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Top hotels and accommodation in Highland Beach

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (878)
"Great stay beautiful view"
The price is NZ$253
includes taxes & fees
17 Aug - 18 Aug
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 NZ$297
includes taxes & fees
21 Aug - 22 Aug
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (977)
"Great spot with beautiful views. "
The price is NZ$286
includes taxes & fees
1 Sept - 2 Sept
Hilton Garden Inn Kent Island Marina

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"All around a good place to rest"
The price is NZ$204
includes taxes & fees
17 Aug - 18 Aug
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 NZ$426
includes taxes & fees
24 Aug - 25 Aug
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 NZ$305
includes taxes & fees
13 Aug - 14 Aug
The Westin Annapolis

Quality Inn

2.5 star property
7.8 out of 10, Good, (802)
"Conveniently located with overall great value."
The price is NZ$183
includes taxes & fees
10 Aug - 11 Aug
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 NZ$380
includes taxes & fees
1 Sept - 2 Sept
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 NZ$344
includes taxes & fees
1 Sept - 2 Sept
Anchored Inn at Hidden Harbour Marina

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1000)
"Great staff! Super clean."
The price is NZ$183
includes taxes & fees
12 Aug - 13 Aug
Hilton Garden Inn Annapolis

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1001)
"Great place and great staff "
The price is NZ$192
includes taxes & fees
25 Aug - 26 Aug
Courtyard by Marriott Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (852)
"Front desk staff was very friendly and helpful."
The price is NZ$456
includes taxes & fees
17 Aug - 18 Aug
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 NZ$179
includes taxes & fees
13 Aug - 14 Aug
Holiday Inn Express & Suites Annapolis by IHG

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1001)
"Great visit "
The price is NZ$186
includes taxes & fees
13 Aug - 14 Aug
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 NZ$188
includes taxes & fees
7 Sept - 8 Sept
Sonesta ES Suites Annapolis

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1815)
"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, (1000)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is NZ$223
includes taxes & fees
28 Aug - 29 Aug
Crowne Plaza Annapolis by IHG

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1002)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is NZ$195
includes taxes & fees
14 Aug - 15 Aug
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 NZ$259
includes taxes & fees
24 Aug - 25 Aug
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 NZ$191
includes taxes & fees
17 Aug - 18 Aug
DoubleTree by Hilton Hotel Annapolis
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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Stay near top Highland Beach attractions

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 traveller data. Two other options for your stay in the area are Graduate by Hilton Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Highland Beach.

What are some of the best holiday rentals that Highland Beach has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Highland Beach is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Highland Beach.

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

Yes, most hotel room reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel 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.

What are some accommodation options 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 self-parking. The Westin Annapolis and Courtyard by Marriott Bowie are a couple of other choices that feature an on-site pool. View all hotels with pools in Highland Beach.

What is staying in Highland Beach like?

Visitors to Highland Beach will definitely find plenty to explore and enjoy. There are 1212 hotels and other accommodation options in the surrounding area. Find out more about Highland Beach.

What should I do while I'm visiting 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. Take a look at what more there is to see and do in Expedia's Highland Beach guide.

What's the seasonal weather in Highland Beach?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 4°C. Average annual precipitation for Highland Beach is 1313 mm.