Highland Beach Hotels

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Top 10 trending Highland Beach hotels

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (879)
"Great stay beautiful view"
The price is P7,251
P8,049 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (603)
"Great place to stay. "
The price is P9,078
P10,077 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (982)
"Friendly staff, nice environment"
The price is P8,739
P9,700 total
includes taxes & fees
Aug 17 - Aug 18
Hilton Garden Inn Kent Island Marina

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1005)
"All around a good place to rest"
The price is P5,474
P6,076 total
includes taxes & fees
Aug 17 - Aug 18
Best Western Kent Narrows Inn

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (406)
"Staff was very polite and friendly. "
The price is P11,704
P14,444 total
includes taxes & fees
Aug 24 - Aug 25
The Inn at Chesapeake Bay Beach Club

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"The Hotel was very clean and convenient to everything that we wanted to do!!!!"
The price is P9,078
P10,349 total
includes taxes & fees
Aug 24 - Aug 25
The Westin Annapolis

Quality Inn

2.5 star property
7.8 out of 10, Good, (803)
"Conveniently located with overall great value."
The price is P5,333
P5,919 total
includes taxes & fees
Aug 10 - Aug 11
Quality Inn

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (107)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is P9,712
P12,881 total
includes taxes & fees
Sep 1 - Sep 2
Kent Island Resort

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (441)
"The staff specifically Victoria was impeccable! "
The price is P10,226
P11,658 total
includes taxes & fees
Sep 1 - Sep 2
Anchored Inn at Hidden Harbour Marina

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1001)
"Great staff! Super clean."
The price is P5,430
P6,190 total
includes taxes & fees
Aug 13 - Aug 14
Hilton Garden Inn Annapolis

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1003)
"Great place and great staff "
The price is P5,710
P6,509 total
includes taxes & fees
Aug 25 - Aug 26
Courtyard by Marriott Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (853)
" Very clean, spacious room, friendly staff"
The price is P13,540
P15,436 total
includes taxes & fees
Aug 17 - Aug 18
Annapolis Waterfront Hotel, Autograph Collection

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1000)
"Bed was very comfortable "
The price is P5,538
P6,314 total
includes taxes & fees
Aug 13 - Aug 14
Holiday Inn Express & Suites Annapolis by IHG

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great visit "
The price is P5,533
P6,307 total
includes taxes & fees
Aug 17 - Aug 18
Country Inn & Suites by Radisson, Annapolis, MD

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (851)
"Great room for a great price... Very friendly staff, too."
The price is P5,196
P5,923 total
includes taxes & fees
Sep 2 - Sep 3
Sonesta ES Suites Annapolis

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1818)
"We’ve been here a few times and continue to to love the location, staff and comfortable beds. "
Historic Inns of Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1002)
"Nice spot in a convenient but quiet area. "
The price is P6,623
P7,550 total
includes taxes & fees
Aug 28 - Aug 29
Crowne Plaza Annapolis by IHG

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1005)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is P5,739
P6,543 total
includes taxes & fees
Aug 17 - Aug 18
Hampton Inn & Suites Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (129)
"The breakfast options were amazing."
The price is P7,708
P8,787 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn & Suites By Marriott Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1001)
"The Double Tree was a great place to stay! Great location amd the staff are very pleasant and helpful! "
The price is P5,622
P6,409 total
includes taxes & fees
Aug 17 - Aug 18
DoubleTree by Hilton Hotel Annapolis
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Near an Attraction

Chesapeake Bay Bridge
Chesapeake Bay Bridge

Chesapeake Bay Bridge

Attempt the nerve-racking drive across this long and notoriously scary bridge, which provides fabulous views of Chesapeake Bay for passengers.

Sandy Point State Park
Sandy Point State Park

Sandy Point State Park

Sunbathe on the beach, enjoy unrivaled views of the Chesapeake Bay Bridge and go hiking, swimming, fishing and boating in this vast park.

Maryland State House
Maryland State House featuring heritage architecture and an administrative buidling

Maryland State House

Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

Learn more about Highland Beach

Head to Bay Ridge Beach and Maryland Quiet Waters Park—just two of the sights around Highland Beach.

Top Highland Beach Hotel Reviews

Frequently asked questions

Where is the best place for a stay in Highland Beach?

Located 3.6 mi (5.8 km) from the heart of Highland Beach, Historic Inns of Annapolis is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Graduate by Hilton Annapolis and Country Inn & Suites by Radisson, Annapolis, MD. See all available top hotels, or vacation rentals in Highland Beach.

If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?

Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland Beach.

Where can I learn more about changing or cancelling my trip to Highland Beach?

For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.

What are some accommodations with pools in Highland Beach?

Hilton Garden Inn Annapolis: 3-star hotel located near Westfield Annapolis Mall. Features free Internet, an outdoor pool, and free parking. The Westin Annapolis and Courtyard by Marriott Bowie are a couple of other choices with an onsite pool. View all hotels with pools in Highland Beach.

What is staying in Highland Beach like?

Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1210 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.

What should I see while I'm in Highland Beach?

Places to visit in the wider area include Bay Ridge Beach, Maryland Quiet Waters Park, and Annapolis Landing Marina. You'll also find Annapolis Maritime Museum and Ego Alley in the area. Check out what more to see and do in Expedia's Highland Beach guide.

What's the seasonal weather like in Highland Beach?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.