Things To Do
Inn at Herrington Harbour Beachfront
If you are not staying at the Inn, talk to us about getting a free resort pass! The Inn has a beach, pool, kayaks, tennis, pickleball, and basketball courts. It is also home to Ketch 22, our favorite restaurant and bar in the area!
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Ketch 22
Sarah and Amory stopped here for a bite after spending a lovely day at the beach. Sarah noticed that there appeared to be a wedding venue attached and made a mental note because she loved the setting. Fast forward a few years... and we are back! Located at Herrington Harbour, adjacent to the Inn, Ketch 22 offers a superb dining experience with large windows overlooking the water, an expansive outdoor deck and bar, and a menu featuring a wide variety of delicious dishes and handcrafted cocktails.
the bakist
A charming coffee shop and bakery offering baked goods, sandwiches, and specialty coffee in a cozy setting.
Cold Penguin Ice Cream
The little ice cream shop where we stopped on our first of many dates at the beach!
Chesapeake Market & Deli
A local deli across the street from the Inn at Herrington Harbor serving breakfast and sandwiches as well as beer and wine. Perfect for a quick bite or picnic supplies.
Baia Coastal Italian Kitchen & Wine Bar
An upscale Italian restaurant offering fresh seafood, house-made pasta, and an extensive Italian wine program.
Vaughan Cheese Counter & Bar
A full-service restaurant and cheese shop specializing in American artisan cheeses, offering cheese boards, sandwiches, salads, and a selection of wines and cocktails.
The Wheel House Beer Garden
An indoor/outdoor bar with live music, craft beers, and signature cocktails. Features include fire pits and a treehouse deck.
Hook & Vine - Kitchen and Bar
A cozy neighborhood spot serving fresh seafood, sandwiches, and classic American favorites.
Neptune's Seafood Pub
A friendly spot offering fresh Chesapeake seafood in a casual atmosphere.
Unauthorized Brewing
A new, small artisanal craft brewery located in North Beach, founded by three beer-loving buddies who are passionate about craft beer.
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North Beach Boardwalk/Beach
Scenic waterfront strolls with shops, cafes, and Bay views. Also, a public beach for a small fee.
Wetlands Overlook Park
A small nature park perfect for strolling and observing wetland wildlife and birds.
Chesapeake Beach Railway Trail Trailhead
Peaceful walking and biking trail through nature.
Chesapeake Beach Railway Museum
An 1898 railway station with exhibits on railway history, boardwalk, steamboats and amusement park that once existed here. This is mostly for Wil — he's a big train guy.
Bayside History Museum
Explore the natural and cultural history of the surrounding beach communities through museum collections, preservation, conservation, research, exhibits, and related programming.