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Our top choices for Kent Island hotels

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (433)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is NZ$344
includes taxes & fees
1 Feb - 2 Feb
The Inn at Chesapeake Bay Beach Club

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is NZ$304
includes taxes & fees
11 Jan - 12 Jan
Kent Island Resort

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"Great stay "
United States
Jose Miguel
The price is NZ$147
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Hotel Annapolis

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1019)
"Very nice hotel. Very clean and quiet "
United States
Mary
The price is NZ$209
includes taxes & fees
5 Feb - 6 Feb
Crowne Plaza Annapolis by IHG

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1004)
"Pleasant staff. Good location to walk to restaurants, shops. "
United States
Beth
The price is NZ$290
includes taxes & fees
15 Jan - 16 Jan
Graduate by Hilton Annapolis

The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great hotel love that they are pet friendly. Easy check in and valet parking staff great"
United States
Robert
The price is NZ$250
includes taxes & fees
11 Jan - 12 Jan
The Westin Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1885)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1000)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is NZ$194
includes taxes & fees
14 Jan - 15 Jan
Country Inn & Suites by Radisson, Annapolis, MD

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1009)
"Great value for stay with breakfast included "
United States
Aisling
The price is NZ$177
includes taxes & fees
8 Feb - 9 Feb
Hilton Garden Inn Annapolis Downtown

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1011)
"Appreciated that it was in a quiet area. Great hospitality! Will stay again when visiting Maryland."
United States
robin
The price is NZ$176
includes taxes & fees
14 Jan - 15 Jan
Hampton Inn & Suites Annapolis

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (695)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is NZ$221
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Kent Narrows & Marina

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is NZ$166
includes taxes & fees
25 Jan - 26 Jan
Courtyard by Marriott Annapolis

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1001)
"Great location and friendly staff. "
United States
Shana
The price is NZ$217
includes taxes & fees
14 Jan - 15 Jan
SpringHill Suites by Marriott Annapolis

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (947)
"It was very comfortable and clean"
United States
Maria
The price is NZ$183
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Annapolis East-Kent Island by IHG

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (864)
"Everything was well!"
United States
Ahmed
The price is NZ$196
includes taxes & fees
1 Feb - 2 Feb
Comfort Inn & Suites Chestertown

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1000)
"Good value and close to downtown."
United States
John
The price is NZ$190
includes taxes & fees
11 Jan - 12 Jan
St Michaels Inn

Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (975)
"Plenty of space for our group - nice layout! Nice showers & very clean! Breakfast was exceptional! Very pleased with the stay!!"
United States
Tammy
The price is NZ$181
includes taxes & fees
8 Feb - 9 Feb
Sonesta ES Suites Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is NZ$160
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Annapolis

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1000)
"Nice place "
United States
Tucker T
The price is NZ$160
includes taxes & fees
15 Jan - 16 Jan
Best Western Kent Narrows Inn

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (413)
"Everything was lovely. "
United States
Erin
The price is NZ$398
includes taxes & fees
11 Jan - 12 Jan
The Wildset
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.

Great weekend hotel deals in Kent Island, MD

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Stay near popular The South attractions

Learn more about Kent Island

Cross the Chesapeake Bay Bridge to discover Kent Island's scenic waterfront and fresh seafood restaurants. Kayak through tranquil creeks, cycle the Cross Island Trail, or visit historic Stevensville for a taste of Eastern Shore charm.

Beautiful summer sunset over the Chesapeake bay.
Photo by Jennifer Crim
Open Photo by Jennifer Crim

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