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Find 4 Star Hotels in Chestertown, MD from SAR 806
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Compare Chestertown 4 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
8.8 out of 10, Excellent, (832)
The price is SAR 874
SAR 997 total
includes taxes & fees
24 Jul - 25 Jul

The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
9.4 out of 10, Exceptional, (397)
The price is SAR 806
SAR 990 total
includes taxes & fees
13 Jul - 14 Jul
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Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chestertown.

Sagamore Pendry Baltimore
1715 Thames St., Baltimore, MD
The price is SAR 1,350 per night from Jul 21 to Jul 22
SAR 1,350
SAR 1,741 total
21 Jul - 22 Jul
includes taxes & fees
9.4/10 Exceptional! (1,006 reviews)
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Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels

Annapolis Waterfront Hotel, Autograph Collection
5/5 Excellent
"Front desk staff was very friendly and helpful."
A verified traveler stayed at Annapolis Waterfront Hotel, Autograph Collection
Posted 11 days ago
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Chestertown Hotels by Star Rating
Stay near popular Chestertown attractions
- Hotels near Washington College
- Hotels near Rolphs Wharf Marina
- Hotels near Historical Society of Kent County Maryland
- Hotels near Wilmer Park
- Hotels near River Arts Chestertown
- Hotels near Garfield Center for the Arts at the Prince Theater
- Hotels near Crumpton Auction
- Hotels near Sumner Hall
- Hotels near Baltimore Cruise Terminal
- Hotels near U.S. Naval Academy
- Hotels near Annapolis City Dock
- Hotels near Sandy Point State Park
- Hotels near Ripken Stadium
- Hotels near Chesapeake Bay Bridge
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Susquehanna River
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- Hotels near Cedar Lane Regional Park
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