Best Highland Beach Hotels in 2026 from HK$662 - Fully Refundable Options

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Go beyond your typical stay in Highland Beach

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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 reception area with a reception desk, a television, and seating area.

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.

1. SpringHill Suites by Marriott Annapolis

Annapolis

Kaiya

HK$934

HK$1,065 total

includes taxes & fees

9 Nov - 10 Nov

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

A breakfast setup with a flat-top griddle, a coffee machine, and a sign directing to the breakfast area.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

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

2. Holiday Inn Express & Suites Annapolis by IHG

Annapolis

Omer

HK$793

HK$904 total

includes taxes & fees

25 Oct - 26 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 multi-story hotel with a brick facade, large windows, and an American flag.

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

3. Crowne Plaza Annapolis by IHG

Annapolis

Jose

HK$863

HK$984 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A spacious lobby with a high ceiling, a central seating area with sofas and tables, and large windows with curtains.

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

4. DoubleTree by Hilton Hotel Annapolis

Annapolis

Michele

HK$766

HK$873 total

includes taxes & fees

25 Oct - 26 Oct

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

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.

A spacious dining area with multiple tables and chairs, a central bar area, and large windows providing natural light.

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

Annapolis

Catherine

HK$716

HK$816 total

includes taxes & fees

10 Nov - 11 Nov

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

A hotel lobby with a reception desk, a fireplace, and a colorful rug.

A spacious lobby with a fireplace, multiple seating areas, and a view of the upper floor.

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

6. Hampton Inn & Suites Annapolis

Annapolis

Christopher

HK$766

HK$873 total

includes taxes & fees

9 Nov - 10 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 bar area with a circular seating arrangement, a central bar counter, and a hanging plant decoration.

7. The Westin Annapolis

Annapolis

Bobbi

HK$1,562

HK$1,780 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A gym with treadmills, weight machines, and dumbbells.

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

8. Sonesta ES Suites Annapolis

Edgewater

Ann Christine

HK$722

HK$823 total

includes taxes & fees

11 Nov - 12 Nov

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

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

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.

9. Historic Inns of Annapolis

Historic District

Scott

HK$672

HK$1,035 total

includes taxes & fees

9 Nov - 10 Nov

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

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

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

10. Courtyard by Marriott Annapolis

Annapolis

Jim

HK$787

HK$898 total

includes taxes & fees

9 Nov - 10 Nov

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

A reception desk with a 'HELLO' sign and 'Annapolis' text, wooden paneling, and hanging pendant lights.

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.

11. TownePlace Suites by Marriott Annapolis

Annapolis

Nkusu Lauren

HK$926

HK$1,056 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

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

12. Fairfield Inn & Suites By Marriott Annapolis

Annapolis

Imola

HK$1,059

HK$1,208 total

includes taxes & fees

27 Oct - 28 Oct

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

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

A hotel lobby with a reception desk, seating area, and dining space.

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

13. Best Western Annapolis

Annapolis

Silvia

HK$593

HK$676 total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with two beds, a desk with a television, a chair, and a balcony with a view of the city.

A room with a grey armchair, a round wooden side table, a floor lamp, and a window with sheer curtains.

A multi-story hotel with a modern design, featuring a prominent entrance with arches and a sign for Hilton Garden Inn.

A conference room with multiple round tables and chairs, large windows with curtains, and a patterned carpet.

14. Hilton Garden Inn Annapolis Downtown

Annapolis

petra

HK$830

HK$946 total

includes taxes & fees

10 Nov - 11 Nov

A balcony with a table set for two, overlooking a marina with boats.

A waterfront property with a docked boat, a tall building with balconies, and a church spire in the background.

A hotel room with a large bed, a chair, a small table, and a view of a body of water.

A waterfront area with boats docked, a clear sky, and buildings in the background.

15. Annapolis Waterfront Hotel, Autograph Collection

Historic District

William

HK$1,752

HK$1,997 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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 spacious atrium with a high ceiling, skylights, and a patterned floor.

16. Graduate by Hilton Annapolis

Annapolis

Nadine

HK$1,216

HK$1,387 total

includes taxes & fees

11 Nov - 12 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.

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

17. Residence Inn By Marriott Annapolis

Annapolis

Francis

HK$1,193

HK$1,360 total

includes taxes & fees

27 Oct - 28 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 modern gym with weight racks, benches, and exercise equipment.

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

18. Candlewood Suites Annapolis by IHG

Annapolis

Darren

HK$659

HK$790 total

includes taxes & fees

1 Nov - 2 Nov

A bar area with multiple seating options, including bar stools and tables, and a variety of bottles and glasses on shelves.

A hotel lobby with a reception desk, seating area, and artwork on the walls.

An outdoor seating area with tables and chairs, blue umbrellas, and a brick building in the background.

A Comfort Inn hotel with a parking lot and a covered entrance.

19. Comfort Inn Conference Center

Bowie

Gloria

HK$855

HK$967 total

includes taxes & fees

27 Oct - 28 Oct

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

A dining room with a large rectangular table, six chairs, a chandelier, and a built-in bookshelf with various decorative items.

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

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

20. 134 Prince - Luxury Boutique Hotel

Annapolis

Chris

HK$1,673

HK$1,907 total

includes taxes & fees

26 Oct - 27 Oct

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Hotels recommended for families in Highland Beach

DoubleTree by Hilton Hotel Annapolis

Annapolis

HK$766

HK$873 total

includes taxes & fees

25 Oct - 26 Oct

The Westin Annapolis

Annapolis

HK$1,562

HK$1,780 total

includes taxes & fees

25 Oct - 26 Oct

Crowne Plaza Annapolis by IHG

Annapolis

HK$863

HK$984 total

includes taxes & fees

25 Oct - 26 Oct

Historic Inns of Annapolis

Historic District

HK$672

HK$1,035 total

includes taxes & fees

9 Nov - 10 Nov

A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

A residential area with a garden, a patio with outdoor furniture, and a house with a chimney.

A bar area with multiple seating options, a variety of bottles and glasses on shelves, and a modern chandelier.

A spacious living room with a fireplace, comfortable seating, and large windows offering a view of the outdoors.

The Inn at Chesapeake Bay Beach Club

Stevensville

HK$1,678

HK$2,062 total

includes taxes & fees

15 Nov - 16 Nov

SpringHill Suites by Marriott Annapolis

Annapolis

HK$934

HK$1,065 total

includes taxes & fees

9 Nov - 10 Nov

Holiday Inn Express & Suites Annapolis by IHG

Annapolis

HK$793

HK$904 total

includes taxes & fees

25 Oct - 26 Oct

Country Inn & Suites by Radisson, Annapolis, MD

Annapolis

HK$716

HK$816 total

includes taxes & fees

10 Nov - 11 Nov

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Top Highland Beach Hotel Reviews