Find hotels in Highland Beach, MD from ฿2,452

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Our top choices for Highland Beach hotels

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1,000 reviews)
"Yes, everything was spot on. Do come and stay at the Rod and Reel for any special occassion. You will be glad you can."
United States
Alfred
The price is ฿2,372
฿3,260 total
includes taxes & fees
15 Jan - 16 Jan
Rod 'N' Reel Resort

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (365 reviews)
"nice clean room staff very nice would stay again "
United States
mario
The price is ฿3,133
฿3,446 total
includes taxes & fees
11 Jan - 12 Jan
Knapps Narrows Marina & Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is ฿3,151
฿3,466 total
includes taxes & fees
18 Jan - 19 Jan
St Michaels Inn

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,004 reviews)
"Great stay "
United States
Jose Miguel
The price is ฿2,366
฿2,697 total
includes taxes & fees
8 Feb - 9 Feb
DoubleTree by Hilton Hotel Annapolis

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful and peaceful property!"
United States
Jerry
The price is ฿3,927
฿5,456 total
includes taxes & fees
11 Jan - 12 Jan
Kent Island Resort

Comfort Inn Conference Center

Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,002 reviews)
"The staff was amazing , very friendly. Rooms were very clean."
United States
Victoria
The price is ฿3,081
฿3,482 total
includes taxes & fees
2 Feb - 3 Feb
Comfort Inn Conference Center

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (866 reviews)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ฿2,646
฿2,937 total
includes taxes & fees
10 Jan - 11 Jan
Quality Inn Grasonville near Kent Island

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (948 reviews)
"Great staff, clean room, nice view!"
United States
Quiana
The price is ฿2,987
฿3,315 total
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,010 reviews)
"Great value for stay with breakfast included "
United States
Aisling
The price is ฿2,810
฿3,204 total
includes taxes & fees
8 Feb - 9 Feb
Hilton Garden Inn Annapolis Downtown

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,002 reviews)
"Very clean and wonderful staff."
United States
Christy
The price is ฿2,431
฿2,771 total
includes taxes & fees
1 Feb - 2 Feb
Microtel Inn & Suites by Wyndham Gambrills

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,001 reviews)
"Nice place "
United States
Tucker T
The price is ฿2,613
฿2,901 total
includes taxes & fees
15 Jan - 16 Jan
Best Western Kent Narrows Inn

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,000 reviews)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is ฿2,533
฿2,888 total
includes taxes & fees
1 Feb - 2 Feb
Hilton Garden Inn Annapolis

Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1,001 reviews)
"Very nice hotel. Very clean and quiet "
United States
Mary
The price is ฿3,321
฿3,785 total
includes taxes & fees
9 Feb - 10 Feb
Crowne Plaza Annapolis by IHG

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (433 reviews)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ฿5,169
฿6,534 total
includes taxes & fees
20 Jan - 21 Jan
The Inn at Chesapeake Bay Beach Club

Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1,000 reviews)
"We keep coming back to the hotel with every visit to Annapolis. "
United States
Catherine
The price is ฿2,641
฿3,011 total
includes taxes & fees
25 Jan - 26 Jan
Courtyard by Marriott Annapolis

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (473 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ฿4,201
฿4,789 total
includes taxes & fees
21 Jan - 22 Jan
Anchored Inn at Hidden Harbour Marina

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,000 reviews)
"Breakfast menu was great! Pool and hot tub were nice!"
United States
Terrence
The price is ฿3,108
฿3,543 total
includes taxes & fees
9 Feb - 10 Feb
Country Inn & Suites by Radisson, Annapolis, MD

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (695 reviews)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is ฿3,553
฿3,944 total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Kent Narrows & Marina

Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (171 reviews)
"Beautiful and very modern, breakfast was great"
United States
Dominic
The price is ฿3,446
฿3,928 total
includes taxes & fees
15 Jan - 16 Jan
Fairfield Inn & Suites By Marriott Annapolis

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
"Very relaxing stay."
United States
Anne
The price is ฿3,691
฿5,439 total
includes taxes & fees
21 Jan - 22 Jan
Wylder Tilghman Island
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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Top Highland Beach Hotel Reviews

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Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 5.6 mi (9 km) from the heart of Highland Beach, DoubleTree by Hilton Hotel 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 Historic Inns of Annapolis. 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 1216 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?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Bay Ridge Beach and Maryland Quiet Waters Park 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.