Compare Kid Friendly Hotels in Chestertown

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Featured Chestertown Kid Friendly Hotels

Comfort Inn & Suites Chestertown

150 Scheeler Road Chestertown MD

$103 nightly

$114 total

Dec 28 - Dec 29

Total with taxes and fees

Free Cancellation

Reserve now, pay when you stay

When you stay at Comfort Inn & Suites Chestertown in Chestertown, you'll be in the historical district, within a 5-minute drive of Washington College and Historical Society of Kent County Maryland.

Pool

Breakfast included

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town

Chestertown MD

Located in Chestertown, this vacation home is on the waterfront, within a 10-minute drive of Chestertown Dog Park and Washington College.

Driftwood Inn

609 Washington Avenue Chestertown MD

$64 nightly

$70 total

Dec 24 - Dec 25

Total with taxes and fees

With a stay at Driftwood Inn in Chestertown, you'll be a 3-minute walk from Washington College and 12 minutes by foot from Rolling Road Park.

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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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Chestertown hotels essential information

Accommodation	1,084 hotels
Lowest Price	$70
Highest Price	$114
Popular hotels	Comfort Inn & Suites Chestertown, Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town, Driftwood Inn