Last updated: September 17, 2025

Nestled on Maine’s southern coast just minutes from Portsmouth, NH, Kittery offers the perfect blend of history, coastal charm, shopping, dining, and outdoor adventure. Whether you’re planning a weekend getaway, a family vacation, or a quick stop on your New England road trip, you’ll find plenty of memorable things to do and see in Kittery, Maine.

From historic forts and scenic beaches to outlet shopping and lobster shacks, this guide highlights the best of Kittery—plus insider tips to help you plan your visit.

Historic Sites & Landmarks

Fort Foster State park (A1/ B1)

We consider this one of the best attractions in the Kittery / Portsmouth area.  It's quintessential Maine.  Bring a camera - you have multiple lighthouses and forts, islands, and interesting shots.  You can see Fort Constitution, Fort McClary, Whaleback Light, Portsmouth Harbor Light, The Isle of Shoals, the Old Prison and other houses on islands.  There is a long pier that just re-opened, the water is calm and when the tide goes out you can walk pretty far.  There are picnic tables (out in the open), trails, a children's playground, and bathrooms.  It's $10 per car to get in.  It is a scenic ride by bike through Kittery Point.  Whenever we go, there are just a handful of other folks also enjoying the solitude.  There is a beach but part of it is all small pebbles.  Here is a link to the Rules and Regulations including when it's open: Kittery Community Center

Kittery Foreside/ Kittery Point

On the way to Fort Foster you will pass along a neat stretch of road.  The first area is called Kittery Foreside, which is at the entrance to the Portsmouth Naval Shipyard (actually located in Kittery).  Here there are a cluster of artsy restaurants, studios, shops and pubs, such as Rudder's Public House (R5), and there is a sense that it is growing into a trendy alternative to Portsmouth.  Taking Route 103 out, you cross a bridge and come to Kittery Point.  Here there is a State Park called Fort McClary, and a bit further down is Frisbee's Market, the oldest surviving market in the country.  In back is a restuarant called the Cajun Lobster, that also has lots of local history as Cap'n Simeon's (R11). Driving further out you feel the history of the area - signs on homes date from the 1700s, like the Bray House, one of the oldest standing homes in Maine, built around 1720.  Here you can tell Kittery was Maine's first and oldest town.  Following Chauncey Creek, you drive by a neat lobster place called Chauncey Creek Pier (R4).   The collection of shacks are on a pier alongside the creek which you walk down to, and you sit at picnic tables and can bring your own alcohol if they don't sell it. 

Kittery Trading Post (a8) / Shopping Outlets

There are more true outlets in Kittery than Freeport ME or North Conway NH, and they were one of the first outlets in New England.  The anchor of the shopping area is the Kittery Trading Post.  It's not just for outside enthusiasts - there are a lot of cool, quality Maine-made items, along with a fair amount of taxidermy like Cabellas and Beans.  And there are always lines for Bob's Clam Hut (R3) next door.

Historic Portsmouth

Just over the bridge from the hotel is downtown Portsmouth.  The best way from the hotel is to take the Sarah Mildred Long Bridge, take the first right by the U.S.S. Albacore Museum (A7) - the prototype of all modern submarines, then follow Market Street in, where there is a big inexpensive Parking Garage on Hanover.  The city is very walk-able - most meander up to the North Church, then to the Strawbery Banke Outdoor Museum (A6) - which we proudly sponsor.  There are several old houses to visit, but if you were to pick one, the John Paul Jones House (A2) has the best bang for your buck (he is the one that said "We have not yet begun to fight").  There is a bevy of nice places to eat or go out - if you want to sit outside, go to Ceres Street where the Tugboats are docked - the no-frills Old Ferry Landing is there (R7), or inside at the Black Trumpet for more upscale dining (R2).  As an alternative, a quick walk over the Route 1 bridge and bank a left get's you to the Weathervane (R16) on Badger's Island, with views of the Portsmouth skyline.

Portsmouth Environs

There are a couple nice little spots to enjoy just outside of the Portsmouth / Kittery.  There is Pierce Island (A3) connected to dowtown Portsmouth which has well-groomed walking trails and some good vantages for pictures.  While in Portsmouth you can take a 3-hour guided boat ride out to the Isle of Shoals.  Another quaint area known for wedding shots in New Castle is the Great Island Common (B2), which has a small beach we recommend, albeit cold. And of the various breweries, the largest is Red Hook (A5) out by the Newington Mall.  If you care to drive 20 minutes there is the Flag Hill Winery that has New England wines, blueberry and maple beverages.  The town of New Market next to it is very charming, a good place to grab a bite.  And for family fun in the sun, 10 minutes south on Route 1 is Water Country. 

