Find hotels in Highland Beach, MD from ฿2,452
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Highland Beach
Family friendly
Check prices for these dates
Our top choices for Highland Beach hotels

Rod 'N' Reel Resort
Rod 'N' Reel ResortChesapeake Beach
8.4 out of 10, Very good, (1,000 reviews)
The price is ฿2,372
฿3,260 total
includes taxes & fees
15 Jan - 16 Jan

Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnTilghman
9.4 out of 10, Exceptional, (365 reviews)
The price is ฿3,133
฿3,446 total
includes taxes & fees
11 Jan - 12 Jan

St Michaels Inn
St Michaels InnSt. Michaels
8.2 out of 10, Very good, (1,000 reviews)
The price is ฿3,151
฿3,466 total
includes taxes & fees
18 Jan - 19 Jan

DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel AnnapolisAnnapolis
8.6 out of 10, Excellent, (1,004 reviews)
The price is ฿2,366
฿2,697 total
includes taxes & fees
8 Feb - 9 Feb

Kent Island Resort
Kent Island ResortStevensville
9.2 out of 10, Wonderful, (130 reviews)
The price is ฿3,927
฿5,456 total
includes taxes & fees
11 Jan - 12 Jan

Comfort Inn Conference Center
Comfort Inn Conference CenterBowie
9.2 out of 10, Wonderful, (1,002 reviews)
The price is ฿3,081
฿3,482 total
includes taxes & fees
2 Feb - 3 Feb

Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent IslandGrasonville
7.8 out of 10, Good, (866 reviews)
The price is ฿2,646
฿2,937 total
includes taxes & fees
10 Jan - 11 Jan

Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (948 reviews)
The price is ฿2,987
฿3,315 total
includes taxes & fees
19 Jan - 20 Jan

Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis DowntownAnnapolis
8.6 out of 10, Excellent, (1,010 reviews)
The price is ฿2,810
฿3,204 total
includes taxes & fees
8 Feb - 9 Feb

Microtel Inn & Suites by Wyndham Gambrills
Microtel Inn & Suites by Wyndham GambrillsGambrills
9.0 out of 10, Wonderful, (1,002 reviews)
The price is ฿2,431
฿2,771 total
includes taxes & fees
1 Feb - 2 Feb

Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,001 reviews)
The price is ฿2,613
฿2,901 total
includes taxes & fees
15 Jan - 16 Jan

Hilton Garden Inn Annapolis
Hilton Garden Inn AnnapolisAnnapolis
8.2 out of 10, Very good, (1,000 reviews)
The price is ฿2,533
฿2,888 total
includes taxes & fees
1 Feb - 2 Feb

Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHGAnnapolis
8.8 out of 10, Excellent, (1,001 reviews)
The price is ฿3,321
฿3,785 total
includes taxes & fees
9 Feb - 10 Feb

The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
9.4 out of 10, Exceptional, (433 reviews)
The price is ฿5,169
฿6,534 total
includes taxes & fees
20 Jan - 21 Jan

Courtyard by Marriott Annapolis
Courtyard by Marriott AnnapolisAnnapolis
8.6 out of 10, Excellent, (1,000 reviews)
The price is ฿2,641
฿3,011 total
includes taxes & fees
25 Jan - 26 Jan

Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour MarinaDeale
9.4 out of 10, Exceptional, (473 reviews)
The price is ฿4,201
฿4,789 total
includes taxes & fees
21 Jan - 22 Jan

Country Inn & Suites by Radisson, Annapolis, MD
Country Inn & Suites by Radisson, Annapolis, MDAnnapolis
9.0 out of 10, Wonderful, (1,000 reviews)
The price is ฿3,108
฿3,543 total
includes taxes & fees
9 Feb - 10 Feb

Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.6 out of 10, Exceptional, (695 reviews)
The price is ฿3,553
฿3,944 total
includes taxes & fees
19 Jan - 20 Jan

Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott AnnapolisAnnapolis
9.0 out of 10, Wonderful, (171 reviews)
The price is ฿3,446
฿3,928 total
includes taxes & fees
15 Jan - 16 Jan

Wylder Tilghman Island
Wylder Tilghman IslandTilghman
8.8 out of 10, Excellent, (91 reviews)
The price is ฿3,691
฿5,439 total
includes taxes & fees
21 Jan - 22 Jan
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Highland Beach Hotel Reviews
More cheap stays in Highland Beach

Best Western Annapolis
2520 Riva Rd Annapolis MD
The price is ฿2,151 per night from 8 Feb to 9 Feb
฿2,151
฿2,452 total
8 Feb - 9 Feb
includes taxes & fees
7.6/10 Good! (1,000 reviews)


































































