Top 10 Hotels in Highland Beach, MD from AED 328 - Competitive Prices

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Our top choices for Highland Beach hotels

A modern kitchen with grey cabinets, a white countertop, and various kitchen appliances.

A hotel room with a bed, a desk, a chair, a coffee machine, and a tray table.

A hotel pool area with two pools, chairs, and a sunshade.

A modern hotel with a flat roof and a sign reading "SPRINGHILL SUITES BY MARRIOTT".

1. SpringHill Suites by Marriott Annapolis

Annapolis

Lisa

AED 511

AED 582 total

includes taxes & fees

4 Oct - 5 Oct

An indoor swimming pool with clear glass ceilings, large windows, and lounge chairs.

A modern hotel lobby with round tables and blue chairs, a bar area with various liquor bottles, and contemporary lighting fixtures.

A bar area with multiple seating options, including bar stools and round tables, and a well-stocked bar counter.

A multi-story hotel with a brick facade, large windows, and an American flag.

2. Crowne Plaza Annapolis by IHG

Annapolis

Cynthia

AED 404

AED 461 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a microwave.

A hotel entrance with a covered walkway, a flag, and a landscaped area with trees.

A modern office setup with two monitors, a keyboard, and two wooden chairs.

A microwave, a coffee maker, and a refrigerator in a kitchen area.

3. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

AED 371

AED 423 total

includes taxes & fees

6 Oct - 7 Oct

A hotel lobby with a reception desk, a large aquarium, and framed artwork on the walls.

A restaurant with wooden tables and chairs, a bar area, and a tiled floor.

A DoubleTree by Hilton hotel entrance with a brick facade, a gated driveway, and a clear sky.

A modern living room with a sofa, armchairs, a coffee table, and a fireplace.

4. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

AED 330

AED 376 total

includes taxes & fees

4 Oct - 5 Oct

A spacious living room with a large wooden coffee table, a leather sofa, and a chandelier.

A swimming pool with a tiled edge, wooden chairs, and tables around it.

A Country Inn & Suites by Radisson building with a brick facade, white columns, and a green roof.

A hotel room with a large bed, a bedside table with a lamp, a phone, a mirror, and a bathroom with a bathtub and toilet.

5. Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

Leslie

AED 350

AED 399 total

includes taxes & fees

25 Oct - 26 Oct

A Hampton Inn & Suites hotel with a modern design, featuring a prominent entrance and a covered outdoor area.

A hotel room with a bed, a desk with a TV, a sofa with a red pillow, and a window with curtains.

A hotel lobby with a dining area, a fireplace, and a view of the outside.

A hotel room with two desks, two chairs, a carpeted floor, and artwork on the wall.

6. Hampton Inn & Suites Annapolis

Annapolis

Courtney

AED 389

AED 443 total

includes taxes & fees

7 Oct - 8 Oct

A circular fire pit surrounded by outdoor seating with a brick wall and a multi-story building in the background.

A modern kitchen with a white countertop, stainless steel appliances, and wooden cabinets.

A compact hotel room with a kitchenette, a desk with two chairs, a sofa, and a bed.

7. TownePlace Suites by Marriott Annapolis

Annapolis

Nkusu Lauren

AED 404

AED 461 total

includes taxes & fees

7 Oct - 8 Oct

A modern hotel kitchen with a central island, seating area, and various kitchen appliances.

A Best Western hotel with a modern facade, entrance with glass doors, and a parking area.

A gym with treadmills, elliptical machines, and exercise balls.

A hotel room with a large bed, a desk with a laptop, a television, and a door with a curtain.

8. Best Western Annapolis

Annapolis

Sanaul

AED 288

AED 328 total

includes taxes & fees

4 Oct - 5 Oct

A modern kitchen with white tiled walls, wooden flooring, and labeled sections for 'CRACKED' and 'BOKED'.

A patio area with a stone fire pit, outdoor furniture, and a covered seating area.

A modern lobby with a reception desk, seating area, and a patterned rug.

A hotel room with a sofa, a desk, a television, a chair, a bed, and a fireplace.

9. Sonesta ES Suites Annapolis

Edgewater

Philip

AED 334

AED 381 total

includes taxes & fees

28 Oct - 29 Oct

A courtyard with a stone fire pit surrounded by wicker furniture and a grassy lawn.

