Search Gay-Friendly Hotels in Eastern Shore

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Check prices for these dates

Tonight
9 Nov - 10 Nov
Tomorrow
10 Nov - 11 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Eastern Shore LGBT-friendly hotels

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

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)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is Rp1.826.989
Rp2.027.958 total
includes taxes & fees
15 Nov - 16 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
A pool area with lounge chairs, a hot tub, 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, (1,002 reviews)
"Very enjoyable stay. Staff was very warm and welcoming."
United States
Erin
The price is Rp1.060.920
Rp1.188.232 total
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
An outdoor seating area with colorful striped sofas and chairs, a fire feature, and a view of the building in the background.

3. 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)
"Staff was very good and engaging. Breakfast was unique and gave many choices. A good addiction to our stay."
United States
Larry
The price is Rp949.311
Rp1.063.229 total
includes taxes & fees
1 Dec - 2 Dec
Home2 Suites by Hilton Ocean City - Bayside, MD
A patio with outdoor seating, overlooking a marina with boats.

4. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,003 reviews)
"Everything was fantastic"
United States
Gamil
The price is Rp2.165.615
Rp2.403.833 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.

5. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (1,000 reviews)
"The front desk staff were so nice, room very clean."
United States
John
The price is Rp1.773.446
Rp1.968.524 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.

6. 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, (1,003 reviews)
"Staff is always super nice and pleasant. I love the onsite parking available and the restaurant."
United States
SaVette
The price is Rp1.468.465
Rp1.644.681 total
includes taxes & fees
15 Nov - 16 Nov
DoubleTree by Hilton Ocean City Oceanfront
A clear pool with palm trees, lounge chairs, 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, (1,472 reviews)
"Wonderful stay with great eats."
United States
Christopher
The price is Rp1.628.010
Rp1.823.372 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn & Suites Ocean City by IHG
A spacious lobby with a reception desk, seating area, and a television screen.

8. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.4 out of 10, Very good, (925 reviews)
"Staff was wonderful, room was clean, and breakfast was delicious."
United States
Ana
The price is Rp2.053.463
Rp2.279.344 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Cambridge
A balcony with a view of the sea, a pool, and a row of chairs.

9. Residence Inn by Marriott Ocean City

Residence Inn by Marriott Ocean City
3.0 star property
Midtown Ocean City
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean large room-great view, welcoming staff especially during breakfast-delicious options, last minute stay turned out to be great decision"
United States
Karen
The price is Rp1.483.298
Rp1.661.294 total
includes taxes & fees
12 Nov - 13 Nov
Residence Inn by Marriott Ocean City
A coastal hotel with multiple buildings, a beach, and a pier in the background.

10. Courtyard Ocean City Oceanfront

Courtyard Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.2 out of 10, Wonderful, (1,001 reviews)
"The convenience to the boardwalk was amazing. Hotel and staff were amazing as well"
United States
Ryan
The price is Rp1.522.189
Rp1.704.853 total
includes taxes & fees
15 Nov - 16 Nov
Courtyard Ocean City Oceanfront
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

A large, two-story house with a prominent tower and a covered porch.
Hummingbird Inn

Hummingbird Inn

Hummingbird Inn
Easton

10/10 Excellent

We had a super stay here for our 40th Wedding anniverary ! 1st class breakfast and excellent super friendly and helpful owners and staff.
United Kingdom
Wendy
Reviewed June 30, 2026
Hummingbird Inn