Highland Beach 4 Stars Hotels

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Check prices for these dates

Tonight
Nov 7 - Nov 8
Tomorrow
Nov 8 - Nov 9
Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22

Our top choices for Highland Beach 4-star hotels

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

1. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1,010 reviews)
"Brunch was the best we had the whole trip! Excellent food and wonderful staff."
United States
REBECCA
The price is NT$4,294
NT$4,895 total
includes taxes & fees
Nov 29 - Nov 30
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, (1,270 reviews)
"Excellent staff & service!"
United States
Michele
The price is NT$2,936
NT$3,347 total
includes taxes & fees
Nov 11 - Nov 12
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, (512 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is NT$6,070
NT$7,576 total
includes taxes & fees
Dec 2 - Dec 3
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$5,566
NT$6,345 total
includes taxes & fees
Nov 15 - Nov 16
The Westin Annapolis
The entrance to Rod N' Reel Resort with a covered walkway, a decorative fountain, and a stone wall with plants.

5. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,002 reviews)
"As far as I'm concerned one of the best places to stay in the area"
United States
Joseph
The price is NT$4,775
NT$6,397 total
includes taxes & fees
Nov 30 - Dec 1
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, (1,000 reviews)
"Staff was Great, Great Location. Nice Restaurant Bartender was great!"
United States
Donna
The price is NT$7,088
NT$8,080 total
includes taxes & fees
Nov 23 - Nov 24
Annapolis Waterfront Hotel, Autograph Collection
A modern kitchen with white cabinets, a wooden dining table set for four, and a view of the outdoors through large windows.

7. Legacy Villa

Legacy Villa
4.0 star property
Upper Marlboro
Legacy Villa

Top Highland Beach Hotel Reviews

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis

10/10 Excellent

Excellent and friendly service provided to hotel guests. From the front desk to restaurant, to housekeeping and also the Transport shuttle!
United States
Celina
Reviewed May 27, 2025
DoubleTree by Hilton Hotel Annapolis

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