Search Pet-Friendly Hotels in Eastern Shore

  • 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
8 Nov - 9 Nov
Tomorrow
9 Nov - 10 Nov
Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov

Our top choices for Eastern Shore pet-friendly hotels

A gazebo with a view of a lake at dusk.

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 ₹8,922
₹9,903 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.

2. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (856 reviews)
"Great place to stay"
United States
Michael
The price is ₹12,594
₹13,979 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.

3. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 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!"
United States
Dena
The price is ₹18,689
₹22,905 total
includes taxes & fees
1 Dec - 2 Dec
The Wildset
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

4. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you don’t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is ₹40,891
₹44,980 total
includes taxes & fees
9 Dec - 10 Dec
Inn at Perry Cabin
A spacious lobby with a reception desk, seating area, and a television screen.

5. 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 ₹10,661
₹11,834 total
includes taxes & fees
22 Nov - 23 Nov
Comfort Inn & Suites Cambridge
A modern hotel dining area with a long table, four chairs, and three pendant lights.

6. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (595 reviews)
"Pet friendly...very nice for our dog Staff helpful"
United States
Andrew
The price is ₹12,271
₹13,498 total
includes taxes & fees
10 Nov - 11 Nov
Hampton Inn Easton
A hotel lobby with a fireplace, seating area, and a television.

7. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (998 reviews)
"Good hotel"
United States
Michael
The price is ₹9,226
₹10,241 total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Chestertown
A resort with a large pool, outdoor seating, and a view of the sea.

8. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,005 reviews)
"The staff at the front desk were friendly and helpful."
United States
Billy
The price is ₹13,570
₹18,085 total
includes taxes & fees
23 Nov - 24 Nov
Hyatt Regency Chesapeake Bay
A balcony with a view of a body of water, a row of buildings, and a chair.

9. 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)
"Everything was fantastic"
United States
Gamil
The price is ₹11,243
₹12,480 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.

10. 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)
"Nice location & stay"
United States
Holly
The price is ₹8,441
₹9,369 total
includes taxes & fees
15 Nov - 16 Nov
Best Western Kent Narrows Inn
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

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

Explore a world of travel with Expedia