2026 Top 10 Eastern Shore Hotels with Breakfast

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

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Our top choices for Eastern Shore hotels with breakfast included

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

A reception desk with a modern design, a digital display, and a check-in counter.

A hotel room with a large bed, a desk with a flat-screen TV, a chair, a small table with a lamp, and a window with curtains.

A Holiday Inn Express building with a brick facade, illuminated signage, and a parking lot with SUVs.

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

Grasonville

Marc

RM448

RM497 total

includes taxes & fees

25 Oct - 26 Oct

A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

A hotel room with a sofa, armchair, and a small table. There is a lamp on a side table, and a door leading to another room.

A hotel pool area with multiple pools, lounge chairs, and a pool lift.

A hotel lobby with a sofa, dining tables, chairs, a coffee station, and artwork on the walls.

2. Best Western Plus Easton Inn & Suites

Easton

Raheem

RM526

RM578 total

includes taxes & fees

29 Sept - 30 Sept

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

A hotel kitchen with a brick wall, a framed sailboat artwork, a coffee station, and wooden cabinets.

A gym with a treadmill, elliptical, and stationary bike.

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

3. Baymont by Wyndham Easton

Easton

Ellen

RM403

RM444 total

includes taxes & fees

29 Sept - 30 Sept

A spacious lobby with a reception desk, seating area, and a television screen.

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

A wooden building with a sign reading "Harriet Tubman Underground Railroad Visitor Center".

A hotel room with a blue sofa, a desk with a chair, a lamp, and a picture on the wall.

4. Comfort Inn & Suites Cambridge

Cambridge

Dana

RM472

RM524 total

includes taxes & fees

27 Oct - 28 Oct

A modern hotel dining area with a long table, four chairs, and three pendant lights.

A hotel lobby with a reception desk, a dining area with chairs and a table, and a seating area with a sofa and armchairs.

A hotel hallway with carpeted floors, white doors, and overhead lighting.

A Hampton Inn hotel with a brick facade, a large entrance, and a flagpole.

5. Hampton Inn Easton

Easton

Rachel

RM609

RM670 total

includes taxes & fees

27 Oct - 28 Oct

A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

An outdoor patio with tables and chairs, a large umbrella, and a brick building in the background.

A hotel lobby with a large wooden reception desk, multiple seating areas, a television, and a patterned carpet.

A hotel with a covered entrance, multiple floors, and a parking lot.

6. Fairfield Inn & Suites by Marriott Easton

Easton

Amanda

RM551

RM606 total

includes taxes & fees

4 Oct - 5 Oct

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

A waterfront hotel with multiple balconies, a dock with boats, and outdoor seating areas.

An outdoor event area with round tables and a view of the water.

7. Hyatt Place Kent Narrows & Marina

Grasonville

RM619

RM687 total

includes taxes & fees

4 Oct - 5 Oct

A modern dining area with a central island, multiple tables, and chairs. There are signs for 'RISP' and 'SILVER' on the wall, and an 'EXIT' sign above a door.

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

A hotel reception area with a modern design, featuring a reception desk, a seating area, and a hallway leading to other rooms.

A brick wall with a sign stating "Washington College Founded 1782" and a tree above it.

8. Comfort Inn & Suites Chestertown

Chestertown

Amy

RM426

RM473 total

includes taxes & fees

25 Oct - 26 Oct

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Choose what matters most at hotels with breakfast available in Eastern Shore

Pool

4 stars

5 stars

Wifi included

Family-friendly

Hotels with free breakfast and pools in Eastern Shore

Holiday Inn Express Annapolis East-Kent Island by IHG

Grasonville

RM448

RM497 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a bed, a desk, a chair, a TV, and a view of the outside.

An outdoor patio with brick flooring, wooden pergola, and tables with chairs.

A modern hotel lobby with a central seating area, a reception desk, and a patterned carpet.

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Midtown Ocean City

RM264

RM296 total

includes taxes & fees

7 Oct - 8 Oct

An indoor swimming pool with clear water, tiled steps, and orange lounge chairs.

A modern lounge area with multiple seating arrangements, including sofas and chairs, a central wooden planter, and ambient lighting.

A hotel room with two beds, a large window with a city view, a flat-screen TV, and a desk with a lamp.

A modern house with a glass door entrance, outdoor seating area with chairs, and a small table.

Fenwick Inn

North Ocean City

RM290

RM385 total

includes taxes & fees

12 Oct - 13 Oct

Baymont by Wyndham Easton

Easton

RM403

RM444 total

includes taxes & fees

29 Sept - 30 Sept

Best Western Plus Easton Inn & Suites

Easton

RM526

RM578 total

includes taxes & fees

29 Sept - 30 Sept

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

A swimming pool with lounge chairs and umbrellas, surrounded by large windows and a glass ceiling.

A beachfront hotel with multiple floors and balconies, a sandy beach in the foreground, and a clear sky.

A living room with a beige sofa, blue and red patterned pillows, a wooden coffee table, and a view of the ocean through large windows.

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

RM398

RM445 total

includes taxes & fees

12 Oct - 13 Oct

A multi-story hotel with balconies, located near a waterfront.

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

A modern bar area with a circular counter, bar stools, and a seating area with a view of bicycles outside.

A dining area with a table set for two, potted plants, and a view through large windows.

Cambria Hotel Ocean City - Bayfront

Downtown Ocean City

RM339

RM441 total

includes taxes & fees

26 Oct - 27 Oct

A two-story building with a covered entrance and an American flag.

A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

A restaurant with a bar area, multiple seating arrangements, and a kitchen visible in the background.

