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

Kent Island 4 Stars Hotels

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Kent Island 4 Star Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for Kent Island 4-star hotels

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

1. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,012 reviews)
"A great place to stay for a visit to USNA. It has a great vibe and is very convenient."
United States
Kathleen
The price is NT$4,516
NT$5,148 total
includes taxes & fees
Nov 22 - Nov 23
Graduate by Hilton Annapolis
A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

2. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,263 reviews)
"My favorite place to stay in Annapolis"
United States
Michele
The price is NT$2,966
NT$3,381 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Hotel Annapolis
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

3. 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, (504 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is NT$6,968
NT$8,564 total
includes taxes & fees
Nov 15 - Nov 16
The Inn at Chesapeake Bay Beach Club
A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

4. The Westin Annapolis

The Westin Annapolis
4.0 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"This is a fabulous resort! Very clean, great location and the staff is great!"
United States
Bobbi
The price is NT$5,507
NT$6,278 total
includes taxes & fees
Nov 22 - Nov 23
The Westin Annapolis
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

5. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,007 reviews)
"Everything about the property is excellent"
United States
Garmai
The price is NT$4,712
NT$5,230 total
includes taxes & fees
Nov 10 - Nov 11
Rod 'N' Reel Resort
A balcony with a table set for two, overlooking a marina with boats.

6. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
Historic District
8.8 out of 10, Excellent, (1,003 reviews)
"Easy access to downtown, Great waterside restaurants."
United States
John
The price is NT$7,013
NT$7,995 total
includes taxes & fees
Nov 23 - Nov 24
Annapolis Waterfront Hotel, Autograph Collection
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

7. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (44 reviews)
"Staff, breakfast, and room were all superb!"
United States
Jeffrey
The price is NT$14,342
NT$15,776 total
includes taxes & fees
Oct 29 - Oct 30
The Oaks Waterfront
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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
The price is NT$15,789 per night from Nov 11 to Nov 12
NT$15,789
NT$17,368 total
Nov 11 - Nov 12
includes taxes & fees
9.6/10 Exceptional! (407 reviews)
Still don't see what you're looking for?
See all properties in Kent Island.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"Excellent staff & service!"
Michele 2-night trip
Posted less than an hour ago
DoubleTree by Hilton Hotel Annapolis

Explore a world of travel with Expedia