Hotels with Entertainment in Eastern Shore
Maryland
United States of America
Hotels with Entertainment
Expedia.com.my

Eastern Shore Travel Guide Hotels in Eastern Shore Flights to Eastern Shore Things to do in Eastern Shore Car Hire in Eastern Shore Eastern Shore Holiday Packages Holiday Rentals in Eastern Shore

A historic white mansion with a sign in front.

Eastern Shore Hotels with Entertainment

Where to?

Dates

your current months are November, 2026 and December, 2026.

November 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

December 2026

MonMonday

TueTuesday

WedWednesday

ThuThursday

FriFriday

SatSaturday

SunSunday

Travellers

Room 1

Adults

ChildrenAges 0 to 17

Need to book 9 or more rooms?

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

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Eastern Shore hotels with entertainment

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.

1. Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property

Historic District

9.0 out of 10, Wonderful, (2,062 reviews)

9.0/10

Wonderful

(2,062 reviews)

"Great location, excellent stay"

Christiaan

The price is RM289

RM289

RM469 total

includes taxes & fees

17 Nov - 18 Nov

Historic Inns of Annapolis

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

A spacious dining area with a view of the water, featuring a modern design with a marble floor and contemporary furniture.

A spacious restaurant with high ceilings, large windows, and a variety of seating arrangements.

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

2. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 star property

Cambridge

8.8 out of 10, Excellent, (1,005 reviews)

8.8/10

Excellent

(1,005 reviews)

"The staff at the front desk were friendly and helpful."

Billy

The price is RM587

RM587

RM782 total

includes taxes & fees

23 Nov - 24 Nov

Hyatt Regency Chesapeake Bay

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

A bar area with a long counter, multiple bar stools, and a pool table. There are tables and chairs for dining, and the room has large windows.

3. DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

4.0 star property

Midtown Ocean City

9.0 out of 10, Wonderful, (1,002 reviews)

9.0/10

Wonderful

(1,002 reviews)

"Staff is always super nice and pleasant. I love the onsite parking available and the restaurant."

SaVette

The price is RM329

RM329

RM369 total

includes taxes & fees

15 Nov - 16 Nov

DoubleTree by Hilton Ocean City Oceanfront

A balcony with two green Adirondack chairs facing a beach.

A deck with white lounge chairs and a pool, overlooking a beach.

A beach view from a balcony with a clear sky.

A hotel room with two beds, a desk, and a chair. There is a window with curtains, a lamp, and a nightstand with a phone.

4. Comfort Inn Ocean City Boardwalk

Comfort Inn Ocean City Boardwalk

2.5 star property

Downtown Ocean City

9.0 out of 10, Wonderful, (1,045 reviews)

9.0/10

Wonderful

(1,045 reviews)

"We enjoyed our stay!"

Judy

The price is RM324

RM324

RM363 total

includes taxes & fees

10 Nov - 11 Nov

Comfort Inn Ocean City Boardwalk

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

A water park with multiple slides and pools, including a large green water slide and a lazy river.

A beach chair under a blue umbrella on a sandy beach with the ocean in the background.

A spacious living room with a view of the beach, featuring two sofas, a coffee table, and a bookshelf.

5. Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3.0 star property

Midtown Ocean City

9.0 out of 10, Wonderful, (1,482 reviews)

9.0/10

Wonderful

(1,482 reviews)

"Staff were super friendly and the location was amazing."

luceita

The price is RM280

RM280

RM313 total

includes taxes & fees

17 Nov - 18 Nov

Hilton Garden Inn Ocean City Oceanfront

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

A swimming pool with lounge chairs and umbrellas, surrounded by buildings and palm trees.

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

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

6. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3.0 star property

Downtown Ocean City

9.0 out of 10, Wonderful, (1,873 reviews)

9.0/10

Wonderful

(1,873 reviews)

"Good breakfast and close to the boardwalk."

Anthony

The price is RM342

RM342

RM383 total

includes taxes & fees

10 Nov - 11 Nov

Hyatt Place Ocean City / Oceanfront

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

A beachside bar with Adirondack chairs, a pool, and a view of the ocean.

A round table with breakfast items and drinks, set against a backdrop of a calm sea and clear sky.

A beach resort with a pool, sun loungers, and umbrellas.

7. Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

3.0 star property

Downtown Ocean City

9.4 out of 10, Exceptional, (1,468 reviews)

9.4/10

Exceptional

(1,468 reviews)

"Wonderful stay with great eats."

Christopher

The price is RM365

RM365

RM409 total

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn & Suites Ocean City by IHG

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

A fire pit in the center of a courtyard with lounge chairs and umbrellas in the background.

A restaurant interior with brick walls, wooden tables, and shelves of wine bottles.

A beachside resort with sun loungers, umbrellas, and a view of the ocean.

8. Holiday Inn Ocean City by IHG

Holiday Inn Ocean City by IHG

3.0 star property

North Ocean City

8.8 out of 10, Excellent, (1,004 reviews)

8.8/10

Excellent

(1,004 reviews)

"Our stay was very pleasant and staff was very friendly and helpful"

Pushpa

The price is RM264

RM264

RM295 total

includes taxes & fees

11 Nov - 12 Nov

Holiday Inn Ocean City by IHG

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

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.

