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Restaurants and Nightlife

JesseJay's Latin Inspired Kitchen

Just minutes from Chesapeake Paradise, JesseJay’s Latin Inspired Kitchen in Churchton, MD, offers award-winning Latin fusion cuisine in a cozy, family-friendly setting.

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Skipper's Pier Restaurant & Dock Bar

A beloved waterfront eatery in Deale, Maryland, Skipper’s Pier serves up fresh seafood, signature cocktails, and stunning Chesapeake Bay views—just a short drive from Chesapeake Paradise. Great evening sunsets, waterside casual dining and dock bar, fresh Maryland crabs/crabcakes/soup and other yummy food. Best when you can sit outside!

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Pirates Cove Restaurant and Dock Bar

Experience waterfront dining at Pirates Cove in Galesville, MD—offering fresh seafood, live music, and stunning West River views, just a short drive from Chesapeake Paradise. Lovely waterside dining in historic Galesville six miles from here. Slightly more formal, but casual attire. Walk along the West River or around town. Live music outside in summer at Big Mary's Dock bar

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Happy Harbor Restaurant

Just minutes from Chesapeake Paradise, Happy Harbor Restaurant in Deale, MD, offers a relaxed waterfront dining experience with fresh seafood, live music, and scenic views of Rockhold Creek.

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The Bakist

Just a scenic drive from Chesapeake Paradise, The Bakist in North Beach, MD, is a cozy, women-owned bakery and café offering artisan coffee, scratch-made pastries, and light breakfast and lunch options—perfect for a relaxing stop before or after a stroll along the boardwalk.

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The Boathouse

Just a short drive from Chesapeake Paradise, The Boathouse at Anchored Inn in Deale, MD, is a charming waterfront destination known for its relaxed atmosphere, live music, and stunning views of the Chesapeake Bay. Centered around a repurposed boat-turned-bar, this casual open-air eatery serves up delicious fare from The Galley food truck—think crab cakes, oysters, fish tacos, and refreshing cocktails. Guests can dine on the outdoor patio, enjoying the gentle sea breeze and scenic marina backdrop. A favorite among locals and visitors alike, it’s the perfect place to savor the flavors of the bay in a laid-back setting.

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Always Ice Cream Company Edgewater

Just 20 minutes from Chesapeake Paradise, Always Ice Cream Company in Edgewater serves up ultra-premium, handcrafted ice cream with over 250 rotating flavors, including vegan options. This family-friendly scoop shop is a local favorite for its rich flavors, generous portions, and welcoming atmosphere.

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