Find hotels in Highland Beach, MD from ¥11,421

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Compare 1,227 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (894)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is ¥20,440
¥22,688 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express Annapolis East-Kent Island by IHG

St Michaels Inn

2.5 star property
8.2 out of 10, Very Good, (1000)
"Great place to stay"
The price is ¥13,464
¥14,811 total
includes taxes & fees
Oct 1 - Oct 2
St Michaels Inn

Quality Inn

2.5 star property
7.8 out of 10, Good, (819)
"Conveniently located with overall great value."
The price is ¥14,373
¥15,955 total
includes taxes & fees
Sep 9 - Sep 10
Quality Inn

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1028)
"It was a nice stay "
The price is ¥14,571
¥16,465 total
includes taxes & fees
Sep 7 - Sep 8
Comfort Inn Conference Center

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1020)
"Reasonable priced nice clean hotel, loved the room and the location!"
The price is ¥11,421
¥13,021 total
includes taxes & fees
Sep 16 - Sep 17
Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very Good, (1004)
"Excellent location"
The price is ¥15,996
¥17,756 total
includes taxes & fees
Sep 14 - Sep 15
Best Western Kent Narrows Inn

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 ¥22,850
¥25,364 total
includes taxes & fees
Sep 3 - Sep 4
Mariners Motel

Inn at Haven Harbour

3.0 star property
8.0 out of 10, Very Good, (3)
"Steps to the 3rd floor attic Low headroom every where 4' to 5' headroom in front of the toilet 8 yr old banged his head Everything was good except the very small room Don't rent this room unless you're 4' tall I'm surprised it passed inspection "
The price is ¥29,113
¥35,583 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Haven Harbour

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (67)
"Good service and good options to enjoy the stays. "
The price is ¥24,929
¥33,898 total
includes taxes & fees
Sep 18 - Sep 19
Wylder Tilghman Island

Red Roof Inn Annapolis

2.0 star property
7.2 out of 10, Good, (381)
"I liked the landscaping, the greeting of the lobby staff upon check in, and 2 staff members in the lobby when checking out. The room was very nice and quiet. I am very pleased with this hotel. Thank you for making my stay great."
The price is ¥11,186
¥12,752 total
includes taxes & fees
Sep 3 - Sep 4
Red Roof Inn Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1003)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is ¥16,779
¥19,128 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express & Suites Annapolis by IHG

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1024)
"Nice location. "
The price is ¥14,874
¥16,956 total
includes taxes & fees
Sep 17 - Sep 18
Country Inn & Suites by Radisson, Annapolis, MD

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very Good, (1008)
"Great place to stay."
The price is ¥19,325
¥24,391 total
includes taxes & fees
Sep 10 - Sep 11
Rod 'N' Reel Resort

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1010)
"Clean room, Good breakfast and friendly staff."
The price is ¥16,764
¥19,111 total
includes taxes & fees
Sep 15 - Sep 16
SpringHill Suites by Marriott Annapolis

Anchored Inn at Hidden Harbour Marina

2.5 star property
9.4 out of 10, Exceptional, (447)
"The staff specifically Victoria was impeccable! "
The price is ¥26,337
¥30,025 total
includes taxes & fees
Sep 10 - Sep 11
Anchored Inn at Hidden Harbour Marina

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (523)
"Beautiful property and lovely hosts."
The price is ¥26,492
¥30,201 total
includes taxes & fees
Oct 2 - Oct 3
Laurel Grove Inn on the South

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (619)
"Great location"
The price is ¥23,381
¥25,953 total
includes taxes & fees
Sep 14 - Sep 15
Hyatt Place Kent Narrows & Marina

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (111)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is ¥29,009
¥37,775 total
includes taxes & fees
Sep 21 - Sep 22
Kent Island Resort

The Tilghman Island Inn

3.5 star property
9.8 out of 10, Exceptional, (105)
"Great staff and food!"
The price is ¥31,616
¥34,778 total
includes taxes & fees
Sep 14 - Sep 15
The Tilghman Island Inn

Inn at Huntingfield Creek

3.5 star property
10.0 out of 10, Exceptional, (53)
"Everything was lovely. Our cottage private and very nice. Breakfast delicious. Close to town. "
Inn at Huntingfield Creek
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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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.

What are some of the best vacation rentals in Highland Beach?

Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably: This vacation home rental near Highland Beach offers a balcony, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all 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 is staying in Highland Beach like?

Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1229 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.