Cheap Hotels in Chestertown, MD

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Jun 18 - Jun 19

Tonight

Jun 19 - Jun 20

Tomorrow night

Featured Chestertown Cheap Hotels

At Driftwood Inn, guests have access to free WiFi in public areas, express check-in, and express check-out. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready.

Pet friendly

Parking included

Free Cancellation

Reserve now, pay when you stay

Comfort Inn & Suites Chestertown features a gym, free WiFi in public areas, and a business center. If you drive, put free parking to good use. The 24-hour front desk has staff always at the ready. Additional amenities include coffee/tea in a common area, a meeting room, and laundry facilities.

Breakfast included

Pet friendly

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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.

Chestertown hotels essential information

Accommodation	1,081 hotels
Lowest Price
Highest Price
Popular hotels	Driftwood Inn, Comfort Inn & Suites Chestertown

Recent Cheap Hotels Reviews

5/5 Excellent

Overall review

"The hotel location is perfect for a weekend in historic Annapolis . The restaurant no longer operates and the bar is ok but not great . The room was nice considering its historic age so adjust your expectations "

A verified traveler stayed at Historic Inns of Annapolis

Posted 2 days ago