Gay friendly Hotels in Eastern Shore
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Eastern Shore Gay friendly Hotels

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

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Our top choices for Eastern Shore LGBT-friendly hotels

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

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

A buffet with various food items, including omelets and baked goods, served in metal containers.

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.

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

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property

Grasonville

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

9.2/10

Wonderful

(1,002 reviews)

"A wonderful stay! Already planning a trip for next year!"

Michelle

The price is RM385

RM385

RM427 total

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn Express Annapolis East-Kent Island by IHG

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

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

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

A hotel with multiple balconies, a swimming pool, and a view of the ocean.

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

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

2.5 star property

Midtown Ocean City

8.8 out of 10, Excellent, (1,001 reviews)

8.8/10

Excellent

(1,001 reviews)

"Very enjoyable stay. Staff was very warm and welcoming."

Erin

The price is RM237

RM237

RM266 total

includes taxes & fees

3 Dec - 4 Dec

Hampton Inn & Suites Ocean City/Bayfront-Convention Center

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

A spacious dining area with a large rectangular table, multiple chairs, and a chandelier.

An indoor swimming pool with clear views of boats and water.

A waterfront hotel with multiple balconies, a marina with yachts, and a well-lit exterior.

3. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property

Grasonville

8.8 out of 10, Excellent, (1,002 reviews)

8.8/10

Excellent

(1,002 reviews)

"Everything was fantastic"

Gamil

The price is RM485

RM485

RM538 total

includes taxes & fees

18 Nov - 19 Nov

Hilton Garden Inn Kent Island Marina

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

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

A spacious dining area with multiple tables and chairs, a central island, and a kitchen in the background.

A hotel room with a bed, a sofa, a dining table, and a small round table.

4. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

2.5 star property

Chestertown

8.6 out of 10, Excellent, (998 reviews)

8.6/10

Excellent

(998 reviews)

"Good hotel"

Michael

The price is RM399

RM399

RM443 total

includes taxes & fees

6 Dec - 7 Dec

Comfort Inn & Suites Chestertown

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.

5. 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

RM368 total

includes taxes & fees

15 Nov - 16 Nov

DoubleTree by Hilton Ocean City Oceanfront

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 desk, chair, blue sofa, ottoman, and a hallway leading to a door.

6. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 star property

Cambridge

8.4 out of 10, Very good, (925 reviews)

8.4/10

Very good

(925 reviews)

"Staff was wonderful, room was clean, and breakfast was delicious."

Ana

The price is RM461

RM461

RM511 total

includes taxes & fees

22 Nov - 23 Nov

Comfort Inn & Suites Cambridge

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, (1,467 reviews)

9.4/10

Exceptional

(1,467 reviews)

"Wonderful stay with great eats."

Christopher

The price is RM364

RM364

RM408 total

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn & Suites Ocean City by IHG

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

A waterfront hotel with a wooden boardwalk, a parking area, and a lake view.

A multi-story hotel with a modern design, featuring a covered entrance and a visible restaurant area with outdoor seating.

A swimming pool with a tiled edge, surrounded by yellow and red chairs, and large windows offering a view of buildings outside.

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

Home2 Suites by Hilton Ocean City - Bayside, MD

3.0 star property

North Ocean City

9.0 out of 10, Wonderful, (1,001 reviews)

9.0/10

Wonderful

(1,001 reviews)

"Staff was very good and engaging. Breakfast was unique and gave many choices. A good addiction to our stay."

Larry

The price is RM213

RM213

RM239 total

includes taxes & fees

1 Dec - 2 Dec

Home2 Suites by Hilton Ocean City - Bayside, MD

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.

9. 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 RM341

RM341

RM382 total

includes taxes & fees

9 Nov - 10 Nov

Hyatt Place Ocean City / Oceanfront

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

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

A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

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

10. Hampton Inn Easton

Hampton Inn Easton

2.5 star property

Easton

9.0 out of 10, Wonderful, (595 reviews)

9.0/10

Wonderful

(595 reviews)

"Pet friendly...very nice for our dog Staff helpful"

Andrew

The price is RM529

RM529

RM582 total

includes taxes & fees

9 Nov - 10 Nov

Hampton Inn Easton

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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Eastern Shore Gay friendly Hotels

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Eastern Shore LGBT-friendly hotels

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

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

3. Hilton Garden Inn Kent Island Marina

4. Comfort Inn & Suites Chestertown

5. DoubleTree by Hilton Ocean City Oceanfront

6. Comfort Inn & Suites Cambridge

7. Holiday Inn & Suites Ocean City by IHG

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

9. Hyatt Place Ocean City / Oceanfront

10. Hampton Inn Easton

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