of American history in its historic waterfront neighborhood.

Prescott Park

Also located in Portsmouth, Prescott Park is a public waterfront park that features beautiful flower gardens, fountains, and walkways. It's a beautiful place to spend a sunny afternoon.

Portsmouth Farmers Market

The Portsmouth Farmers Market is a must-visit. This vibrant market brings together local farmers, bakers, and artisans every Saturday from May to November. Here you can find fresh, local produce, handmade crafts, and delicious baked goods.

Button Factory Studios

Button Factory Studios
in nearby Portsmouth, New Hampshire, offers a creative environment where artists can work, collaborate, and showcase their talents. The studios are home to a variety of artists, including painters, photographers, weavers, and more.

Portsmouth Harbor Lighthouse

End your week by visiting the Portsmouth Harbor Lighthouse, a beacon of the region's maritime heritage. Standing tall at the mouth of the Piscataqua River, the lighthouse provides a panoramic view of the surrounding area, making it a memorable way to wrap up your week in Kittery.

In your first week in Kittery, whether you're enjoying a tranquil stroll along the Cliff Walk, exploring the exhibits of the Strawbery Banke Museum, or savoring fresh produce from the Portsmouth Farmers Market, you'll surely find yourself falling in love with the vibrant culture, rich history, and natural beauty this coastal Maine town has to offer.


Kittery is abundant with beautiful parks and green spaces, with the Trust for Public Land reporting that 21% of Kittery residents live within a 10-minute walk from a park. Here are some parks you can explore:

Prescott Park

Located in Portsmouth, Prescott Park is a public waterfront park with beautiful flower gardens, fountains, and walkways.

Fort McClary Picnic Area

The Fort McClary Picnic Area offers a serene spot for outdoor relaxation and picnics.

Four Tree Island

Four Tree Island
offers picturesque views and picnic spots.

Fort McClary

Visit Fort McClary to explore its historic fort and beautiful surrounding grounds.

Great Bay National Wildlife Refuge

The Great Bay National Wildlife Refuge offers hiking and bird watching in a protected area.

Hislop Park

Hislop Park
is a sports field where you can play baseball, and soccer, or simply enjoy the open space.

Pannaway Park

Pannaway Park
is a playground perfect for families with kids.


Robert's Maine Grill

Robert's Maine Grill
is a perfect place for anyone looking for fresh seafood. Located along Route 1, it is not far from the Kittery Premium Outlets, making it a great spot to refuel after a day of shopping.

The Black Birch

Located in the heart of Kittery, The Black Birch offers a modern take on classic American comfort food with a focus on locally sourced ingredients.

Anneke Jans

Anneke Jans
is a bistro-style restaurant with a changing menu reflecting the seasons. It is near Kittery Point and offers views of the Piscataqua River.

Ore Nell's Barbecue

Ore Nell's Barbecue
offers authentic Texas-style barbecue. With its location on Badger's Island, diners can enjoy their meal with views of the Piscataqua River.

Warren's Lobster House

Maine's oldest town wouldn't be complete without a traditional seafood restaurant like Warren's Lobster House. With views of the river and a salad bar that's hard to beat, it's a must-visit for any seafood lover.

The Wallingford Dram

For a craft cocktail experience, visit The Wallingford Dram, a quaint bar with a unique atmosphere located in the heart of Kittery.

Rudders Public House

Rudders Public House
is a cozy, family-friendly restaurant offering traditional American pub food. It is located on Walker Street, a short walk from Fort McClary State Park.

Festina Lente

Festina Lente
offers a unique Italian dining experience with seasonal dishes made from locally sourced ingredients.

Frisbee's Wharf

For a casual dining experience with stunning views of Pepperrell Cove and the Atlantic Ocean, head to Frisbee's Wharf.

The Wilder

Located near the Naval Museum, The Wilder is a gastropub committed to fresh, locally sourced food, craft cocktails, and regional beers.

About Crystal + Carr Team

Established in May 2018, the dynamic partnership between Crystal Ducharme and Amy Carr arose from their decade-long experience working independently, assisting buyers and sellers since 2006. They've become the pioneering team for Compass in New Hampshire and Maine, a testament to their dedication and expertise.

Their collective backgrounds and individual experiences forge a uniquely formidable force in the real estate sector. This synthesis of shared roots and unique experiences makes the Crystal + Carr Team a powerhouse in the real estate industry. If you're looking to buy or sell a home or have any questions about the local real estate market, contact Crystal + Carr Team today.

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