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Best things to do in Shady Side

Discover the city through the eyes of locals. Find the best things to do, places to eat, and get priceless advice from the people who live here.

Restaurant
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“Longstanding seafood restaurant in nearby Galesville with beautiful view of harbor and Chalk Point across West River.”
13local recommendations
Grocery Store
“Our closest grocery store for anything you forgot to bring with you. Roadside stands are also great for all produce that’s in season. So fresh! ”
8local recommendations
Bar
“If you plan on boating while you're here take a ride one river over to this joint. During the summer the outdoor patio is a great place to join some sun. They have a phenomenal soft shell crab sandwich, when they are in season.”
8local recommendations
Restaurant
2local recommendations
Museum
“One of the few public spots within walking distance to view our gorgeous Chesapeake Bay. On Wednesday evenings, it’s perfect to watch the sailboat races that start and end at Pirates Cove. ”
2local recommendations
Grocery or Supermarket
3local recommendations
Bar
“Cool local bar, juke box, pool table, bon fires, horse shoe, corn hole, cold beer!”
2local recommendations
Sports Bar
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“They have darts and pool and karaoke too. Sometimes live music, sometimes DJ. The local hangout, for sure!”
1local recommendations
Restaurant
“Just a few miles away, you'll find the famous "Driftwood skillet" breakfast that will satisfy all your breakfast cravings! It's so big that I always get the "half skillet" and still have to take that big biscuit home with me! I'm not kidding! :P”
3local recommendations
Point of Interest
“Sailing and water sports! Excellent view of the West River out to the Bay. Catamaran races on Tuesday Evenings! Laser races on Friday evenings!”
2local recommendations
Store
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“It’s an evening routine for us to get root beer floats since it is just around the corner.”
2local recommendations
Restaurant
“Good seafood. Owned by the same people as Killarney House. Good place to sit on the porch and watch the boats go by”
2local recommendations
Grocery or Supermarket
“Small, family-owned market. Sells beer, wine and liquor. Looking for a quick bite to eat? Head straight to the back to the deli counter. If no one is at the counter, ring the bell. I recommend trying the crab soup or the pulled pork sandwich with coleslaw. Open daily (except Christmas, Thanksgiving, and Easter). ”
1local recommendations
BBQ Joint
$$
“Now serving the Impossible Burger! The BBQ nachos are enough to be shared as a meal for two. 8 AM – 8 PM most days (closes at 6 PM on Sundays).”
1local recommendations