
Find all hotels by Red Roof Inn in Chestertown, MD from SAR 231
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11 Sep - 13 SepOur top choices for Chestertown Red Roof Inn
SAR 317
SAR 362 total
includes taxes & fees
7 Sep - 8 Sep
SAR 263
SAR 292 total
includes taxes & fees
30 Aug - 31 Aug
SAR 206
SAR 231 total
includes taxes & fees
30 Aug - 31 Aug
SAR 267
SAR 300 total
includes taxes & fees
4 Sep - 5 Sep
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Top Chestertown Hotel Reviews
Annapolis Waterfront Hotel, Autograph Collection
8/10 Good
"Lovely room, clean, comfortable, well appointed & quiet. We’d be happy to stay longer in such a nice room! We asked for early check-in, & were told we’d be contacted when the room was ready, but there was no follow-up contact. Our morning shower had no hot water so we washed quickly! We knew there was ongoing work with the water supply but didn’t expect cold showers. When we reported the issue at the front desk, we were graciously offered breakfast at the on-site restaurant. So glad we accepted! Food (& service & view) were excellent. We didn’t consider the restaurant previously because there was no evidence of it aside from a sign on the door. A posted menu could help. It’s a long walk down a cold hallway and we totally would have not considered it as a breakfast option. Definitely recommend eating at the restaurant!"
Holiday Inn Express Annapolis East-Kent Island by IHG
10/10 Excellent
"Great view of the water."
Hampton Inn Baltimore/White Marsh
10/10 Excellent
"Breakfast was good."
Red Roof Inn & Suites Chestertown
10/10 Excellent
"Very nice hotel. Have stayed here every year for the Pirates and Wenches Festival in Rock Hall."















