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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)

Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (749)
The price is SAR 390
SAR 432 total
includes taxes & fees
20 Apr - 21 Apr
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

Hilton Garden Inn Baltimore/White Marsh
5/5 Excellent
"Fast easy check in "
A verified traveler stayed at Hilton Garden Inn Baltimore/White Marsh
Posted 18 hours ago
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Hotels near popular Chestertown Attractions
- Hotels near Washington College
- Hotels near Rolphs Wharf Marina
- Hotels near River Arts Chestertown
- Hotels near Historical Society of Kent County Maryland
- Hotels near Garfield Center for the Arts at the Prince Theater
- Hotels near Wilmer Park
- Hotels near Crumpton Auction
- Hotels near Baltimore Cruise Terminal
- Hotels near U.S. Naval Academy
Chestertown Hotels by Star Rating
Explore more hotels
- Annapolis Waterfront Hotel, Autograph Collection
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- Americas Best Value Inn Edgewood
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- Hampton Inn & Suites Edgewood/Aberdeen-South
- The Inn at Henderson's Wharf, Ascend Hotel Collection
- Holiday Inn Express White Marsh by IHG
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- Best Western Kent Narrows Inn
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- Wingate by Wyndham Bel Air I-95 Exit 77A / APG Area
- Hilton Garden Inn Kent Island Marina
- Country Inn & Suites by Radisson, Bel Air/Aberdeen, MD
- Country Inn & Suites by Radisson, Baltimore North, MD
- Residence Inn by Marriott Baltimore White Marsh
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