An indoor swimming pool with clear glass walls, lounge chairs, and a view of the outside.

A section of a hotel with a wall labeled "the market" and two refrigerated display cases filled with beverages and snacks.

10. Courtyard by Marriott Annapolis

Annapolis

Jim

AED 417

AED 475 total

includes taxes & fees

7 Oct - 8 Oct

An outdoor patio with tables, chairs, and a fire feature.

A bar area with a long counter, multiple stools, and a television above.

A modern lounge area with a sofa, round tables, and chairs, featuring geometric wall decor and large windows.

A modern living room with a fireplace, a sofa, and a coffee table.

11. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

AED 496

AED 565 total

includes taxes & fees

27 Oct - 28 Oct

A modern lobby with a reception desk, seating area, and potted plants.

A modern hotel lobby with a sectional sofa, ottomans, round tables, potted plants, and a large window.

A modern bar area with a wooden counter, bar stools, and a wine display.

A Hilton Garden Inn with a large building and a smaller entrance building.

12. Hilton Garden Inn Annapolis

Annapolis

Glenn

AED 372

AED 424 total

includes taxes & fees

29 Oct - 30 Oct

A modern lobby with a seating area, a fireplace, and a bookshelf.

A restaurant with a yellow cushioned bench, wooden tables, and chairs.

A hotel room with two beds, a desk with a computer, a TV, and a large window with a view of trees.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a small table.

13. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

AED 419

AED 477 total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a high ceiling, a reception desk, seating areas, and a central decorative piece.

A store with shelves of beverages, a counter with a cash register, and baskets with items.

A modern hotel lobby with a curved seating area, a bar, and a large bookshelf.

A bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

14. The Westin Annapolis

Annapolis

Bobbi

AED 731

AED 833 total

includes taxes & fees

25 Oct - 26 Oct

A modern living room with a large window, a dining area, and a kitchen in the background.

A modern hotel lobby with grey sofas, wooden accents, and a large TV on the wall.

A hotel room with a bed, desk, chair, television, and a window with curtains.

A modern gym with weight racks, benches, and exercise equipment.

15. Candlewood Suites Annapolis by IHG

Annapolis

Darren

AED 342

AED 408 total

includes taxes & fees

1 Nov - 2 Nov

A modern dining area with wooden tables and leather chairs, large windows with a view of greenery, and decorative wall mirrors.

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

16. Residence Inn By Marriott Annapolis

Annapolis

Francis

AED 558

AED 636 total

includes taxes & fees

27 Oct - 28 Oct

A spacious indoor area with brick walls, wooden flooring, and string lights. There are tables and chairs arranged for dining or socializing.

An aerial view of a coastal town with a marina, houses, and a bridge in the background.

A historic brick building with a red roof, multiple windows, and a central staircase.

A spacious indoor area with brick walls, multiple tables and chairs, and string lights.

17. Historic Inns of Annapolis

Historic District

Ashley

AED 391

AED 571 total

includes taxes & fees

12 Oct - 13 Oct

A marina with numerous boats docked, a prominent building with a dome in the background, and a clear view of the water.

A hotel lobby with a high ceiling, large windows, and a blue and white color scheme. Tables and chairs are arranged for dining or meetings.

A bar with a brick wall, a mounted shark, and various bottles and glasses on shelves.

A modern lounge area with a blue sofa, red chairs, and plaid armchairs. A coffee table with books and a vase of flowers is in the center. Large windows offer a view of a brick building with awnings.

18. Graduate by Hilton Annapolis

Annapolis

princess

AED 539

AED 615 total

includes taxes & fees

26 Oct - 27 Oct

A hotel room with two beds, a desk, a television, and a window with curtains.

A hotel with a parking lot, two red awnings, and a clear sky.

A hotel hallway with carpeted floors, doors on both sides, and overhead lighting.

A hallway with a stainless steel refrigerator, a vending machine, and a door.

19. Red Roof Inn Annapolis

Annapolis

Slobodan

AED 272

AED 310 total

includes taxes & fees

4 Oct - 5 Oct

A white two-story building with a central entrance, a staircase, and a small garden area.

A bookshelf with books, decorative items, and a fireplace.

