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Find Beach Hotels in Chestertown, MD
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Pick from 11 Chestertown Beach Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.
Comfort Inn & Suites Chestertown
Comfort Inn & Suites Chestertown
8.6 out of 10, Excellent, (727)
The price is AED 391
AED 431 total
includes taxes & fees
25 Dec - 26 Dec
Red Roof Inn & Suites Chestertown
Red Roof Inn & Suites Chestertown
7.2 out of 10, Good, (320)
The price is AED 274
AED 301 total
includes taxes & fees
1 Dec - 2 Dec
Driftwood Inn
Driftwood Inn
5.0 out of 10, (167)
The price is AED 233
AED 259 total
includes taxes & fees
26 Nov - 27 Nov
The Lodge at Great Oak Landing
The Lodge at Great Oak Landing
7.6 out of 10, Good, (45)
The price is AED 369
AED 410 total
includes taxes & fees
26 Nov - 27 Nov
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)
Eastern Shore Hideaway with Grill, Kayaks & Wkend Access Dive Bar & Restaurants
Eastern Shore Hideaway with Grill, Kayaks & Wkend Access Dive Bar & Restaurants
10.0 out of 10, Exceptional, (12)
First Floor Studio Apartment in Historic Chestertown
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (75)
The price is AED 360
AED 579 total
includes taxes & fees
27 Nov - 28 Nov
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)
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
5/5 Excellent
"Was there just one night and didn't eat breakfast, but staff were wonderful and the room seemed newly renovated. Room was large and clean with coffee maker and mini-fridge. "
A verified traveler stayed at Comfort Inn & Suites Chestertown
Posted 10 days 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 Garfield Center for the Arts at the Prince Theater
- Hotels near Historical Society of Kent County Maryland
- Hotels near Wilmer Park
- Hotels near Crumpton Auction
- Hotels near Baltimore Cruise Terminal
- Hotels near U.S. Naval Academy
- Hotels near Ripken Stadium
Chestertown Hotels by Star Rating
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