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Compare 8 B&B in Chestertown with updated reviews, rates, and availability.
Vandiver Inn
Vandiver Inn
9.4 out of 10, Exceptional, (475)
Flag House Inn
Flag House Inn
9.6 out of 10, Exceptional, (65)
The price is SAR 672
SAR 767 total
includes taxes & fees
24 Dec - 25 Dec
Naomi Bed & Breakfast
Naomi Bed & Breakfast
8.6 out of 10, Excellent, (15)
Inn at Huntingfield Creek
Inn at Huntingfield Creek
10.0 out of 10, Exceptional, (49)
The price is SAR 501
SAR 556 total
includes taxes & fees
5 Jan - 6 January 2025
Private room for one person 18+ years only. Text for availability 973-477-4574
Private room for one person 18+ years only. Text for availability 973-477-4574
The Annapolis Inn
The Annapolis Inn
9.0 out of 10, Wonderful, (4)
Surf Condominiums - Downtown Bethany
Surf Condominiums - Downtown Bethany
Charming bed & breakfast in Smyrna with AC, WiFi. Enjoy
Charming bed & breakfast in Smyrna with AC, WiFi. Enjoy
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.
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Other property types in Chestertown
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (61)
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
10.0 out of 10, Exceptional, (205)
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
10.0 out of 10, Exceptional, (23)
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.
Recent reviews of Chestertown hotels
Recent reviews of Chestertown hotels
5/5 Excellent
"Historic and gorgeous "
A verified traveler stayed at Historic Inns of Annapolis
Posted 1 day ago
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