A coastal town with a marina, a bridge, and a highway.

Kent Island 4 Stars Hotels

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Check availability on Kent Island 4 Star Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Kent Island 4-star hotels

1. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
Fabiana
₩135,016
₩153,918 total
includes taxes & fees
Aug 30 - Aug 31
DoubleTree by Hilton Hotel Annapolis

2. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Patricia
₩215,128
₩245,246 total
includes taxes & fees
Aug 30 - Aug 31
Graduate by Hilton Annapolis

3. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
Deanna
₩297,759
₩339,446 total
includes taxes & fees
Sep 1 - Sep 2
Annapolis Waterfront Hotel, Autograph Collection

4. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Tessa
₩136,346
₩197,352 total
includes taxes & fees
Sep 3 - Sep 4
Rod 'N' Reel Resort

5. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
susan greco
₩233,835
₩266,572 total
includes taxes & fees
Aug 30 - Aug 31
The Westin Annapolis

6. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United Kingdom
Jamie
₩265,118
₩329,429 total
includes taxes & fees
Sep 8 - Sep 9
The Inn at Chesapeake Bay Beach Club

7. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
₩608,051
₩668,856 total
includes taxes & fees
Sep 1 - Sep 2
The Oaks Waterfront
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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 Kent Island.
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
₩615,028
₩676,530 total
Sep 7 - Sep 8
includes taxes & fees
Inn at Perry Cabin
The Inn at Tacaro Estate

The Inn at Tacaro Estate

6220 Town Point Rd Tracys Landing MD
₩547,992
₩624,710 total
Aug 27 - Aug 28
includes taxes & fees
The Inn at Tacaro Estate
Inn at 202 Dover

Inn at 202 Dover

202 East Dover Street Easton MD
Get ratesInn at 202 Dover
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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.

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.

See all hotels in Kent Island
A coastal town with a marina, a bridge, and a highway.

Top Kent Island Hotel Reviews

The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Walking distance from the historic main street."
Daniel 1-night trip
Posted 7 hours ago
The Westin Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"The upgrade has been great. I don't like the fact you have to leave your room to warm your food up. My view could have been better if the tree was removed. Room was great but they hadn't swept under the couch in awhile. Bed was comfy. The amenities and the food selection from the different restaurants was awesome. CBQ my favorite. Everything is within talking distance. Im not a gambler came to relax and that's what I did."
Rory 2-night trip
Posted 7 hours ago
Rod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The location of the hotel was awesome along with our balcony view. However you should not have to pay an additional $50 per day to park your car especially since the garage up the street is Therefore the guests are getting pentalized to park at the hotel . Additionally the front desk women were rude and condescending"
Michele 2-night trip
Posted 8 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"I arrived late following a long-distance sailboat race across the Chesapeake Bay. “Nick” was managing the front desk. He was polite, efficient, friendly, and professional. He offered me the best room the hotel had available at my price, and guaranteed I would have a good night’s rest. He was 100% correct. The room was clean and comfortable, and more importantly it was quiet. Check out was easy the next morning."
maurice 1-night trip
Posted 14 hours ago
Graduate by Hilton Annapolis

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