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

9. Fenwick Inn

Fenwick Inn

3.0 star property

North Ocean City

8.8 out of 10, Excellent, (2,132 reviews)

8.8/10

Excellent

(2,132 reviews)

"Very nice place"

Shaun

The price is RM252

RM252

RM343 total

includes taxes & fees

23 Nov - 24 Nov

Fenwick Inn

A multi-story hotel with balconies, a beachside location, and various shops and restaurants.

An outdoor seating area with tables and chairs, overlooking a beach.

A multi-story hotel with a pool area, including sun loungers and a smaller pool.

10. Park Place Hotel

Park Place Hotel

3.0 star property

Downtown Ocean City

9.2 out of 10, Wonderful, (1,171 reviews)

9.2/10

Wonderful

(1,171 reviews)

"Affordable with beautiful view and friendly staff."

Rob

The price is RM245

RM245

RM367 total

includes taxes & fees

16 Nov - 17 Nov

Park Place Hotel

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.

View all properties

Explore a world of travel with Expedia

Lodging
Flights
Packages
Cars
Things to Do

Gay friendly Hotels in Aberdeen
Standard Link for Gay friendly Hotels in Aberdeen
Budget Hotels in Annapolis
Standard Link for Budget Hotels in Annapolis
Annapolis Hotels
Standard Link for Annapolis Hotels
B&B in Anne Arundel County
Standard Link for B&B in Anne Arundel County
Cottages in Anne Arundel County
Standard Link for Cottages in Anne Arundel County
Motels in Anne Arundel County
Standard Link for Motels in Anne Arundel County
Arnold Hotels
Standard Link for Arnold Hotels
Hotels with Early Check in in Baltimore
Standard Link for Hotels with Early Check in in Baltimore
Hotels with free airport shuttle in Baltimore
Standard Link for Hotels with free airport shuttle in Baltimore
Hotels with smoking rooms in Baltimore
Standard Link for Hotels with smoking rooms in Baltimore
Cottages in Calvert County
Standard Link for Cottages in Calvert County
Hotels with smoking rooms in Capitol Heights
Standard Link for Hotels with smoking rooms in Capitol Heights
Hotels near Coco's Funhouse
Standard Link for Hotels near Coco's Funhouse
Cordova Hotels
Standard Link for Cordova Hotels
Crofton Hotels
Standard Link for Crofton Hotels
Beach Resorts in Calvert County
Standard Link for Beach Resorts in Calvert County
Beach Resorts in Maryland
Standard Link for Beach Resorts in Maryland
Budget Hotels in Maryland
Standard Link for Budget Hotels in Maryland
Hotels with smoking rooms in Maryland
Standard Link for Hotels with smoking rooms in Maryland
Maryland Hotels
Standard Link for Maryland Hotels
Budget Hotels in Prince George's County
Standard Link for Budget Hotels in Prince George's County
Dundalk Hotels
Standard Link for Dundalk Hotels
Easton Hotels
Standard Link for Easton Hotels
Glen Burnie Hotels
Standard Link for Glen Burnie Hotels
Hotels with Bars / Lounges in Greenbelt
Standard Link for Hotels with Bars / Lounges in Greenbelt
Budget Hotels in Havre De Grace
Standard Link for Budget Hotels in Havre De Grace
Family friendly Hotels in Inner Harbor
Standard Link for Family friendly Hotels in Inner Harbor
Red Roof Inn Hotels in Kent Island
Standard Link for Red Roof Inn Hotels in Kent Island
Hotels with Gyms in La Plata
Standard Link for Hotels with Gyms in La Plata
Hotels with Swimming Pools in La Plata
Standard Link for Hotels with Swimming Pools in La Plata
Budget Hotels in Largo
Standard Link for Budget Hotels in Largo
Hotels with Bars / Lounges in Linthicum Heights
Standard Link for Hotels with Bars / Lounges in Linthicum Heights
Millersville Hotels
Standard Link for Millersville Hotels
Gay friendly Hotels in Murray Hill
Standard Link for Gay friendly Hotels in Murray Hill
Budget Hotels in New Carrollton
Standard Link for Budget Hotels in New Carrollton
Pasadena Hotels
Standard Link for Pasadena Hotels
Delta Hotels in Point Pleasant
Standard Link for Delta Hotels in Point Pleasant
Preston Hotels
Standard Link for Preston Hotels
Riviera Beach Hotels
Standard Link for Riviera Beach Hotels
Rose Haven Hotels
Standard Link for Rose Haven Hotels
Hotels with smoking rooms in Rosedale
Standard Link for Hotels with smoking rooms in Rosedale
Hotels with smoking rooms in Salisbury
Standard Link for Hotels with smoking rooms in Salisbury
Budget Hotels in Silver Spring
Standard Link for Budget Hotels in Silver Spring
Solomons Hotels
Standard Link for Solomons Hotels
St. Michaels Hotels
Standard Link for St. Michaels Hotels
Stevensville Hotels
Standard Link for Stevensville Hotels
Budget Hotels in Upper Marlboro
Standard Link for Budget Hotels in Upper Marlboro
Hotels with indoor pool in Upper Marlboro
Standard Link for Hotels with indoor pool in Upper Marlboro
Upper Marlboro Hotels
Standard Link for Upper Marlboro Hotels
Budget Hotels in Washington
Standard Link for Budget Hotels in Washington
Family friendly Hotels in Washington
Standard Link for Family friendly Hotels in Washington
Hotels with Swimming Pools in Washington
Standard Link for Hotels with Swimming Pools in Washington
Beach Resorts in Western Shore of Maryland
Standard Link for Beach Resorts in Western Shore of Maryland
Wingate Hotels
Standard Link for Wingate Hotels

