Default HTG hotel image

Find hotels in Highland Beach, MD from AED 335

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
16 Aug - 17 Aug
Tomorrow
17 Aug - 18 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

Filter by

Star rating

Guest rating

Our top choices for Highland Beach hotels

Hotel
Annapolis Harbor Center Shopping Center
Breakfast included
Bed & breakfast
Pet friendly
Premium bedding, down comforters, pillowtop beds, in-room safe
Room, 1 King Bed | Premium bedding, down comforters, pillowtop beds, in-room safe
Exterior
View from property

1. Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection
Historic District
United States
Ronnie
AED 761
AED 868 total
includes taxes & fees
23 Aug - 24 Aug
Annapolis Waterfront Hotel, Autograph Collection
Exterior
Presidential Single Room, 1 King Bed, Bathtub, Harbor View | Living area | 40-inch Smart TV with digital channels, TV, streaming services
Dining
Exterior

2. 134 Prince - Luxury Boutique Hotel

134 Prince - Luxury Boutique Hotel
Annapolis
United States
Chris
AED 783
AED 893 total
includes taxes & fees
17 Aug - 18 Aug
134 Prince - Luxury Boutique Hotel
Lobby lounge
Point of interest
Chesapeake Suite | Frette Italian sheets, premium bedding, memory foam beds
Lobby lounge

3. Flag House Inn

Flag House Inn
Historic District
United States
Nathan
AED 800
AED 912 total
includes taxes & fees
17 Aug - 18 Aug
Flag House Inn
Meeting facility
Boating
Exterior
Meeting facility

4. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Stephanie
AED 337
AED 510 total
includes taxes & fees
24 Aug - 25 Aug
Historic Inns of Annapolis
Bar (on property)
Superior Double Room, City View | City view
Lobby sitting area
Standard Double Room, City View | Frette Italian sheets, premium bedding, memory foam beds, in-room safe

5. 86 State Circle - Luxury Boutique Hotel

86 State Circle - Luxury Boutique Hotel
Historic District
Norway
Jo
AED 1,470
AED 1,676 total
includes taxes & fees
17 Aug - 18 Aug
86 State Circle - Luxury Boutique Hotel
View from property
Lobby
Bar (on property)
Lobby

6. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis
Annapolis
United States
Patricia
AED 514
AED 586 total
includes taxes & fees
23 Aug - 24 Aug
Graduate by Hilton Annapolis
Lobby
In-room safe, desk, blackout drapes, iron/ironing board
Breakfast and dinner served
Bar (on property)

7. Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
Annapolis
United States
Nelson
AED 367
AED 419 total
includes taxes & fees
30 Aug - 31 Aug
Hilton Garden Inn Annapolis Downtown
Lobby
View from property
Lobby
Bar (on property)

8. The Westin Annapolis

The Westin Annapolis
Annapolis
United States
Jessica
AED 621
AED 708 total
includes taxes & fees
30 Aug - 31 Aug
The Westin Annapolis
Terrace/patio
Free daily buffet breakfast
Lobby
Lobby

9. Residence Inn By Marriott Annapolis

Residence Inn By Marriott Annapolis
Annapolis
United States
Caitlin
AED 496
AED 565 total
includes taxes & fees
20 Aug - 21 Aug
Residence Inn By Marriott Annapolis
Terrace/patio
Restaurant
Restaurant
Lounge

10. Fairfield Inn & Suites By Marriott Annapolis

Fairfield Inn & Suites By Marriott Annapolis
Annapolis
United States
Eileen
AED 433
AED 494 total
includes taxes & fees
23 Aug - 24 Aug
Fairfield Inn & Suites By Marriott Annapolis
Front of property
Smart TV, pay movies, heated floors, streaming services
Smart TV, pay movies, heated floors, streaming services
Cooked-to-order breakfast for a fee on weekends

11. 1313 West Luxury Boutique Hotel

1313 West Luxury Boutique Hotel
Homewood
AED 1,009
AED 1,150 total
includes taxes & fees
18 Aug - 19 Aug
1313 West Luxury Boutique Hotel
Lobby
BBQ/picnic area
Lobby sitting area
Desk, laptop workspace, blackout drapes, iron/ironing board

12. Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
Annapolis
United States
Javier
AED 360
AED 428 total
includes taxes & fees
23 Aug - 24 Aug
Candlewood Suites Annapolis by IHG
Free daily self-serve breakfast
Exterior
Reception
Indoor pool, sun loungers

13. SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
Annapolis
United States
Joshua
AED 437
AED 498 total
includes taxes & fees
31 Aug - 1 Sep
SpringHill Suites by Marriott Annapolis
Exterior
Premium bedding, pillowtop beds, in-room safe, desk
Free daily buffet breakfast
Reception

14. Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
Annapolis
United States
Meghalee
AED 358
AED 409 total
includes taxes & fees
23 Aug - 24 Aug
Hampton Inn & Suites Annapolis
Room, 1 King Bed, Non Smoking (Whirlpool) | In-room safe, desk, laptop workspace, blackout drapes
Free daily buffet breakfast
Exterior
Exterior

15. Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG
Annapolis
United States
Jaime
AED 371
AED 423 total
includes taxes & fees
23 Aug - 24 Aug
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast
Fitness facility
Egyptian cotton sheets, premium bedding, pillowtop beds, desk
Terrace/patio

16. Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis
Edgewater
United States
Audrey
AED 356
AED 406 total
includes taxes & fees
26 Aug - 27 Aug
Sonesta ES Suites Annapolis
BBQ/picnic area
Desk, laptop workspace, blackout drapes, iron/ironing board
Desk, laptop workspace, blackout drapes, iron/ironing board
Reception

