Book Hotels in Highland Beach, MD

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Top Highland Beach hotels

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3 out of 5
3028 KENT NARROW WAY S, Grasonville, MD
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $165 total per night from Oct 27 to Oct 28
$165 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Nice location and restaurants galore in area."

Reviewed on Oct 15, 2025

Opens in a new windowHyatt Place Kent Narrows & Marina
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St, Annapolis, MD
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $177 total per night from Nov 10 to Nov 11
$177 total
Nov 10 - Nov 11
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
"Cute decor"

Reviewed on Oct 14, 2025

Opens in a new windowGraduate by Hilton Annapolis
Comfort Inn Conference Center

Comfort Inn Conference Center

2.5 out of 5
4500 Crain Hwy, Bowie, MD
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $112 total per night from Oct 27 to Oct 28
$112 total
Oct 27 - Oct 28
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"This place was so clean & comfortable. The beds were Amazing. 10 out of 10 for everything. The staff was absolutely Awesome."

Reviewed on Oct 14, 2025

Opens in a new windowComfort Inn Conference Center
Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2 out of 5
2525 Evergreen Rd., Gambrills, MD
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Nov 16 to Nov 17
$90 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Staff at the 24-hour ...
"Great!"

Reviewed on Oct 18, 2025

Opens in a new windowMicrotel Inn & Suites by Wyndham Gambrills
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $166 total per night from Nov 2 to Nov 3
$166 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. ...
"Loved everything. Perfect location right on the main drag"

Reviewed on Oct 20, 2025

Opens in a new windowHistoric Inns of Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3 out of 5
170 Admiral Cochrane Dr, Edgewater, MD
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Nov 16 to Nov 17
$90 total
Nov 16 - Nov 17
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"The 2 bedroom suite was wonderful, and loved the fact that each room had its own bathroom. The kitchenette was great also. Only drawback was getting back later in the evening after a concert, was a bit sketchy as there was a woman just hanging around outside the building, unsure if homeless or not ..."

Reviewed on Oct 18, 2025

Opens in a new windowSonesta ES Suites Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd, Annapolis, MD
Fully refundable
$100 nightly
The price is $114 total per night from Nov 2 to Nov 3
$114 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"The room was very clean but the mattress not so great. I found hair on the sheets"

Reviewed on Oct 15, 2025

Opens in a new windowCrowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4 out of 5
210 Holiday Court, Annapolis, MD
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $117 total per night from Nov 18 to Nov 19
$117 total
Nov 18 - Nov 19
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Hcjf"

Reviewed on Oct 19, 2025

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3 out of 5
174 West Street, Annapolis, MD
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $111 total per night from Nov 3 to Nov 4
$111 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and ...
"Nice rooms."

Reviewed on Oct 19, 2025

Opens in a new windowHilton Garden Inn Annapolis Downtown
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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.

Frequently asked questions

What are the top kid-friendly hotels in Highland Beach?
Take some of the trials out of traveling with young ones by staying in a family-friendly Highland Beach hotel. From special amenities to extra services, these properties come with perks that'll make your visit smooth sailing: NEW, waterfront, private house 5BR 4BA will help make your vacation the most memorable one yet. It comes with plenty of nice touches, such as cycling and animal viewing activities. Otherwise, spend your Highland Beach getaway at Waterfront Chesapeake Cottage in Oyster Bay - Dock. Make the most of a nearby beach, a deck and more here.
Where can I find cheap hotels in Highland Beach?
At Travelocity you'll find really nice hotels in Highland Beach at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Highland Beach rather than in Highland Beach. We may find you even better rates, too.
How do I find the best Highland Beach hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Highland Beach then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Highland Beach?
The cheapest hotel in Highland Beach is $90. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Highland Beach?
There are 1,236 hotels in Highland Beach on Travelocity.
What are the best hotels in Highland Beach?
Highland Beach has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Highland Beach for you!
When is the best time to visit Highland Beach?
If you want the joy of a fun-filled trip in peak season, visit Highland Beach during March, July and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as January, October and December.
When is the cheapest time to stay in Highland Beach?
Based on historic data is usually the cheapest month to visit Highland Beach. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Highland Beach?
There are multiple hotels in Highland Beach that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Highland Beach. We have plenty of kid-friendly hotels in Highland Beach to choose from on Travelocity!
Why book a hotel in Highland Beach through Travelocity?
Because we have the top hotels in Highland Beach! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Highland Beach on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Highland Beach hotel reviews by fellow wanderers

Historic Inns of Annapolis

Historic Inns of Annapolis

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Loved everything. Perfect location right on the main drag "
A verified traveler stayed at Historic Inns of Annapolis
Historic Inns of Annapolis

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