Hotels with a Pool in Chestertown, MD

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Jul 29 - Jul 30
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Check prices in Chestertown for tonight, Jul 29 - Jul 30
Jul 30 - Jul 31
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Featured Chestertown Hotels with Pool

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 out of 5
150 Scheeler Road, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $122 total per night
$122 total
Aug 3 - Aug 4
Total includes taxes and fees
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 a seasonal outdoor pool, coffee/tea in a common area, and a meeting room.
Pool
Breakfast included
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

2 out of 5
160 Scheeler Rd, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
$76 nightly
The price is $85 total per night
$85 total
Aug 4 - Aug 5
Total includes taxes and fees
Red Roof Inn & Suites Chestertown features free WiFi in public areas, coffee in a common area, and free newspapers. You can put free parking to good use if you drive. The 24-hour front desk has staff always at the ready. Additional amenities include laundry facilities, a vending machine, and a TV in a common area.
Pet friendly
Parking included
Driftwood Inn

Driftwood Inn

2 out of 5
609 Washington Avenue, Chestertown, MD
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $70 total per night
$70 total
Jul 30 - Jul 31
Total includes taxes and fees
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
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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
1,078 hotels
Lowest Price
$70
Highest Price
$122
Popular hotels
Comfort Inn & Suites Chestertown, Red Roof Inn & Suites Chestertown, Driftwood Inn

Recent Hotels with Pool Reviews

The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

5/5 Excellent
Great staff
"Staff was very helpful in dealing with some confusion at check in. Every on went above and beyond to deal with the situation and was very welcoming during the process. "
A verified traveler stayed at The Lodge at Great Oak Landing
Posted 1 day ago
The Lodge at Great Oak Landing

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