The Yorks / Nubble Light

The next exit up I-95 about 20 minutes are the Yorks, and they have the best beaches hands down. Long Sands (B2) is as it sounds, long and sandy.  Short Sands is close to Main St with cafe's that serve for example Wicked Joe's Coffee.  Near Short Sands there is York's Wild Kingdom to keep the kids busy, and then there is Nubble Light, a picturesque lighthouse that is very popular.

Outdoor & Nature Activities

Seapoint Beach & Crescent Beach

Tucked away from the crowds, Seapoint Beach and Crescent Beach are favorites for locals and visitors who want a peaceful shoreline. Seapoint offers a sandy stretch for sunbathing and long walks, while Crescent Beach is rockier and perfect for tide-pooling. Both beaches have limited parking—arrive early on summer days.

Best for: Beach walks, sunrise views, dog-friendly off-season strolls

Sunrise & Sunset Spots

Kittery offers some of the most underrated coastal views in Southern Maine. Check out our guide to the best sunrise and sunset spots, including Fort Foster at dusk and Seapoint Beach at dawn. Bring a camera—sunsets over Whaleback Light are especially photogenic.

Kayaking, Sailing & Cruises

Paddle the calm waters of the Piscataqua River, or set out on a sailing trip to see Maine’s rocky coastline from the water. For a unique experience, consider a harbor cruise that passes historic forts and lighthouses. Rentals and tours are available in Kittery and nearby Portsmouth.

Hiking & Wildlife

While Kittery isn’t known for mountains, it does offer coastal trails with ocean views. Try Fort Foster’s paths for easy walking, or venture to nearby Rachel Carson Wildlife Refuge for birdwatching.

Shopping & Local Flavor

Kittery Premium Outlets

When people think of shopping in Kittery, the Kittery Premium Outlets often come to mind. Spanning more than 120 stores, they’re a destination for everything from designer fashion to outdoor gear. Pro tip: weekdays are less crowded than weekends.

Kittery Foreside

For a more local vibe, stroll through Kittery Foreside. This revitalized neighborhood has boutiques, art galleries, and cozy cafés. It’s a great place to browse handmade goods and enjoy small-town charm.

Farmers’ Markets & Local Makers

During summer, the Kittery Community Market offers fresh produce, local seafood, and artisan goods. It’s a chance to meet makers and taste Maine specialties.

Dining & Food Experiences

Kittery may be small, but it’s a big name in food—especially seafood. Lobster rolls, fried clams, chowder, and oysters are staples here, but you’ll also find breweries and upscale dining.

• Check out our guide to Kittery’s seafood restaurants

• Explore the best places to eat near Kittery

Local favorites include lobster shacks along Route 1, creative small plates in Kittery Foreside, and waterfront dining with views of Portsmouth Harbor.

Family-Friendly Things to Do

Traveling with kids? Kittery offers activities that are both fun and educational.

• Splash at Seapoint Beach or explore tide pools at Crescent Beach

• Pack a picnic and spend the day at Fort Foster

• Enjoy live music or dance workshops at The Dance Hall

• Learn history together at the Kittery Historical & Naval Museum

See our full list of family-friendly activities in Kittery.

Seasonal & Rainy Day Activities

Fall & Winter

Autumn in Kittery means crisp air, colorful foliage, and pumpkin festivals. Winter brings holiday shopping at the outlets, seasonal craft fairs, and cozy restaurants.

Rainy Day Fun

If the weather doesn’t cooperate, don’t worry—Kittery has plenty of indoor options. Spend time browsing shops, exploring museums, or enjoying a meal indoors. Check our guide to rainy day activities in Kittery.

Itineraries & Tips

One Day in Kittery

• Morning: Breakfast at a local café, then explore Kittery Foreside

• Midday: Shop the outlets and grab lunch at a seafood shack

• Afternoon: Visit Fort Foster or Seapoint Beach

• Evening: Sunset views and dinner by the water

Weekend in Kittery

Day 1: History (Fort McClary, Kittery Historical Museum) + Shopping

Day 2: Outdoor adventure (beaches, kayaking, or Fort Foster) + Dining

For first-time visitors, check our tips for visiting Kittery, Maine.

Things to See Near Kittery (Bonus: Portsmouth, NH)

Kittery is just a few minutes from downtown Portsmouth, NH, making it easy to explore both in a single trip.

• Prescott Park Gardens – Beautifully landscaped riverside gardens

• Strawbery Banke Museum – Outdoor living history museum with 17th-century homes

• Market Square – Portsmouth’s vibrant downtown with shops and dining

• Isles of Shoals Cruises – Scenic boat tours from Portsmouth Harbor

FAQ: Things to Do & See in Kittery, Maine