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Comfort Inn & Suites Chestertown
"Very clean, convenient, comfortable room. Bed was a bit too firm and breakfast was meh, but otherwise happy. Very friendly staff, will stay again."
Reviewed on Jul 5, 2026
The Lodge at Great Oak Landing
"Is a beautiful and quiet place to relax"
Reviewed on Jun 29, 2026
Red Roof Inn & Suites Chestertown
"BED BUGS!!! For real woke up 2 am, saw one crawling on the sheets near my face, thank goodness it wasnt actually crawling on me! Packed up and left. Front desk said there had been one other recent report."
Reviewed on Jul 6, 2026
Historic Inns of Annapolis
"Possible renovation needed. Maryland Inn. Dated rooms, smell mold in air but ok. Saw a few roaches. Unmanned building and felt a little uncomfortable with an old door and key entry. Staff was great though....from Valet to front desk to maintenance. Might try a different location in Annapolis of the ..."
Reviewed on Jul 6, 2026
Best Western Plus Hotel & Conference Center
"I stayed here for a comedy show. I didnt Visit the night club, but liked that it was an option. I ised The laundry facilities so that was a nice convenience."
Reviewed on Jul 6, 2026
Pendry Baltimore
"I purchased my stay with Expedia and ThebPendry charged my credit card again for a room I already paid for. I called twice and situation was never resolved. I have no problem paying for my stay but, I do not like anyone stealing from me. Horrendous!"
Reviewed on Jul 6, 2026
Hampton Inn Baltimore/Glen Burnie
"The front desk staff were helpful and friendly. The restaurant staff were very helpful and went above and beyond to get the food and make us feel comfortable. The hotel is kept clean and organized. However, we had to cut our trip short because we found the bed uncomfortable and woke up with severe ..."
Reviewed on Jul 6, 2026
La Quinta Inn & Suites by Wyndham Baltimore N / White Marsh
"Very clean. AC was good but not ice cold. Older ac unit in room. But convenience to stores and restaurants a big plus!!"
Reviewed on Jul 7, 2026
Quality Inn & Suites Bel Air I-95 Exit 77A
"Bugs in the pullout couch. Stained, dirty old furniture."
Reviewed on Jul 6, 2026
Annapolis Waterfront Hotel, Autograph Collection
"everything was great, esp staff!"
Reviewed on Jul 6, 2026
Best Western Kent Narrows Inn
"The place is seriously dated and in need of upgrades. My curtains were torn and unusable and with the sun beating in on one of those 100 degree days I was nonplussed. A quick discussion with the very accommodating desk clerk had the curtain “fixed” in no time (still needed replacement because it ..."
Reviewed on Jul 3, 2026
The Inn at Chesapeake Bay Beach Club
"The restaurant was wonderful and so was the staff. The grounds were gorgeous and interesting."
Reviewed on Jun 24, 2026
Find cheap hotels in Chestertown
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Frequently Asked Questions About Chestertown hotels
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