Pet friendly Hotels in Eastern Shore
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A historic white mansion with a sign in front.

Cat & Dog Friendly Hotels in Eastern Shore

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

November 2026

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Our top choices for Eastern Shore pet-friendly hotels

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 RM386

RM386

RM428 total

includes taxes & fees

6 Dec - 7 Dec

Holiday Inn Express Annapolis East-Kent Island by IHG

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.

A modern hotel lobby with a bar area, seating arrangements, and large windows offering city views.

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

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property

Grasonville

9.4 out of 10, Exceptional, (856 reviews)

9.4/10

Exceptional

(856 reviews)

"Great place to stay"

Michael

The price is RM544

RM544

RM604 total

includes taxes & fees

15 Nov - 16 Nov

Hyatt Place Kent Narrows & Marina

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

A restaurant with long tables set for dining, benches along the walls, and large windows allowing natural light.

A neatly made bed with white linens and a beige pillow, a straw hat on the bed, a wooden nightstand with a small plant and a glass, and a wall-mounted light fixture.

A two-story building with a balcony on the upper floor, outdoor seating with wooden chairs and tables, and a clear view of the surrounding area.

3. The Wildset

The Wildset

2.5 star property

Downtown St. Michaels

9.8 out of 10, Exceptional, (526 reviews)

9.8/10

Exceptional

(526 reviews)

"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly s’mores by the fire pit were so much fun! Can not recommend this place enough!"

Dena

The price is RM808

RM808

RM990 total

includes taxes & fees

1 Dec - 2 Dec

The Wildset

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.

4. 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 RM530

RM530

RM583 total

includes taxes & fees

10 Nov - 11 Nov

Hampton Inn Easton

A balcony with a view of a body of water, a row of buildings, and a chair.

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.

5. 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 RM486

RM486

RM539 total

includes taxes & fees

18 Nov - 19 Nov

Hilton Garden Inn Kent Island Marina

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

A multi-story hotel with a covered entrance and a flagpole.

An indoor swimming pool with a hot tub, lounge chairs, and a sunset mural on the wall.

A poolside area with lounge chairs and a mural of a sunset over water.

6. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

2.5 star property

Grasonville

8.0 out of 10, Very good, (1,002 reviews)

8.0/10

Very good

(1,002 reviews)

"Nice location & stay"

Holly

The price is RM364

RM364

RM404 total

includes taxes & fees

8 Dec - 9 Dec

Best Western Kent Narrows Inn

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.

7. 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 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.

8. 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 lobby with seating, a reception desk, and a cityscape mural on the wall.

A spacious indoor area with multiple seating options including tables and booths, a bar area with a cityscape mural, and large windows providing natural light.

A hotel room with a bed, a sofa, a small table, a TV, and a framed picture on the wall.

A hotel room with a desk, chair, sofa, and a TV. There are framed pictures on the wall and a window with curtains.

9. La Quinta Inn & Suites by Wyndham Newark - Elkton

La Quinta Inn & Suites by Wyndham Newark - Elkton

3.0 star property

Elkton

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

9.0/10

Wonderful

(1,002 reviews)

"Friendly staff and great breakfast!"

Gregory

The price is RM406

RM406

RM454 total

includes taxes & fees

7 Dec - 8 Dec

La Quinta Inn & Suites by Wyndham Newark - Elkton

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.

10. 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

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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Cat & Dog Friendly Hotels in Eastern Shore

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Eastern Shore pet-friendly hotels

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

2. Hyatt Place Kent Narrows & Marina

3. The Wildset

4. Hampton Inn Easton

5. Hilton Garden Inn Kent Island Marina

6. Best Western Kent Narrows Inn

7. Comfort Inn & Suites Cambridge

8. Comfort Inn & Suites Chestertown

9. La Quinta Inn & Suites by Wyndham Newark - Elkton

10. Hyatt Regency Chesapeake Bay

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