Find hotels in Highland Beach, MD from ฿2,463

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Top 10 Highland Beach hotels and places to stay

Our top choices for Highland Beach hotels

Comfort Inn Conference Center

2.5 star property
9.0 out of 10, Wonderful, (1010)
"The staff was very pleasant, and it was great to stay somewhere that still has room service! Comfortable beds, good location."
The price is ฿3,208
฿3,625 total
includes taxes & fees
27 Aug - 28 Aug
Comfort Inn Conference Center

Quality Inn

2.5 star property
7.8 out of 10, Good, (816)
"Conveniently located with overall great value."
The price is ฿3,167
฿3,515 total
includes taxes & fees
17 Sept - 18 Sept
Quality Inn

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 ฿6,787
฿8,253 total
includes taxes & fees
26 Aug - 27 Aug
Inn at Haven Harbour

Microtel Inn & Suites by Wyndham Gambrills

2.0 star property
9.0 out of 10, Wonderful, (1005)
"Great place to stay "
The price is ฿2,463
฿2,808 total
includes taxes & fees
1 Sept - 2 Sept
Microtel Inn & Suites by Wyndham Gambrills

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 ฿5,031
฿5,585 total
includes taxes & fees
26 Aug - 27 Aug
Mariners Motel

Best Western Kent Narrows Inn

2.5 star property
8.2 out of 10, Very good, (1002)
"Excellent location"
The price is ฿3,303
฿3,666 total
includes taxes & fees
1 Sept - 2 Sept
Best Western Kent Narrows Inn

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1006)
"Great place to stay"
The price is ฿3,260
฿3,586 total
includes taxes & fees
1 Sept - 2 Sept
St Michaels Inn

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1001)
"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 ฿3,565
฿4,064 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express & Suites Annapolis by IHG

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (866)
"Great room for a great price... Very friendly staff, too."
The price is ฿3,176
฿3,621 total
includes taxes & fees
15 Sept - 16 Sept
Sonesta ES Suites Annapolis

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (63)
"Good service and good options to enjoy the stays. "
The price is ฿5,489
฿7,464 total
includes taxes & fees
18 Sept - 19 Sept
Wylder Tilghman Island

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (893)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is ฿4,375
฿4,856 total
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Annapolis

2.5 star property
7.8 out of 10, Good, (1006)
"Very nice property new rooms "
The price is ฿2,538
฿2,893 total
includes taxes & fees
28 Aug - 29 Aug
Best Western Annapolis

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (361)
"Fantastic place for a couple getaway. "
The price is ฿6,971
฿8,381 total
includes taxes & fees
26 Aug - 27 Aug
The Wildset

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Great place"
The price is ฿3,554
฿4,051 total
includes taxes & fees
1 Sept - 2 Sept
SpringHill Suites by Marriott Annapolis

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (520)
"Beautiful property and lovely hosts."
The price is ฿5,833
฿6,650 total
includes taxes & fees
24 Sept - 25 Sept
Laurel Grove Inn on the South

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 ฿5,329
฿7,100 total
includes taxes & fees
26 Aug - 27 Aug
Kent Island Resort

Rod 'N' Reel Resort

4.0 star property
8.4 out of 10, Very good, (1007)
"Great place to stay."
The price is ฿4,346
฿5,472 total
includes taxes & fees
26 Aug - 27 Aug
Rod 'N' Reel Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (412)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is ฿7,292
฿8,918 total
includes taxes & fees
1 Sept - 2 Sept
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Annapolis Downtown

3.0 star property
8.6 out of 10, Excellent, (1003)
"Really nice place to stay and enjoy Annapolis "
The price is ฿3,321
฿3,785 total
includes taxes & fees
27 Aug - 28 Aug
Hilton Garden Inn Annapolis Downtown

Country Inn & Suites by Radisson, Annapolis, MD

3.0 star property
9.0 out of 10, Wonderful, (1014)
"Clean nice and breakfast was included which was a plus. Staff was very nice. "
The price is ฿3,278
฿3,737 total
includes taxes & fees
1 Sept - 2 Sept
Country Inn & Suites by Radisson, Annapolis, MD
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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Accommodation near Highland Beach attractions

Maryland State House
Maryland State House showing heritage architecture and an administrative building

Maryland State House

Appreciate the superb architecture and fascinating history of America’s first peacetime capitol and the oldest state capitol still in legislative use.

Navy-Marine Corps Memorial Stadium

Navy-Marine Corps Memorial Stadium

Catch an event at Navy-Marine Corps Memorial Stadium during your trip to Annapolis. Stroll along the waterfront or visit the shops in the area.

Learn more about Highland Beach

This historic African American beach town offers peaceful Chesapeake Bay shorelines perfect for swimming and kayaking. Visit nearby Annapolis for its Naval Academy tours or explore Twin Oaks, Highland Beach's Frederick Douglass family summer home.

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 Country Inn & Suites by Radisson, Annapolis, MD. See all available top hotels, or 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 is staying in Highland Beach like?

Visitors to Highland Beach will definitely find plenty to explore and enjoy. There are 1215 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.