Book Hotels in Highland Beach, MD
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Top Highland Beach hotels

Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is $188 total per night from May 3 to May 4
$188 total
per night
May 3 - May 4
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, ...
Been there before and nothing has changed. Classy place. Would recommend. Only negative was the air conditioning in room 417 was quite noisy
Reviewed on Apr 24, 2026

Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is $215 total per night from May 25 to May 26
$215 total
per night
May 25 - May 26
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. ...
We used Vallet parking and Inn transportation to other parts of town. It would be convenient to have a small breakfast at the hotel.
Reviewed on Apr 24, 2026

Country Inn & Suites by Radisson, Annapolis, MD
2600 Housley Road Annapolis MD
Fully refundable
The price is $115 total per night from May 3 to May 4
$115 total
per night
May 3 - May 4
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot ...
Stayed for two nights and will definitely stay again. Clean, quiet and staff were great. Breakfast was good also.
Reviewed on Apr 23, 2026

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
Fully refundableReserve now, pay when you stay
The price is $114 total per night from May 7 to May 8
$114 total
per night
May 7 - May 8
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
Mattress was very high at the head and foot and along one side and the rest sagged making it difficult for wheelchair bound guest.
Reviewed on Apr 22, 2026

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
Fully refundableReserve now, pay when you stay
The price is $130 total per night from May 3 to May 4
$130 total
per night
May 3 - May 4
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. ...
Clean, friendly staff
Reviewed on Apr 24, 2026

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
The price is $145 total per night from May 3 to May 4
$145 total
per night
May 3 - May 4
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
Room very clean. Air conditioning unit worked but was extremely loud while turning on and off. Didn’t regulate very well. Breakfast was great bar was adequate. Wished it opened earlier than 5. All staff considerate and professional. All greeted us throughout our stay.
Reviewed on Apr 22, 2026

Courtyard by Marriott Annapolis
2559 Riva Rd Annapolis MD
Fully refundableReserve now, pay when you stay
The price is $121 total per night from May 10 to May 11
$121 total
per night
May 10 - May 11
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Bar area very nice and relaxed.
Reviewed on Apr 24, 2026

Hilton Garden Inn Annapolis Downtown
174 West Street Annapolis MD
Fully refundableReserve now, pay when you stay
The price is $131 total per night from May 3 to May 4
$131 total
per night
May 3 - May 4
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
Everithing was so good , the room.so clean , the location was perfect
Reviewed on Apr 18, 2026

Rod 'N' Reel Resort
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
The price is $177 total per night from May 10 to May 11
$177 total
per night
May 10 - May 11
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 ...
Always my favorite.. love thos place
Reviewed on Apr 20, 2026
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.
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Recent Highland Beach hotel reviews by fellow wanderers

DoubleTree by Hilton Hotel Annapolis
4 out of 5
Posted 12 hours ago
Travelocity Verified Review
"Clean, friendly staff"
A verified traveler stayed at DoubleTree by Hilton Hotel Annapolis
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