Book Hotels in Highland Beach, MD

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Top Highland Beach hotels

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

4 out of 5
126 West St Annapolis MD
$182 nightly
The price is $208 total per night from Apr 19 to Apr 20
$208 total
Apr 19 - Apr 20
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, ...
We had our small dog, and the hotel staff were great. Very pet friendly hotel, great location, and nicely appointed. I would definitely stay here again next time I am in Annapolis.

Reviewed on Apr 8, 2026

Opens in a new windowGraduate by Hilton Annapolis
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
$167 nightly
The price is $191 total per night from Apr 19 to Apr 20
$191 total
Apr 19 - Apr 20
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. ...
Good location, fair price

Reviewed on Apr 6, 2026

Opens in a new windowHistoric Inns of Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 out of 5
173 Jennifer Rd Annapolis MD
Fully refundable
$114 nightly
The price is $130 total per night from Apr 14 to Apr 15
$130 total
Apr 14 - Apr 15
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. ...
Would have been nice to know when booking (or in advance) that the jacuzzi was out of service. I was looking forward to that. For the name sake, there was nothing special about this hotel. Would have been nice to have an included breakfast for the price.

Reviewed on Apr 7, 2026

Opens in a new windowCrowne Plaza Annapolis by IHG
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
$93 nightly
The price is $106 total per night from Apr 26 to Apr 27
$106 total
Apr 26 - Apr 27
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. ...
Super spacious and clean. Would stay again

Reviewed on Apr 7, 2026

Opens in a new windowSonesta ES Suites Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4 out of 5
80 Compromise St Annapolis MD
Fully refundableReserve now, pay when you stay
$237 nightly
The price is $270 total per night from Apr 19 to Apr 20
$270 total
Apr 19 - Apr 20
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, free WiFi in public ...
All restaurants onsite were not open! We had to order from a restaurant nearby but it really was not set up properly for room service. We had to go there to order and pickup and they were not really sure of the process for hotel guests so we just paid with a separate CC. Breakfast was essentially ...

Reviewed on Mar 29, 2026

Opens in a new windowAnnapolis Waterfront Hotel, Autograph Collection
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
$119 nightly
The price is $135 total per night from Apr 12 to Apr 13
$135 total
Apr 12 - Apr 13
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 ...
Really glad I booked this hotel. It was within walking distance to main street and the dock. Very clean and safe. Breakfast was fantastic. Loved having a balcony. The only negative thing is how small their parking lot is for SUVs.

Reviewed on Apr 3, 2026

Opens in a new windowHilton Garden Inn Annapolis Downtown
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
$91 nightly
The price is $104 total per night from Apr 12 to Apr 13
$104 total
Apr 12 - Apr 13
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. ...
Thanks

Reviewed on Apr 8, 2026

Opens in a new windowDoubleTree by Hilton Hotel Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3 out of 5
2559 Riva Rd Annapolis MD
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $114 total per night from May 3 to May 4
$114 total
May 3 - May 4
Total with taxes and fees
This hotel features an indoor pool, a hot tub, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
Front of the building looks new but the inside looks very very old , like a hotel in the middle of nowhere.

Reviewed on Apr 5, 2026

Opens in a new windowCourtyard by Marriott Annapolis
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $186 total per night from Apr 23 to Apr 24
$186 total
Apr 23 - Apr 24
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax ...
Make sure to request bay front room. These are great across the hall are views of heating units and walls.

Reviewed on Apr 7, 2026

Opens in a new windowRod 'N' Reel Resort
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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 $104. 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 1,209 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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

5 out of 5
Posted 5 hours ago
Travelocity Verified Review
"We had our small dog, and the hotel staff were great. Very pet friendly hotel, great location, and nicely appointed. I would definitely stay here again next time I am in Annapolis. "
A verified traveler stayed at Graduate by Hilton Annapolis
Graduate by Hilton Annapolis

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