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Choose from 1195 Shady Side Hotel Deals
DoubleTree by Hilton Hotel Annapolis
"Very dog and kid friendly ! They greeted us with cookies and bones . The pool was great as well as the location . We will be back"
Reviewed on Jul 22, 2026
Historic Inns of Annapolis
La Quinta Inn & Suites by Wyndham DC Metro Capital Beltway
Comfort Inn Largo-Washington DC East
"Room was clean . Staff was nice"
Reviewed on Jul 21, 2026
Crowne Plaza Annapolis by IHG
"Room was spacious and clean. Loved the coffee pods and machine. Pool is needing a little tlc and bigger towels as ones given were like face cloths. Mall just across the road. Staff helpful. Great 3 star hotel."
Reviewed on Jul 22, 2026
St Michaels Inn
"Great value. Clean. Comfortable bed. Very nice staff. Nice swimming pool"
Reviewed on Jul 22, 2026
DoubleTree by Hilton Hotel Largo/Washington DC
"the room was great beds a little hard but manageable. they fact i was not told that is have to pay for breakfast was disappointing especially since I had to pay 50 for incidental. with this hotel affiliated with Hilton and I am a rewards member I would of expected better. not sure if id recommend ..."
Reviewed on Jul 22, 2026
Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis Downtown
"Great location, reasonable price, nice room, and friendly staff, but the parking situation is abominable. The cars are squeezed in like sardines, no room to maneuver, and if you manage to squeeze into a space, you are jammed up against a car to your left, a car to your right, a car behind you, and ..."
Reviewed on Jul 23, 2026
Rod 'N' Reel Resort
Country Inn & Suites by Radisson, Annapolis, MD
"Clean room, good breakfast, and nice staff."
Reviewed on Jul 22, 2026
Annapolis Waterfront Hotel, Autograph Collection
"It was an amazing stay for us and definitely will be back."
Reviewed on Jul 22, 2026
Find cheap hotels in Shady Side
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