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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, (870)
"Great place"
The price is NZ$221
includes taxes & fees
21 July - 22 July
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (583)
"Great place to stay. "
The price is NZ$283
includes taxes & fees
4 Aug - 5 Aug
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (959)
"Great spot with beautiful views. "
The price is NZ$283
includes taxes & fees
28 July - 29 July
Hilton Garden Inn Kent Island Marina

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1001)
"Second time staying, it’s priced right, great staff, and amazing restaurants right across the street, quiet area right by the bay bridge. "
The price is NZ$235
includes taxes & fees
24 July - 25 July
Best Western Kent Narrows Inn

Quality Inn

2.5 star property
7.8 out of 10, Good, (787)
"full breakfast, comfortable bed and nice pillows"
The price is NZ$184
includes taxes & fees
10 Aug - 11 Aug
Quality Inn

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (440)
"The staff specifically Victoria was impeccable! "
The price is NZ$462
includes taxes & fees
17 July - 18 July
Anchored Inn at Hidden Harbour Marina

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (401)
"Staff was very polite and friendly. "
The price is NZ$442
includes taxes & fees
22 July - 23 July
The Inn at Chesapeake Bay Beach Club

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1000)
"Easy downtown location, walkable to waterfront and great restaurants "
The price is NZ$304
includes taxes & fees
10 Aug - 11 Aug
The Westin Annapolis

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1000)
"I liked the spacious room and Jacuzzi. The free breakfast was good and staff was Amazing!"
The price is NZ$182
includes taxes & fees
20 July - 21 July
Hilton Garden Inn Annapolis

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (104)
"Welcoming and well-staffed property, in a lovely and tranquil setting. Staff was friendly and helpful. Restaurant/bar service and food were outstanding. Great quiet getaway weekend spot. "
The price is NZ$519
includes taxes & fees
29 July - 30 July
Kent Island Resort

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1000)
"The place was nice"
The price is NZ$191
includes taxes & fees
3 Aug - 4 Aug
Courtyard by Marriott Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1000)
"Great hotel. No bar or restaurant onsite. If you stay there go to west end sports bar. Fantastic food and bartenders!!"
The price is NZ$167
includes taxes & fees
24 July - 25 July
Holiday Inn Express & Suites Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (838)
"Front desk staff was very friendly and helpful."
The price is NZ$404
includes taxes & fees
11 Aug - 12 Aug
Annapolis Waterfront Hotel, Autograph Collection

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Great location , perfect for my family stay."
The price is NZ$193
includes taxes & fees
30 July - 31 July
Country Inn & Suites by Radisson, Annapolis, MD

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (838)
"Room was large & bed very comfortable. Very pleasant stay"
The price is NZ$187
includes taxes & fees
20 July - 21 July
Sonesta ES Suites Annapolis

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1812)
"Wonderful stay!"
Historic Inns of Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1008)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is NZ$206
includes taxes & fees
20 July - 21 July
Crowne Plaza Annapolis by IHG

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1011)
"Quiet safe great staff"
The price is NZ$174
includes taxes & fees
27 July - 28 July
Hampton Inn & Suites Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1002)
"Excellent hospitable staff made the stay even better!"
The price is NZ$198
includes taxes & fees
3 Aug - 4 Aug
DoubleTree by Hilton Hotel Annapolis

Fairfield Inn & Suites By Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (106)
"Wonderful stay. "
The price is NZ$242
includes taxes & fees
3 Aug - 4 Aug
Fairfield Inn & Suites By Marriott 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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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 1213 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.