A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

St Michaels Inn

St. Michaels

RM363

RM399 total

includes taxes & fees

4 Oct - 5 Oct

A hotel with a pool, beachside seating, and high-rise buildings in the background.

A bar area with seating, a bar counter, and a view of the ocean.

A spacious outdoor lounge area with seating, tables, and umbrellas, overlooking a body of water.

A restaurant with tables set for dining, large windows with ocean views, and blue umbrellas.

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

North Ocean City

RM331

RM370 total

includes taxes & fees

25 Oct - 26 Oct

A deck with two Adirondack chairs and a small table, overlooking a beach with the ocean and a clear sky.

A modern hotel lobby with grey upholstered chairs, a round table, and a bar area.

A beach with a wooden boardwalk, umbrellas, and people.

A hotel room with a large bed, a desk, a chair, and a view of the city through large windows.

Hyatt Place Ocean City / Oceanfront

Downtown Ocean City

RM448

RM502 total

includes taxes & fees

5 Oct - 6 Oct

View all properties

4-star hotels with free breakfast in Eastern Shore

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

RM398

RM445 total

includes taxes & fees

12 Oct - 13 Oct

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

A marina with boats docked, a sandy beach, and a clear blue sky.

Hyatt Regency Chesapeake Bay

Cambridge

RM847

RM1,156 total

includes taxes & fees

26 Oct - 27 Oct

A resort pool area with lounge chairs, palm trees, and a boat-shaped water feature.

A large, multi-story hotel with a prominent Hilton sign, a parking lot with several cars, and a view of the ocean in the background.

A balcony with a round table and chairs, overlooking the beach and ocean.

A dining table set with wine glasses, a bottle of Riesling wine, a vase with flowers, and a basket of bread.

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

RM551

RM617 total

includes taxes & fees

25 Oct - 26 Oct

A wooden dock with a bench and a wooden post with a light fixture.

A sunlit room with a checkered sofa, wicker chairs, a glass table, and large windows offering a view of greenery.

A corner room with a window overlooking a green field, a wooden barrel, a chair, and a small table with a candle and flowers.

A wooden dock leading to a house with a lawn and a pond.

Marvel's on the Creek

East New Market

RM815

RM904 total

includes taxes & fees

29 Sept - 30 Sept

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

A white colonial-style house with a covered porch, brick steps, and outdoor seating.

A banquet hall with round tables set for dining, large windows with a view of a lake, and white chairs.

A deck with wicker furniture, a table, and an umbrella, overlooking a lake with trees and a dock.

The Oaks Waterfront

Easton

RM1,793

RM1,972 total

includes taxes & fees

30 Sept - 1 Oct

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Top Eastern Shore Hotel Reviews

Princess Royale Oceanfront Resort

8/10 Good

"Nice indoor pool, and the small kitchen and living area was roomy. It was a very comfortable place to stay."

Bonita Beach Hotel

10/10 Excellent

"Able to get early check-in which was nice. Room was clean and offered all the amenities needed to enjoy our stay. Room was very useful for a longer stay than just one or two nights"

Holiday Inn & Suites Ocean City by IHG

8/10 Good

"No body soap in the bathroom."

Crystal Beach Hotel

8/10 Good

"Great value, can’t beat the location. We stayed in a dog friendly room, I would suggest removing carpet from these toiles to help with odor. Really happy overall for the value and plan to come back to this hotel."

Comfort Suites Ocean City West

8/10 Good

"The front desk staff was extremely helpful and courteous. The hotel, including the rooms were very clean. My only complaint being that when I returned from swimming in the pool one afternoon, that my room door was propped open by the housekeeping staff, with none of them in sight. I stood by for several minutes to see if anyone would return or was keeping an eye on the room, but nobody did. This was a little disconcerting as I had left valuable camera equipment along with my wallet, in the room while swimming. Nothing was missing but these actions left the room unsecure and anyone in the hotel could have easily gained access to it!"

Quality Inn Oceanfront

8/10 Good

"bathroom tub and fixtures needs to be upgraded. Staff is both courtesy and helpful."

Eastern Shore Hotels with Breakfast

Change your mind

Treat yourself

Be picky

Check availability on Eastern Shore Hotels with Breakfast

Our top choices for Eastern Shore hotels with breakfast included

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

2. Best Western Plus Easton Inn & Suites

3. Baymont by Wyndham Easton

4. Comfort Inn & Suites Cambridge

5. Hampton Inn Easton

6. Fairfield Inn & Suites by Marriott Easton

7. Hyatt Place Kent Narrows & Marina

8. Comfort Inn & Suites Chestertown

9. Hilton Garden Inn Kent Island Marina

10. Best Western Denton Inn

Choose what matters most at hotels with breakfast available in Eastern Shore

Hotels with free breakfast and pools in Eastern Shore

Holiday Inn Express Annapolis East-Kent Island by IHG

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

Fenwick Inn

Baymont by Wyndham Easton

Best Western Plus Easton Inn & Suites

DoubleTree by Hilton Ocean City Oceanfront

Cambria Hotel Ocean City - Bayfront

St Michaels Inn

Ashore Oceanfront Hotel, Ocean City, a Tribute Portfolio Hotel

Hyatt Place Ocean City / Oceanfront

4-star hotels with free breakfast in Eastern Shore

DoubleTree by Hilton Ocean City Oceanfront

Hyatt Regency Chesapeake Bay

Hilton Ocean City Oceanfront Suites

Marvel's on the Creek

The Oaks Waterfront

Top Eastern Shore Hotel Reviews

Princess Royale Oceanfront Resort

Bonita Beach Hotel

Holiday Inn & Suites Ocean City by IHG

Crystal Beach Hotel

Comfort Suites Ocean City West

Quality Inn Oceanfront

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