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, (867)
"Great place"
The price is €112
includes taxes & fees
21 Jul - 22 Jul
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (576)
"Great place to stay. "
The price is €160
includes taxes & fees
16 Jul - 17 Jul
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (956)
"Great stay. We have stayed multiple times throughout the years and the quality has always been excellent."
The price is €143
includes taxes & fees
20 Jul - 21 Jul
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 €120
includes taxes & fees
24 Jul - 25 Jul
Best Western Kent Narrows Inn

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (400)
"Staff was very polite and friendly. "
The price is €225
includes taxes & fees
22 Jul - 23 Jul
The Inn at Chesapeake Bay Beach Club

Quality Inn

2.5 star property
7.8 out of 10, Good, (784)
"full breakfast, comfortable bed and nice pillows"
The price is €94
includes taxes & fees
3 Aug - 4 Aug
Quality Inn

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (439)
"The staff specifically Victoria was impeccable! "
The price is €235
includes taxes & fees
9 Jul - 10 Jul
Anchored Inn at Hidden Harbour Marina

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1004)
"I liked the spacious room and Jacuzzi. The free breakfast was good and staff was Amazing!"
The price is €85
includes taxes & fees
6 Aug - 7 Aug
Hilton Garden Inn Annapolis

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1002)
"Easy downtown location, walkable to waterfront and great restaurants "
The price is €159
includes taxes & fees
20 Jul - 21 Jul
The Westin 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 €361
includes taxes & fees
22 Jul - 23 Jul
Kent Island Resort

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1002)
"Pleasant stay!!"
The price is €97
includes taxes & fees
24 Jul - 25 Jul
Courtyard by Marriott Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (836)
"Front desk staff was very friendly and helpful."
The price is €209
includes taxes & fees
4 Aug - 5 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)
"Decent property "
The price is €100
includes taxes & fees
30 Jul - 31 Jul
Holiday Inn Express & Suites Annapolis by IHG

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 €98
includes taxes & fees
15 Jul - 16 Jul
Country Inn & Suites by Radisson, Annapolis, MD

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1004)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is €105
includes taxes & fees
20 Jul - 21 Jul
Crowne Plaza Annapolis by IHG

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1795)
"Wonderful stay!"
Historic Inns of Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1011)
"Excellent hospitable staff made the stay even better!"
The price is €97
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, (104)
"Wonderful stay. "
The price is €123
includes taxes & fees
13 Jul - 14 Jul
Fairfield Inn & Suites By Marriott Annapolis

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (834)
"Room was large & bed very comfortable. Very pleasant stay"
The price is €95
includes taxes & fees
20 Jul - 21 Jul
Sonesta ES Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1003)
"Clean and comfortable room a with friendly service. Also in a great location to access the surrounding area. "
The price is €87
includes taxes & fees
24 Jul - 25 Jul
Hampton Inn & Suites 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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Apartments in Highland Beach you'll enjoy

Hotels with a spa in Highland Beach may fit your trip

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.

Learn more about Highland Beach

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

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 DoubleTree by Hilton Hotel Annapolis and Graduate by Hilton 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?

The Cozy Crab- Your Charming Haven in Lovely North Beach!: This holiday home rental outside of Highland Beach offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books. 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 1211 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.