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Find Pet-friendly Hotels in Chestertown, MD
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Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (748)
The price is SAR 364
SAR 404 total
includes taxes & fees
20 Apr - 21 Apr

Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.4 out of 10, Good, (336)
The price is SAR 209
SAR 232 total
includes taxes & fees
28 Mar - 29 Mar

Driftwood Inn
Driftwood Inn
5.0 out of 10, (168)
The price is SAR 238
SAR 264 total
includes taxes & fees
23 Mar - 24 Mar

Pet-Friendly Home on Chester River w/ Dock!
Pet-Friendly Home on Chester River w/ Dock!
9.6 out of 10, Exceptional, (4)

Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
10.0 out of 10, Exceptional, (75)

Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
Chester River Waterfront, Magnificent Views, Dock, Beach, close 2 town
9.8 out of 10, Exceptional, (80)

Carriage House Hideaway in Middle of Chestertown
Carriage House Hideaway in Middle of Chestertown
10.0 out of 10, Exceptional, (86)

Country Estate in Historic District
Country Estate in Historic District
10.0 out of 10, Exceptional, (66)
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.
Find out more about Chestertown
Find out more about Chestertown
Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels

Annapolis Waterfront Hotel, Autograph Collection
5/5 Excellent
The place to stay in Annapolis
"I’ve stayed here on two separate occasions, and it’s been great both times. Rooms are nice and clean, and the location is ideal for exploring Annapolis. "
A verified traveler stayed at Annapolis Waterfront Hotel, Autograph Collection
Posted 5 days ago
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Hotels near popular Chestertown Attractions
- Hotels near Washington College
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Chestertown Hotels by Star Rating
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