So here is a listing of all the Upper Chesapeake Bay Dock Bars that were in PropTalk as of June of last year. It is a bit outdated but it gets most of them I think. Please share if you know of any more! Middle Bay & Lower Bay to follow.
UPPER BAY
Schaefer's Canal House - Chesapeake & Delaware Canal (2 different links)
Chesapeake Inn Restuart & Marina - Chesapeake & Delaware Canal (Not published but I've been there)
The Granary - Sassafras River
Nauti Goose Saloon - Northeast River
Woody's Crab House - Northeast River (Listed as, but does not look to me, like a dock bar)
Harbor Shack - Rock Hall Harbor
Waterman's Crab House - Rock Hall Harbor
*Authors Note: When coming into Rock Hall, do not dismiss the charts. There really is a long stretch of mud and sand there. And stay to the starboard side when going into the harbor otherwise there's about an additional foot of bottom that doesn't show up on the charts that'll grab you by keel.
Carson's Creekside Restaurant and Lounge - Dark Head Creek, Middle River
Sue Island Crabhouse & Dock Bar - Middle River
Crab Quarters - Middle River (Crab House/Not a dock bar)
Red Eye Clubhouse & Grill - Middle River (located in Red Eye Yacht Club - I don't think its open to the public but worth calling about I suppose)
Island View Waterfront Cafe - Browns Creek
Hard Yacht Cafe - Bear Creek, Dundalk
Bay Cafe - Baltimore Harbor
Rusty Scupper Restaurant - Baltimore Harbor (Less bar, more nice restaurant)
Dead End Saloon (Fells Point) - Baltimore Harbor (not a dock bar per se but it is within walking distance of several marinas)
Canton Dockside - Baltimore Harbor (Again, not a dock bar but its nearby)
River Watch - Hopkins Creek, Baltimore
Nick's Fish House - Baltimore Yacht Basin (Middle Branch)
Windows on the Bay (White Rocks Yachting Center) - Patapsco River
Magothy Seafood Crab Deck & Tiki Bar - Mill Creek, Magothy River (pretty good food. Watch the approach coming into the channel if you're close on draft though. You want stay close to the channel marker but not too close.)
Deep Creek Restaurant - Deep Creek, Magothy River
Jellyfish Joel's - Fairlee Creek
I tried to provide the best links possible to these places. If you find any other ones that are better, let me know!
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