A river with boats, a marina, and a town with houses and buildings.

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Check prices for these dates

Tonight
2 Sep - 3 Sep
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3 Sep - 4 Sep
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4 Sep - 6 Sep
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11 Sep - 13 Sep
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Top Shady Side Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"The locations is excellent. Disappointing that when walking around room in socks, it was clear the carpeting was dirty. Other than that, we enjoyed our stay."
Debra 2-night trip
Posted 8 hours ago
Historic Inns of Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Resort was clean. Thought resort would have microwave in room. Was looking for more adult activities."
Lisa 2-night trip
Posted 9 hours ago
Rod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Had a bay front room overlooking the bay. Had wine on the balcony watching dinghy’s up to large yachts coming and going. What a great time we had."
Jim 2-night trip
Posted 10 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Comfort Inn Largo-Washington DC East

Comfort Inn Largo-Washington DC East

8/10 Good
"Overall rating is ok for this hotel"
Chiu 1-night trip
Posted 14 hours ago
Comfort Inn Largo-Washington DC East
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Nice location, only about 4 miles to downtown Annapolis, an easy bike ride. Breakfast was more than adequate and the hotel and surrounding grounds clean. Lots of shopping nearby and a Whole Foods around the corner that is easily walked to."
George 2-night trip
Posted 15 hours ago
Holiday Inn Express & Suites Annapolis by IHG
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Very good"
Adam 2-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Annapolis, MD
St Michaels Inn

St Michaels Inn

10/10 Excellent
"There were a couple of minor details with the room but not enough to dissuade me from staying here again. Ginny on the front desk was a joy."
Alan 2-night trip
Posted 1 day ago
St Michaels Inn
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Clean room and staff was very courteous."
Daetonya 1-night trip
Posted 10 days ago
Courtyard by Marriott Annapolis
Lovely bay views with kayaks, bikes, fire pit, crabbing & more

Lovely bay views with kayaks, bikes, fire pit, crabbing & more

10/10 Excellent
"This property was in a central location to lots of places. I did think there was going to be a larger beach that you could go to within the community, however it was a very enjoyable stay. The hostess was sweet and the house is adorable."
Sandra 3-night trip
Posted 3 weeks ago
Lovely bay views with kayaks, bikes, fire pit, crabbing & more