Eastern Shore Inns

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

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

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Eastern Shore

Two Adirondack chairs facing a calm body of water with a clear sky above.

1. Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

Michelle

RM428 total

includes taxes & fees

13 Dec - 14 Dec

A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

2. Hyatt Place Kent Narrows & Marina

Grasonville

Michael

RM604 total

includes taxes & fees

15 Nov - 16 Nov

A pool area with lounge chairs, a hot tub, and a view of the ocean.

3. Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

Erin

RM266 total

includes taxes & fees

19 Nov - 20 Nov

A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

4. Baymont by Wyndham Easton

Easton

Edwin

RM359 total

includes taxes & fees

19 Nov - 20 Nov

A hotel room with a bed, a desk, a chair, a large window with curtains, a wall-mounted painting, and a bathtub.

5. Best Western Kent Narrows Inn

Grasonville

Holly

RM405 total

includes taxes & fees

18 Nov - 19 Nov

6. St Michaels Inn

St. Michaels

John

RM351 total

includes taxes & fees

17 Nov - 18 Nov

A resort with a swimming pool, sun loungers, and a view of the ocean.

7. Holiday Inn Ocean City by IHG

North Ocean City

Pushpa

RM295 total

includes taxes & fees

23 Nov - 24 Nov

A hotel lobby with a fireplace, seating area, and a television.

8. Comfort Inn & Suites Chestertown

Chestertown

John

RM436 total

includes taxes & fees

6 Dec - 7 Dec

A balcony with white railings and orange chairs, overlooking a body of water and a distant shoreline.

9. Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

Patricia

RM370 total

includes taxes & fees

7 Dec - 8 Dec

A wooden boardwalk leading to a beachfront hotel with multiple balconies and a clear view of the ocean.

10. Grand Hotel Ocean City Oceanfront

Downtown Ocean City

Christina

RM242 total

includes taxes & fees

18 Nov - 19 Nov

A resort with a large pool, outdoor seating, and a view of the sea.

11. Hyatt Regency Chesapeake Bay

Cambridge

Billy

RM887 total

includes taxes & fees

7 Dec - 8 Dec

An outdoor seating area with colorful striped sofas and chairs, a fire feature, and a view of the building in the background.

12. Home2 Suites by Hilton Ocean City - Bayside, MD

North Ocean City

Larry

RM239 total

includes taxes & fees

18 Nov - 19 Nov

A patio with outdoor seating, overlooking a marina with boats.

13. Hilton Garden Inn Kent Island Marina

Grasonville

Gamil

RM539 total

includes taxes & fees

18 Nov - 19 Nov

A spacious living area with a large window overlooking a beach, furnished with sofas and a coffee table.

14. Hilton Garden Inn Ocean City Oceanfront

Midtown Ocean City

luceita

RM313 total

includes taxes & fees

22 Nov - 23 Nov

A balcony with wicker furniture and a table, overlooking a beach with umbrellas and people.

15. DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

SaVette

RM369 total

includes taxes & fees

18 Nov - 19 Nov

A spacious lobby with a staircase, a reception desk, and a dining area.

16. Quality Inn Grasonville near Kent Island

Grasonville

Crystal

RM372 total

includes taxes & fees

13 Dec - 14 Dec

A two-story house with a porch, a front door, and a small garden area.

17. The Wildset

Downtown St. Michaels

Dena

RM989 total

includes taxes & fees

8 Dec - 9 Dec

A breakfast buffet with various food items and a sign indicating complimentary breakfast hours.

18. Holiday Inn Express Cambridge by IHG

Cambridge

Ronald

RM538 total

includes taxes & fees

10 Dec - 11 Dec

A clear pool with palm trees, lounge chairs, and umbrellas.

19. Holiday Inn & Suites Ocean City by IHG

Downtown Ocean City

Christopher

RM409 total

includes taxes & fees

10 Dec - 11 Dec

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

20. Knapps Narrows Marina & Inn

Sherwood

Mary Ann

RM535 total

includes taxes & fees

15 Nov - 16 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Top Eastern Shore Hotel Reviews

Comfort Suites Ocean City West

10/10 Excellent

"I actually gave it 5 stars all the way, the app only allowed for 4. Great pricing off season, great location."

Find out more about Eastern Shore