
Hotels in Highland Beach
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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, (946)
9.2/10
Wonderful
(946)
cleanliness Escape to scenic Kent Island where bay views and bike trails await your morning coffee.
The price is $87
$87
$97 total
includes taxes & fees
Jan 19 - Jan 20




DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
8.6/10
Excellent
(1003)
cleanliness Contemporary hotel near U.S. Naval Academy with fitness center and garden.
The price is $83
$83
$94 total
includes taxes & fees
Jan 5 - Jan 6




Comfort Inn Conference Center
Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1002)
9.2/10
Wonderful
(1002)
cleanliness Convenient Bowie hotel with seasonal pool and cozy dining near Allen Pond Park.
The price is $98
$98
$111 total
includes taxes & fees
Feb 2 - Feb 3




Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (691)
9.6/10
Exceptional
(691)
cleanliness Unwind along the Eastern Shore with waterfront views and indoor pool access.
The price is $134
$134
$149 total
includes taxes & fees
Jan 13 - Jan 14




Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1005)
8.4/10
Very Good
(1005)
The price is $101
$101
$132 total
includes taxes & fees
Jan 8 - Jan 9




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, (1002)
9.0/10
Wonderful
(1002)
cleanliness Country Inn and Suites provides peaceful stays near Annapolis attractions.
The price is $94
$94
$107 total
includes taxes & fees
Jan 8 - Jan 9




Best Western Annapolis
Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1003)
7.8/10
Good
(1003)
The price is $72
$72
$82 total
includes taxes & fees
Jan 10 - Jan 11




Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
7.8/10
Good
(863)
cleanliness A peaceful stay near Chesapeake Bay with free breakfast and outdoor pool.
The price is $84
$84
$93 total
includes taxes & fees
Jan 19 - Jan 20




Kent Island Resort
Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
9.2/10
Wonderful
(130)
The price is $120
$120
$168 total
includes taxes & fees
Jan 4 - Jan 5




Microtel Inn & Suites by Wyndham Gambrills
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1010)
9.0/10
Wonderful
(1010)
cleanliness Modern lodgings with convenient free parking near Regal Waugh Chapel.
The price is $76
$76
$87 total
includes taxes & fees
Jan 26 - Jan 27




Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
8.6/10
Excellent
(1007)
cleanliness Centrally located hotel near U.S. Naval Academy with Art Deco design and fitness.
The price is $83
$83
$95 total
includes taxes & fees
Jan 15 - Jan 16




Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1000)
8.2/10
Very Good
(1000)
The price is $81
$81
$92 total
includes taxes & fees
Feb 1 - Feb 2




Hampton Inn & Suites Annapolis
Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1008)
8.2/10
Very Good
(1008)
cleanliness Enjoy Naval Academy access and seasonal outdoor swim in Maryland's historic capital.
The price is $85
$85
$97 total
includes taxes & fees
Jan 8 - Jan 9




Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
8.6/10
Excellent
(1003)
cleanliness Explore Annapolis from a convenient location with an indoor pool and bistro.
The price is $84
$84
$96 total
includes taxes & fees
Jan 19 - Jan 20




Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1002)
8.2/10
Very Good
(1002)
cleanliness Experience Annapolis with effortless access to Naval Academy and local dining spots.
The price is $80
$80
$91 total
includes taxes & fees
Jan 10 - Jan 11




Graduate by Hilton Annapolis
Graduate by Hilton Annapolis
4.0 star property
Annapolis
9.4 out of 10, Exceptional, (1003)
9.4/10
Exceptional
(1003)
cleanliness Relaxing retreat minutes from U.S. Naval Academy with on-site Trophy Room dining.
The price is $147
$147
$167 total
includes taxes & fees
Jan 9 - Jan 10




Best Western Kent Narrows Inn
Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1002)
8.0/10
Very Good
(1002)
cleanliness Waterfront hotel with stunning sunset views and indoor pool near hiking trails.
The price is $75
$75
$83 total
includes taxes & fees
Jan 8 - Jan 9




Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
Annapolis
8.8 out of 10, Excellent, (1016)
8.8/10
Excellent
(1016)
cleanliness Central location near shopping malls, with a relaxing indoor pool and welcoming staff.
The price is $106
$106
$121 total
includes taxes & fees
Feb 1 - Feb 2




The Westin Annapolis
The Westin Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
8.6/10
Excellent
(1001)
cleanliness Luxurious spa escape near U.S. Naval Academy with attentive service.
The price is $139
$139
$158 total
includes taxes & fees
Jan 3 - Jan 4




St Michaels Inn
St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1001)
8.2/10
Very Good
(1001)
cleanliness Relax in a peaceful inn near St. Michaels Village with a seasonal outdoor pool.
The price is $101
$101
$111 total
includes taxes & fees
Jan 4 - Jan 5
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.
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
What accommodations do travelers recommend in Highland Beach?
Can I book a refundable hotel in Highland Beach?
If you're looking for the flexibility to change your travel plans to Highland Beach, most accommodations offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Highland Beach be like during my visit?
July and August are typically the warmest months in Highland Beach when the average temp is 75°F. January and February are the coldest months when the average temperature is 40°F. July and September are the months with the most rain.
Why should I book my Highland Beach accommodation with Hotels.com?
There are lots of reasons to book your Highland Beach trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.