The Best Historic Hotels in Eastern Shore, MD from AED 484 in 2026 | Expedia

A marina with numerous boats docked at wooden piers under a clear sky.

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Check availability on Eastern Shore Historic Hotels

Tonight

11 Oct - 12 Oct

Tomorrow

12 Oct - 13 Oct

Next weekend

16 Oct - 18 Oct

In two weeks

23 Oct - 25 Oct

Our top choices for Eastern Shore historic hotels

A grand hallway with a wooden staircase, a chandelier, and framed artwork on the walls.

A living room with a blue sofa, a white side table, a round gold table, and a patterned rug.

A living room with a beige sofa, two round tables, a white cabinet with glass doors, a large flat-screen TV, and a potted fern.

The exterior of the Atlantic Hotel with a brick facade, a central entrance, and a covered porch area with tables and chairs.

1. Atlantic Hotel

Downtown Berlin

United States

Dale

AED 514

AED 576 total

includes taxes & fees

1 Nov - 2 Nov

A balcony with two chairs and a table, overlooking a beach with the ocean and a clear sky.

A crowded boardwalk with beach umbrellas and people walking.

A rooftop pool with a view of the beach and ocean.

A living room with a television, a dining table, chairs, a sofa, a coffee table, and a potted plant.

2. #1 Rated Condo, Oceanfront, with Bay View Too

North Ocean City

United States

Ed B.

AED 180

AED 839 total

includes taxes & fees

26 Oct - 27 Oct

A view from a room with large windows overlooking a beach. There are two chairs and a small table in the foreground.

A balcony with a TV, decorative vases, and a chair.

An indoor swimming pool with a glass ceiling, a view of the ocean, and a sign prohibiting diving.

A spacious bedroom with a large bed, a desk, a chair, and a balcony view.

3. DIRECT OCEANFRONT, Tiki Bar & Grill, Saunas, Gym,Tennis, WIFI & 3 Pools 5% off

North Ocean City

United States

Cromwell M.

AED 837

AED 1,518 total

includes taxes & fees

25 Oct - 26 Oct

A room with a wooden floor, a ceiling fan, a refrigerator, a chair, a lamp, and a window with curtains.

A narrow hallway with a white cabinet, a small table with a vase of flowers, and a door leading to a bedroom.

A two-story house with a balcony, a wooden fence, and a small garden area.

A house with a red and white exterior, a covered porch with wicker furniture, and a stone patio.

4. Private 3 room Queen Suite w/Kitchenette

Port Deposit

United States

Kathleen B.

AED 643

AED 1,207 total

includes taxes & fees

24 Oct - 25 Oct

A two-story house with a backyard swimming pool, surrounded by trees and a well-maintained lawn.

A kitchen with white cabinets, a central island with stools, a dining area with a table and chairs, and a view through the glass doors.

A two-story house with a large front porch and a covered patio area.

A cozy living room with a sofa, chairs, a coffee table, and a patterned rug.

5. 4 Bedroom Waterview - MD Chesapeake Bay! Walk to Marina, Beach Bar & Restaurant!

Stevensville

United States

David R.

AED 2,571

AED 4,575 total

includes taxes & fees

12 Oct - 13 Oct

Three birds perched on a wooden structure by the water.

A wooden deck with picnic tables and umbrellas, a covered seating area with chairs, and a house with large windows.

A kitchen with a dining area, large windows, and a view of the outdoors.

KI Beach House has many Great Rooms for Mingling or just being by yourself.

6. Waterview Home! Beach Volleyball! Near Wedding Venues! Walk to Bar & Restaurant!

Stevensville

United States

barbara s.

AED 2,935

AED 5,092 total

includes taxes & fees

12 Oct - 13 Oct

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.

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

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

7. Historic Inns of Annapolis

Historic District

United States

Ashley

AED 341

AED 515 total

includes taxes & fees

30 Oct - 31 Oct

A spacious lobby with a grand chandelier, multiple seating areas, and a piano in the background.

A hotel with a classic facade, large windows, and a covered entrance area with lights.

A marina with boats and a city skyline in the background.

A lobby with a round glass table, leather chairs, and a potted plant.

8. Lord Baltimore Hotel

Downtown Baltimore

United States

Jacqualine

AED 412

AED 484 total

includes taxes & fees

3 Nov - 4 Nov

View all properties

Top Eastern Shore Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent

"We travel to St micheals md, several times a year, during the oyster season. Usually we stay at hotels in easton, so this time we tried the st micheals inn. It's closer to the Cheasapeake Landing restaurant. We were placed in a room opposite the main street, which made for a very quiet evening. Much better than those hotels off rt.50. The breakfast was a "hot" breakfast and included with the stay. The beds are comfortable, and the showers hot and forceful."

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