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Compare 12 Motels in Chestertown with updated reviews, rates, and availability.

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (748)
The price is SAR 366
SAR 406 total
includes taxes & fees
1 Apr - 2 Apr

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.4 out of 10, Good, (335)
The price is SAR 209
SAR 232 total
includes taxes & fees
10 Mar - 11 Mar

Driftwood Inn
Driftwood Inn
5.0 out of 10, (167)
The price is SAR 238
SAR 264 total
includes taxes & fees
10 Mar - 11 Mar

The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
7.8 out of 10, Good, (46)
The price is SAR 405
SAR 450 total
includes taxes & fees
18 Mar - 19 Mar
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Chestertown

First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (79)
The price is SAR 368
SAR 592 total
includes taxes & fees
5 Mar - 6 Mar

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
9.4 out of 10, Exceptional, (22)

Captivating Chesapeake experience
Captivating Chesapeake experience
10.0 out of 10, Exceptional, (256)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels

Hilton Garden Inn Baltimore/White Marsh
5/5 Excellent
Relaxed
"All was on point and appreciated the hour earlier check in so i could relax before first meeting.
Staff very nice and very helpful.
Loved the text asking if i was comfortable a few hours into the stay."
A verified traveler stayed at Hilton Garden Inn Baltimore/White Marsh
Posted 6 hours ago
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