Hotels in Highland Beach

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Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (368 reviews)
Set on the bay, this Tilghman hotel offers waterfront relaxation with complimentary breakfast and free parking. Explore by kayak or bicycle with onsite rentals, or unwind at the marina. Each room includes convenient refrigerators and microwaves for added comfort.
The price is $100
$110 total
includes taxes & fees
Feb 9 - Feb 10
Knapps Narrows Marina & Inn
Kent Island Resort
Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (132 reviews)
The price is $108
$154 total
includes taxes & fees
Feb 9 - Feb 10
Kent Island Resort
Quality Inn Grasonville near Kent Island
Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (869 reviews)
Discover quiet comfort at this Grasonville hotel with complimentary buffet breakfast, WiFi, and parking. Take a refreshing swim in the seasonal outdoor pool after exploring nearby Chesapeake Bay Environmental Center. Friendly staff and clean rooms await just 50 minutes from BWI Airport.
The price is $85
$94 total
includes taxes & fees
Feb 10 - Feb 11
Quality Inn Grasonville near Kent Island
Wylder Tilghman Island
Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (92 reviews)
The price is $127
$184 total
includes taxes & fees
Mar 4 - Mar 5
Wylder Tilghman Island
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, (1,001 reviews)
Enjoy serene accommodations with an indoor pool and hot tub just 10 minutes from U.S. Naval Academy. This hotel offers complimentary breakfast, WiFi, and parking near Annapolis Bowl and Westfield Mall, earning praise for its helpful staff and quiet atmosphere.
The price is $94
$107 total
includes taxes & fees
Feb 22 - Feb 23
Country Inn & Suites by Radisson, Annapolis, MD
Rod 'N' Reel Resort
Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,002 reviews)
The price is $113
$145 total
includes taxes & fees
Feb 16 - Feb 17
Rod 'N' Reel Resort
Anchored Inn at Hidden Harbour Marina
Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
The price is $134
$153 total
includes taxes & fees
Feb 11 - Feb 12
Anchored Inn at Hidden Harbour Marina
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, (1,001 reviews)
Wake up to a complimentary buffet breakfast at this conveniently located hotel near U.S. Naval Academy. Enjoy free WiFi and parking while exploring nearby restaurants and shops. The 24-hour fitness center keeps your routine intact during your stay.
The price is $88
$100 total
includes taxes & fees
Feb 10 - Feb 11
Holiday Inn Express & Suites Annapolis by IHG
Comfort Inn Conference Center
Comfort Inn Conference Center
2.5 star property
Bowie
9.2 out of 10, Wonderful, (1,001 reviews)
Tucked away in Bowie with easy access to shopping and restaurants, this hotel offers a seasonal outdoor pool and 24-hour fitness center. Enjoy American cuisine at Chessies Chesapeake Grill after exploring nearby Prince George's Stadium.
The price is $98
$111 total
includes taxes & fees
Feb 10 - Feb 11
Comfort Inn Conference Center
Fairfield Inn & Suites By Marriott Annapolis
Fairfield Inn & Suites By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (173 reviews)
This Annapolis hotel offers easy access to Navy-Marine Corps Memorial Stadium and Civil Rights Plaque. Unwind at the bar after a workout, enjoy complimentary WiFi, and start your day with free breakfast. Just a 5-minute drive from the Naval Academy.
The price is $101
$115 total
includes taxes & fees
Feb 12 - Feb 13
Fairfield Inn & Suites By Marriott Annapolis
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,004 reviews)
The price is $84
$96 total
includes taxes & fees
Feb 23 - Feb 24
SpringHill Suites by Marriott Annapolis
Microtel Inn & Suites by Wyndham Gambrills
Microtel Inn & Suites by Wyndham Gambrills
2.0 star property
Gambrills
9.0 out of 10, Wonderful, (1,011 reviews)
Wake up to complimentary continental breakfast at this Gambrills hotel where clean rooms and attentive staff earn top marks. Free WiFi and parking add value, while nearby attractions like Walden Golf Club provide entertainment options just minutes away.
The price is $85
$97 total
includes taxes & fees
Mar 8 - Mar 9
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)
Embrace coastal charm at this hotel in Grasonville, where superior rooms frame magical sunset vistas over the water. After exploring nearby walking trails, unwind in the indoor pool, hot tub, or sauna. Free breakfast fuels adventures to local restaurants.
The price is $83
$93 total
includes taxes & fees
Feb 15 - Feb 16
Best Western Kent Narrows Inn
Residence Inn By Marriott Annapolis
Residence Inn By Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (59 reviews)
Discover comfort at this Annapolis hotel, just 5 minutes from the U.S. Naval Academy. Start your day with a complimentary buffet breakfast before exploring nearby attractions like Navy-Marine Corps Memorial Stadium. Unwind with a drink at the bar after your adventures.
The price is $127
$145 total
includes taxes & fees
Feb 12 - Feb 13
Residence Inn By Marriott Annapolis
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, (434 reviews)
Escape to this serene Chesapeake retreat featuring an outdoor pool and indulgent spa treatments. Just minutes from Northern Chesapeake Bay and Paul Reed Smith Guitars, the hotel offers a cafe, 24-hour fitness center, and attentive staff that guests consistently praise.
The price is $156
$199 total
includes taxes & fees
Feb 9 - Feb 10
The Inn at Chesapeake Bay Beach Club
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
Edgewater
8.8 out of 10, Excellent, (985 reviews)
A serene escape with 24-hour fitness center and seasonal outdoor pool near Annapolis Harbor Center. Close to shopping and restaurants with highway convenience, these suites offer free breakfast and WiFi for both business and leisure travelers.
The price is $91
$104 total
includes taxes & fees
Mar 1 - Mar 2
Sonesta ES Suites Annapolis
St Michaels Inn
St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
Escape to this quiet retreat with hiking trails and a garden terrace. Just minutes from Saint Michaels Village and Classic Motor Museum, this hotel offers free breakfast, WiFi and parking. Guests consistently praise the helpful staff and clean accommodations.
The price is $106
$116 total
includes taxes & fees
Feb 9 - Feb 10
St Michaels Inn
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, (959 reviews)
Wake up to tranquil Chesapeake Bay vistas at this quiet waterfront retreat. Steps from the scenic bike trail with an inviting seasonal pool for afternoon dips. Complimentary breakfast fuels adventures to nearby Environmental Center and Queenstown Harbor Golf Club.
The price is $112
$124 total
includes taxes & fees
Feb 22 - Feb 23
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, (1,004 reviews)
Explore downtown Annapolis from this stylish Art Deco hotel with Kitchen on West St serving regional cuisine. The 24-hour fitness center, in-room refrigerators, and microwaves enhance your stay near Annapolis Civil Rights Plaque.
The price is $100
$114 total
includes taxes & fees
Feb 12 - Feb 13
Hilton Garden Inn Annapolis Downtown
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,003 reviews)
Just a 5-minute drive from U.S. Naval Academy, this hotel offers a 24-hour fitness center and Ports of Call restaurant. Annapolis Harbor Center and Westfield Mall are nearby, with free WiFi and parking for your convenience.
The price is $83
$94 total
includes taxes & fees
Feb 22 - Feb 23
DoubleTree by Hilton Hotel Annapolis
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.