Flights to Maryland
Standard Link for Flights to Maryland
Flights to Annapolis
Standard Link for Flights to Annapolis
Flights to Marydel
Standard Link for Flights to Marydel
Flights to Prince Frederick
Standard Link for Flights to Prince Frederick
Flights to Sunderland
Standard Link for Flights to Sunderland
Flights to Trappe
Standard Link for Flights to Trappe
Flights to Upper Marlboro
Standard Link for Flights to Upper Marlboro
Flights from Lee
Standard Link for Flights from Lee
Flights from Maryland
Standard Link for Flights from Maryland
Flights from Bowie
Standard Link for Flights from Bowie
Flights from Pittsburgh (AGC) to Easton (ESN)
Standard Link for Flights from Pittsburgh (AGC) to Easton (ESN)
Flights from Nashville (BNA) to Easton (ESN)
Standard Link for Flights from Nashville (BNA) to Easton (ESN)
Flights from Baltimore (BWI) to Annapolis (ANP)
Standard Link for Flights from Baltimore (BWI) to Annapolis (ANP)
Flights from Manta (MEC) to Easton (ESN)
Standard Link for Flights from Manta (MEC) to Easton (ESN)
Flights from Paris (PAR) to Annapolis (ANP)
Standard Link for Flights from Paris (PAR) to Annapolis (ANP)
Flights from Pristina (PRN) to Easton (ESN)
Standard Link for Flights from Pristina (PRN) to Easton (ESN)
Flights from St. Louis (STL) to Easton (ESN)
Standard Link for Flights from St. Louis (STL) to Easton (ESN)
Flights from Toronto (YYZ) to Annapolis (ANP)
Standard Link for Flights from Toronto (YYZ) to Annapolis (ANP)

Allen Pond Park
Standard Link for Allen Pond Park
Chesapeake Bay Bridge
Standard Link for Chesapeake Bay Bridge
Visit Crofton
Standard Link for Visit Crofton
Dorchester County Visitors Center
Standard Link for Dorchester County Visitors Center
Visit South Gate
Standard Link for Visit South Gate
Historical Society of Kent County Maryland
Standard Link for Historical Society of Kent County Maryland
Kunta Kinte–Alex Haley Memorial
Standard Link for Kunta Kinte–Alex Haley Memorial
London Town
Standard Link for London Town
Long Wharf Park
Standard Link for Long Wharf Park
Maryland Holidays
Standard Link for Maryland Holidays
Visit North Beach
Standard Link for Visit North Beach
Pasadena Holidays
Standard Link for Pasadena Holidays
Prince George's Stadium
Standard Link for Prince George's Stadium
Queenstown Harbor Golf Club
Standard Link for Queenstown Harbor Golf Club
Rolphs Wharf Marina
Standard Link for Rolphs Wharf Marina
Rose Haven Holidays
Standard Link for Rose Haven Holidays
Spocott Windmill
Standard Link for Spocott Windmill
Visit Tilghman
Standard Link for Visit Tilghman
U.s. Naval Academy
Standard Link for U.s. Naval Academy
Wilmer Park
Standard Link for Wilmer Park
Visit Wingate
Standard Link for Visit Wingate

Car hire near Anchorage
Standard Link for Car hire near Anchorage
Car hire Arnold
Standard Link for Car hire Arnold
Car hire near Bill Burton Fishing Pier State Park
Standard Link for Car hire near Bill Burton Fishing Pier State Park
Car hire near Kunta Kinte–Alex Haley Memorial
Standard Link for Car hire near Kunta Kinte–Alex Haley Memorial
Car hire Queenstown
Standard Link for Car hire Queenstown

Things to do in Annapolis
Standard Link for Things to do in Annapolis
Things to do in Chesapeake Beach
Standard Link for Things to do in Chesapeake Beach

Eastern Shore Hotels with Entertainment

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Eastern Shore hotels with entertainment

1. Historic Inns of Annapolis

2. Hyatt Regency Chesapeake Bay

3. DoubleTree by Hilton Ocean City Oceanfront

4. Comfort Inn Ocean City Boardwalk

5. Hilton Garden Inn Ocean City Oceanfront

6. Hyatt Place Ocean City / Oceanfront

7. Holiday Inn & Suites Ocean City by IHG

8. Holiday Inn Ocean City by IHG

9. Fenwick Inn

10. Park Place Hotel

Explore a world of travel with Expedia