A boat docked at a pier during twilight with a city skyline in the background.

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23 Aug - 24 Aug
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24 Aug - 25 Aug
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28 Aug - 30 Aug
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4 Sep - 6 Sep
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Top Chester Hotel Reviews

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Clean room and staff was very courteous."
Daetonya 1-night trip
Posted 4 hours ago
Courtyard by Marriott Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"Cute shore type hotel. Nice pool and was pretty clean. It was perfect for a night in St Michael's.. About a mile from the town."
Patrick 1-night trip
Posted 19 hours ago
St Michaels Inn
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

10/10 Excellent
"Incredible hotel. Very roomy including a kitchen and living space with a separate TV from the bedroom. Also a pool table room right across the hall. Excellent in every way."
Martin 1-night trip
Posted 22 hours ago
Hampton Inn & Suites Annapolis
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Great value. Good experience"
James 1-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Annapolis, MD
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Perfect for what I needed"
Andrew 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Annapolis by IHG
The Wildset

The Wildset

10/10 Excellent
"Stayed before and will stay again. Love it because of location, staff and food."
Paula 3-night trip
Posted 2 days ago
The Wildset
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Property was well maintained and clean. Room was spacious and with a nice view. Parking is somewhat limited. Location is also central to area,attractions."
Michael 3-night trip
Posted 4 days ago
Hyatt Place Kent Narrows & Marina

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