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17 July - 18 July
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18 July - 19 July
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18 July - 20 July
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25 July - 27 July

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Top hotels and accommodation in Highland Beach

St Michaels Inn
Stately building with a covered entrance and porch, set amidst a well-manicured lawn.

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Great spot to be close to town for a modest price. "
The price is AU$187
includes taxes & fees
21 July - 22 July
St Michaels Inn
The Wildset
Relax in a spacious room with a large bed and sliding glass door leading to a balcony with a view.

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (337)
"The room was lovely - comfortable beds, it bathroom, nice toiletries. It’s quiet yet right in the center of town so you can walk to all the shops and restaurants. "
The price is AU$366
includes taxes & fees
21 July - 22 July
The Wildset
Inn at Perry Cabin
Enjoy a romantic meal for two in our serene outdoor dining area, surrounded by a tranquil pool.

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (355)
"Grounds are beautiful. Staff very friendly and attentive "
The price is AU$1,060
includes taxes & fees
24 July - 25 July
Inn at Perry Cabin
Parsonage Inn
Experience the charm of this historic bed and breakfast, featuring a traditional gabled roof and wrap-around porch.

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (128)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is AU$438
includes taxes & fees
21 July - 22 July
Parsonage Inn
George Brooks House B&B
Enjoy a relaxing stay in this two-story house with a spacious patio area and a swimming pool perfect for leisure activities.

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is AU$410
includes taxes & fees
21 July - 22 July
George Brooks House B&B
Quality Inn
Relax in a comfortable seating area with a sofa and armchairs, and enjoy a view of the outside from the large window.

Quality Inn

2.5 star property
7.8 out of 10, Good, (789)
"full breakfast, comfortable bed and nice pillows"
The price is AU$169
includes taxes & fees
17 Aug - 18 Aug
Quality Inn
Hilton Garden Inn Kent Island Marina
Relax on the outdoor terrace with a view of the marina, surrounded by wicker furniture and beautiful flowers.

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (960)
"Great spot with beautiful views. "
The price is AU$260
includes taxes & fees
28 July - 29 July
Hilton Garden Inn Kent Island Marina
Holiday Inn Express Annapolis East-Kent Island by IHG
Welcome to the Holiday Inn Express, where guests can check in and enjoy a convenient stay.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (873)
"Great place"
The price is AU$216
includes taxes & fees
3 Aug - 4 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn
Two single beds with white linens and dark wood headboard, flat-screen TV, and a dresser with drawers.

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1004)
"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 AU$214
includes taxes & fees
10 Aug - 11 Aug
Best Western Kent Narrows Inn
Hyatt Place Kent Narrows & Marina
Relax by the fire pit in this scenic waterfront seating area, overlooking the marina with boats docked.

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (587)
"Great place to stay. "
The price is AU$259
includes taxes & fees
4 Aug - 5 Aug
Hyatt Place Kent Narrows & Marina
Inn at Huntingfield Creek
Relax on the lakeside deck with a comfortable lounge chair, surrounded by lush greenery.

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (52)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
Mariners Motel
Docked in the marina, a sleek yacht awaits your arrival.

Mariners Motel

2.0 star property
9.4 out of 10, Exceptional, (89)
"Very nice old school motel just about on the water in Rock Hall. Perfect if you’re in town for marina stuff. "
The price is AU$264
includes taxes & fees
20 July - 21 July
Mariners Motel
Inn at Haven Harbour
View from property

Inn at Haven Harbour

3.0 star property
The price is AU$449
includes taxes & fees
20 July - 21 July
Inn at Haven Harbour
Knapps Narrows Marina & Inn
Boats dock at the marina, surrounded by lush greenery and a building with a sloping roof.

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (334)
"Extremely clean, wonderful place "
The price is AU$270
includes taxes & fees
20 July - 21 July
Knapps Narrows Marina & Inn
Wylder Tilghman Island
Relax by the serene pool surrounded by comfortable sun loungers and umbrellas, set in an and secure area.

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (52)
"Excellent stay. Very relaxing and great facilities."
The price is AU$348
includes taxes & fees
11 Aug - 12 Aug
Wylder Tilghman Island
The Tilghman Island Inn
Enjoy al fresco dining with a view of the water and a warm fire pit.

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (96)
"What a great surprise! A great Inn "
The price is AU$379
includes taxes & fees
23 July - 24 July
The Tilghman Island Inn
Kent Island Resort
Surrounded by lush greenery and a serene lake, this historic property offers a picturesque setting with a spacious parking area and a circular driveway.

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (105)
"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 AU$450
includes taxes & fees
4 Aug - 5 Aug
Kent Island Resort
The Inn at Chesapeake Bay Beach Club
Welcome to our hotel, featuring a modern entrance with a covered area and lush greenery.

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 AU$405
includes taxes & fees
22 July - 23 July
The Inn at Chesapeake Bay Beach Club
Rod 'N' Reel Resort
Enjoy the serene waterfront view from this deck, featuring a picnic table and two Adirondack chairs.

Rod 'N' Reel Resort

4.0 star property
8.2 out of 10, Very good, (1002)
"Lovely place"
The price is AU$351
includes taxes & fees
20 July - 21 July
Rod 'N' Reel Resort
Inn at Horn Point
Relax on the shore with two comfortable chairs and a small table, overlooking the calm waters and a picturesque pier.

Inn at Horn Point

3.0 star property
9.4 out of 10, Exceptional, (19)
"Family owned with care and pride. Excellent food and recommendations for other restaurants and activities. "
The price is AU$601
includes taxes & fees
4 Aug - 5 Aug
Inn at Horn Point
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.

See all hotels in Highland Beach

Top Highland Beach Hotel Reviews

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Older hotel. Need to upgrade beds. Appreciated updated bathrooms. Good breakfast. Helpful front desk."
Mike 4-night trip
Posted 1 day ago
Country Inn & Suites by Radisson, Annapolis, MD

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.