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Find Family Hotels in Chestertown, MD
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Top Chestertown Family Hotels
Our top choices for Chestertown family-friendly hotels

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (805)
The price is ₩152,803
₩169,611 total
includes taxes & fees
Sep 7 - Sep 8

Driftwood Inn
Driftwood Inn
5.2 out of 10, (174)
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.