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Find 4 Star Hotels in Chestertown, MD from SAR 671
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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, (804)
The price is SAR 773
SAR 881 total
includes taxes & fees
31 Mar - 1 Apr

The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
9.4 out of 10, Exceptional, (375)
The price is SAR 671
SAR 841 total
includes taxes & fees
16 Mar - 17 Mar

The Annapolis Inn
The Annapolis Inn
9.0 out of 10, Wonderful, (4)
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Explore similar 5-star hotels
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 1,230 per night from Apr 13 to Apr 14
SAR 1,230
SAR 1,600 total
includes taxes & fees
13 Apr - 14 Apr
9.4/10 Exceptional! (1,000 reviews)
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Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels

Annapolis Waterfront Hotel, Autograph Collection
5/5 Excellent
Staycation perfection.
"Perfect anniversary staycation! Our only issue was the temperature in the room could not be easily regulated. "
A verified traveler stayed at Annapolis Waterfront Hotel, Autograph Collection
Posted 3 weeks 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 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
- Hotels near Ripken Stadium
- Hotels near Chesapeake Bay Bridge
- Hotels near Annapolis City Dock
- Hotels near Sandy Point State Park
- Hotels near White Marsh Mall
- Hotels near Navy-Marine Corps Memorial Stadium
- Hotels near Susquehanna River
- Hotels near Fort McHenry
- Hotels near Harford Community College
- Hotels near Cedar Lane Regional Park
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