Find all hotels by Red Roof Inn in Chestertown, MD from $67
Upfront pricingOur total price for your stay includes taxes and fees
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Check prices for these dates
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Oct 1 - Oct 2Tomorrow
Oct 2 - Oct 3This weekend
Oct 2 - Oct 4Next weekend
Oct 9 - Oct 11Our top choices for Chestertown Red Roof Inn
$72 nightly
$80 total
Oct 8 - Oct 9
Total with taxes and fees
$60 nightly
$67 total
Oct 4 - Oct 5
Total with taxes and fees
$69 nightly
$78 total
Oct 12 - Oct 13
Total with taxes and fees
$85 nightly
$96 total
Oct 5 - Oct 6
Total with taxes and fees
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Top Chestertown Hotel Reviews
Historic Inns of Annapolis
10/10 Excellent
"All good. Great location and nice/clean rooms."
The Inn at Chesapeake Bay Beach Club
10/10 Excellent
"Beautiful views, great food options, and free bikes! My mom, sister and I had a great little getaway. Will be back."
Hilton Garden Inn Kent Island Marina
10/10 Excellent
"Had a good time. Nice area"
Annapolis Waterfront Hotel, Autograph Collection
10/10 Excellent
"Excellent location. Marriott has renovated the bar downstairs; one side is a Mexican restaurant and the other is Italian. Both have great food and service."
The Lodge at Great Oak Landing
10/10 Excellent
"This is a wonderful facility for a couple or family. The restaurant is just "ok"."
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