17. TownePlace Suites by Marriott Annapolis

TownePlace Suites by Marriott Annapolis
Annapolis
United States
Jamila
AED 404
AED 461 total
includes taxes & fees
23 Aug - 24 Aug
TownePlace Suites by Marriott Annapolis
Dining
Desk, laptop workspace, blackout drapes, iron/ironing board
Lobby
Fitness facility

18. Best Western Annapolis

Best Western Annapolis
Annapolis
United States
George
AED 294
AED 335 total
includes taxes & fees
23 Aug - 24 Aug
Best Western Annapolis
Reception
Garden
Lobby
Lobby

19. DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
Annapolis
United States
eliana
AED 358
AED 409 total
includes taxes & fees
30 Aug - 31 Aug
DoubleTree by Hilton Hotel Annapolis
Towels
Vending machine
Exterior
Desk, blackout drapes, WiFi (free), bed sheets

20. Red Roof Inn Annapolis

Red Roof Inn Annapolis
Annapolis
United States
John
AED 272
AED 310 total
includes taxes & fees
23 Aug - 24 Aug
Red Roof Inn Annapolis
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Top Highland Beach Hotel Reviews

Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

10/10 Excellent
"Yes everything was great. "
Kathy 1-night trip
Posted 2 hours ago
Microtel Inn & Suites by Wyndham Gambrills
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Everything was great"
Crystal 1-night trip
Posted 11 hours ago
Rod 'N' Reel Resort
Comfort Inn Conference Center

Comfort Inn Conference Center

10/10 Excellent
"The staff very nice the room very clean breakfast excellent parking easy everything was so good I would highly recommend"
Mary 2-night trip
Posted 13 hours ago
Comfort Inn Conference Center
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Beautiful location on a marina, very friendly and helpful staff, well-stocked breakfast, and great views made this a wonderful stay for our family."
Karen 1-night trip
Posted 15 hours ago
Hyatt Place Kent Narrows & Marina
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Wonderful view of the water and bay. Convenient walk to downtown Annapolis and area. Room was impeccable."
Ronnie 1-night trip
Posted 15 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent
"Breakfast bacon was inedible, but breakfast otherwise substantial."
Maureen 1-night trip
Posted 19 hours ago
Country Inn & Suites by Radisson, Annapolis, MD
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Nice and very clean hotel in an area convenient to downtown Annapolis (maybe 7 minutes away via car). Excellent amenities - indoor pool and hot tub and nice gym. Comfortable bed. Ample parking. Very pleasant staff. We will definitely stay there again."
Amy 3-night trip
Posted 2 days ago
Courtyard by Marriott Annapolis
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"The Graduate was extremely convenient to stay. Our son just completed Plebe summer and it was close to the Academy. Parking was included and easy to get in and out of. We had the Presidential Suite, with living room and a deck. We were able to let him relax.. The room was very clean, quiet and the staff was very helpful. It is a short walk or take the shuttle to the City Dock. I would stay there again in a second"
David 3-night trip
Posted 2 days ago
Graduate by Hilton Annapolis

More cheap stays in Highland Beach

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
AED 314
AED 346 total
31 Aug - 1 Sep
includes taxes & fees
St Michaels Inn
Microtel Inn & Suites by Wyndham Gambrills

Microtel Inn & Suites by Wyndham Gambrills

2525 Evergreen Rd. Gambrills MD
AED 350
AED 399 total
30 Aug - 31 Aug
includes taxes & fees
9.2/10 Wonderful! (1,124 reviews)
Microtel Inn & Suites by Wyndham Gambrills
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
AED 358
AED 409 total
23 Aug - 24 Aug
includes taxes & fees
8.2/10 Very Good! (1,004 reviews)
Hampton Inn & Suites Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
AED 371
AED 423 total
23 Aug - 24 Aug
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
AED 443
AED 491 total
23 Aug - 24 Aug
includes taxes & fees
8/10 Very Good! (1,002 reviews)
Best Western Kent Narrows Inn
Comfort Inn Conference Center

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD
AED 437
AED 494 total
23 Aug - 24 Aug
includes taxes & fees
9.2/10 Wonderful! (1,009 reviews)
Comfort Inn Conference Center

Frequently asked questions

Where is the best place for a stay in Highland Beach?
Located 5.6 mi (9 km) from the heart of Highland Beach, DoubleTree by Hilton Hotel Annapolis is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Historic Inns of Annapolis and Crowne Plaza Annapolis by IHG. See all available top hotels, or vacation rentals in Highland Beach.
What are some of the best vacation rentals in Highland Beach?
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: This vacation home rental near Highland Beach is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all vacation rentals in Highland Beach.
If I need to cancel my hotel reservation in Highland Beach, will I receive a refund?
Yes, you'll find most room reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland Beach.
Where can I learn more about changing or cancelling my trip to Highland Beach?
For additional details about rescheduling or cancelling your trip to Highland Beach, head over to our customer service page.
What is staying in Highland Beach like?
Visitors to Highland Beach are sure to find plenty to explore and enjoy. There are 1220 hotels and other accommodations in the surrounding area. Find out more about Highland Beach.
What should I see while I'm in Highland Beach?
The picturesque setting of Northern Chesapeake Bay and Chesapeake Bay exemplify the area's natural beauty. You'll also find Maryland Quiet Waters Park and Annapolis Landing Marina in the area. Check out what more to see and do in Expedia's Highland Beach guide.
What's the seasonal weather like in Highland Beach?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Highland Beach is 52 inches.