A couple standing in front of a black wooden building with white-framed windows.

A table with a champagne bottle and glasses, a lamp, and a window with blinds.

20. 134 Prince - Luxury Boutique Hotel

Annapolis

Chris

AED 783

AED 893 total

includes taxes & fees

4 Oct - 5 Oct

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Top Highland Beach Hotel Reviews

Historic Inns of Annapolis

10/10 Excellent

"All good. Great location and nice/clean rooms."

The Inn at Chesapeake Bay Beach Club

10/10 Excellent

"Beautiful views, great food options, and free bikes! My mom, sister and I had a great little getaway. Will be back."

Hilton Garden Inn Kent Island Marina

10/10 Excellent

"Had a good time. Nice area"

St Michaels Inn

8/10 Good

"Clean and breakfast was provided. It was in the right location that we needed for our weekend. Stay."

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent

"Everything was perfect 👍"

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent

"Excellent location. Marriott has renovated the bar downstairs; one side is a Mexican restaurant and the other is Italian. Both have great food and service."

Microtel Inn & Suites by Wyndham Gambrills/Odenton

10/10 Excellent

"I stay here when I’m flying home because it’s close enough to the airport, friendly staff, clean rooms, quiet at night and lots of dining choices close by!"

Best Western Annapolis

10/10 Excellent

"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."

The Westin Annapolis

10/10 Excellent

"Only used the valet parking."

More cheap stays in Highland Beach

Best Western Annapolis

2520 Riva Rd Annapolis MD

AED 288

AED 328 total

4 Oct - 5 Oct

includes taxes & fees

St Michaels Inn

1228 S Talbot Street St. Michaels MD

AED 327

AED 360 total

7 Oct - 8 Oct

includes taxes & fees

8/10 Very Good! (1,002 reviews)

Microtel Inn & Suites by Wyndham Gambrills/Odenton

2525 Evergreen Rd. Gambrills MD

AED 343

AED 391 total

12 Oct - 13 Oct

includes taxes & fees

9.2/10 Wonderful! (1,160 reviews)

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD

AED 371

AED 423 total

6 Oct - 7 Oct

includes taxes & fees

8.4/10 Very Good! (1,001 reviews)

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD

AED 398

AED 442 total

4 Oct - 5 Oct

includes taxes & fees

Comfort Inn Conference Center

4500 Crain Hwy Bowie MD

AED 400

AED 452 total

7 Oct - 8 Oct

includes taxes & fees

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 1231 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 Bay Ridge Beach and Maryland Quiet Waters Park 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.

Find hotels in Highland Beach, MD from AED 328

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Highland Beach

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Highland Beach hotels

1. SpringHill Suites by Marriott Annapolis

2. Crowne Plaza Annapolis by IHG

3. Holiday Inn Express & Suites Annapolis by IHG

4. DoubleTree by Hilton Hotel Annapolis

5. Country Inn & Suites by Radisson, Annapolis, MD

6. Hampton Inn & Suites Annapolis

7. TownePlace Suites by Marriott Annapolis

8. Best Western Annapolis

9. Sonesta ES Suites Annapolis

10. Courtyard by Marriott Annapolis

11. Fairfield Inn & Suites By Marriott Annapolis

12. Hilton Garden Inn Annapolis

13. Hilton Garden Inn Annapolis Downtown

14. The Westin Annapolis

15. Candlewood Suites Annapolis by IHG

16. Residence Inn By Marriott Annapolis

17. Historic Inns of Annapolis

18. Graduate by Hilton Annapolis

19. Red Roof Inn Annapolis

20. 134 Prince - Luxury Boutique Hotel

Top Highland Beach Hotel Reviews

Historic Inns of Annapolis

The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Kent Island Marina

St Michaels Inn

Holiday Inn Express & Suites Annapolis by IHG

Annapolis Waterfront Hotel, Autograph Collection

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Best Western Annapolis

The Westin Annapolis

More cheap stays in Highland Beach

Best Western Annapolis

St Michaels Inn

Microtel Inn & Suites by Wyndham Gambrills/Odenton

Holiday Inn Express & Suites Annapolis by IHG

Best Western Kent Narrows Inn

Comfort Inn Conference Center

Frequently asked questions

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