Explore top 2026 4 Star Hotels in Kent Island

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Top Kent Island 4 Star hotels

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $149 total per night from Nov 29 to Nov 30
$149 total
Nov 29 - Nov 30
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
Opens in a new windowGraduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Nov 22 to Nov 23
$102 total
Nov 22 - Nov 23
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
8.8/10 Excellent! (1,279 reviews)
"The entrance in the back of the building is nice and inviting better than most, but traveling through the halls of the building to get to the elevator was not impressive, it was not very leisure traveler appealing, could use a little sprucing up!"

Reviewed on Nov 14, 2026

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

4 out of 5
180 Pier One Road Stevensville MD
Fully refundableReserve now, pay when you stay
$204 nightly
The price is $226 total per night from Dec 9 to Dec 10
$226 total
Dec 9 - Dec 10
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this traditional hotel. Enjoy the seasonal outdoor pool and perks like free self parking ...
9.4/10 Exceptional! (514 reviews)
"The perfect getaway weekend with my husband! Will definitely go back."

Reviewed on Nov 9, 2026

Opens in a new windowThe Inn at Chesapeake Bay Beach Club
The Westin Annapolis

The Westin Annapolis

4 out of 5
100 Westgate Cir Annapolis MD
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $181 total per night from Nov 29 to Nov 30
$181 total
Nov 29 - Nov 30
Total with taxes and fees
A full-service spa, a 24-hour gym, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business ...
8.8/10 Excellent! (1,000 reviews)
"WiFi was jut great. Everything else was great."

Reviewed on Nov 8, 2026

Opens in a new windowThe Westin Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$165 nightly
The price is $184 total per night from Dec 6 to Dec 7
$184 total
Dec 6 - Dec 7
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax ...
8.8/10 Excellent! (1,008 reviews)
"Very nice experience from top to bottom"

Reviewed on Nov 15, 2026

Opens in a new windowRod 'N' Reel Resort
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $245 total per night from Nov 23 to Nov 24
$245 total
Nov 23 - Nov 24
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public ...
8.8/10 Excellent! (1,001 reviews)
"Bathroom could have been cleaner. At this price point, hotel could use a bit of a facelift. Amenities were lacking."

Reviewed on Nov 14, 2026

Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
The Oaks Waterfront

The Oaks Waterfront

4 out of 5
25876 Royal Oak Road Easton MD
Fully refundableReserve now, pay when you stay
$489 nightly
The price is $538 total per night from Nov 16 to Nov 17
$538 total
Nov 16 - Nov 17
Total with taxes and fees
This bed & breakfast features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast ...
10/10 Exceptional! (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice ..."

Reviewed on Oct 29, 2026

Opens in a new windowThe Oaks Waterfront
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4 Star Hotels Kent Island

Looking to live it up on your vacation with a bit of luxury? Or maybe you’ve decided that your boss can afford to put you up at a place of your choice on your next business trip?

Come on, you deserve it!

The best part about staying in Kent Island 4 star hotels is that you’ll often be close to all the local sights and attractions. Whether you’re visiting the area for the first time or you’re back in town for more fun, a 4 star hotel is going to put you right in the heart of all the action.

Plus, you can rest easy knowing that you’re being well taken care of during your visit. Instead of worrying about where to eat or what to see, your friendly hotel staff will be happy to help you get whatever you need.

The best four star hotels in Kent Island will also frequently include access to high-quality fitness centers and pools, so you’ll feel like you’re staying in an exclusive resort rather than a hotel. You won’t have any excuse for not keeping up with your workout routine!

If you’re looking for 4 star hotels in Kent Island, you’ll find the most bang for your buck by booking your stay with Travelocity. Go explore a new city, and know you’re getting the best deal on a great hotel with the Travelocity Price Guarantee.

Recent Kent Island hotel reviews by fellow wanderers

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