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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan
No exact matches found, but these alternatives could be just right

Recommended hotels in Eastern Shore

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, (1,001 reviews)
"A wonderful stay! Already planning a trip for next year!"
United States
Michelle
The price is 2.344.342 ₫
2.602.220 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
A deck with outdoor seating and a view of a body of water.

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)
"Very enjoyable stay. Staff was very warm and welcoming."
United States
Erin
The price is 1.508.771 ₫
1.689.825 ₫ total
includes taxes & fees
3 Dec - 4 Dec
Hampton Inn & Suites Ocean City/Bayfront-Convention Center
A building with a covered porch supported by columns, a garage with a parked truck, and a small garden with flowers.

3. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,000 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
The price is 1.967.962 ₫
2.164.759 ₫ total
includes taxes & fees
1 Dec - 2 Dec
St Michaels Inn
A modern building with a large glass facade, a sloped roof, and a small tower-like structure on the roof.

4. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 reviews)
"Staff was perfect and the property is bigger than Rhode Island."
United States
John
The price is 4.510.926 ₫
5.855.663 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Hyatt Regency Chesapeake Bay
A hotel entrance with a clear sky, multiple flags, and a well-maintained lawn.

5. 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 2.527.224 ₫
2.805.219 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Chestertown
A multi-story hotel with balconies, a prominent entrance, and a view of the water.

6. Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (1,000 reviews)
"Very well maintained staff was super nice and professional higher recommend staying here"
United States
Patricia
The price is 1.796.634 ₫
2.398.105 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Cambria Hotel Ocean City - Bayfront
A two-story house with a porch, a front door, and a small garden area.

7. 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 5.126.638 ₫
6.283.352 ₫ total
includes taxes & fees
1 Dec - 2 Dec
The Wildset
Exterior

8. Home2 Suites By Hilton Salisbury Fruitland

Home2 Suites By Hilton Salisbury Fruitland
3.0 star property
Fruitland
9.8 out of 10, Exceptional, (83 reviews)
"great place to stay"
United States
JoAnn
The price is 2.908.211 ₫
3.257.197 ₫ total
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites By Hilton Salisbury Fruitland
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

9. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (957 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
The price is 2.109.450 ₫
2.320.395 ₫ total
includes taxes & fees
12 Nov - 13 Nov
Baymont by Wyndham Easton
Terrace/patio

10. 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, (1,479 reviews)
"Staff were super friendly and the location was amazing."
United States
luceita
The price is 1.771.938 ₫
1.984.572 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Hilton Garden Inn Ocean City Oceanfront
A building with a sign reading "The Inn."

11. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (402 reviews)
"We are boaters so love the atmosphere of staying in a marina with a boat yard. The sunsets were beautiful there. Make sure you get a room facing the bay."
United States
Joan
The price is 2.572.500 ₫
2.829.750 ₫ total
includes taxes & fees
8 Nov - 9 Nov
Knapps Narrows Marina & Inn
A Holiday Inn Express hotel with a prominent illuminated sign, a flagpole with flags, and a well-lit entrance.

12. Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (822 reviews)
"Had a fairly large assortment of hot and cold items for breakfast, breakfast was good. Place is clean and neat."
United States
Ronald
The price is 3.061.275 ₫
3.398.015 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Holiday Inn Express Cambridge by IHG
A Hilton Garden Inn with a marina view, featuring a large building with a prominent logo, a covered entrance, and a parking lot.

13. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Everything was fantastic"
United States
Gamil
The price is 3.084.227 ₫
3.423.493 ₫ total
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Kent Island Marina
A hotel with a brick facade, multiple parking spaces, and a landscaped area with trees.

14. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,007 reviews)
"Plenty of parking! Comfortable beds and pillows. The staff was amazing, kind, helpful and friendly. I would definitely stay there again."
United States
Margaret
The price is 3.061.275 ₫
3.367.402 ₫ total
includes taxes & fees
19 Nov - 20 Nov
Best Western Plus Easton Inn & Suites
A Comfort Inn & Suites with a covered entrance, brick facade, and multiple windows.

15. 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 2.946.542 ₫
3.270.662 ₫ total
includes taxes & fees
6 Dec - 7 Dec
Comfort Inn & Suites Cambridge
A multi-story hotel with a pool area, balconies, and a view of the ocean.

16. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
3.0 star property
Downtown Ocean City
9.0 out of 10, Wonderful, (3,992 reviews)
"Very nice, will definitely come back and stay there"
United States
Raykwon
The price is 1.656.690 ₫
1.855.492 ₫ total
includes taxes & fees
9 Nov - 10 Nov
Grand Hotel Ocean City Oceanfront
Exterior

17. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,000 reviews)
"We were in town for a wedding. The hotel was close to the venue which is why we chose it. The staff was very friendly upon check in, the room was very clean, nice bathroom, comfortable bed and the view of the bay from our room was fabulous! The included breakfast was the standard breakfast items but very good!"
United States
Beth
The price is 2.312.163 ₫
2.566.501 ₫ total
includes taxes & fees
17 Nov - 18 Nov
Best Western Kent Narrows Inn
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

18. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (508 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is 4.741.111 ₫
5.917.076 ₫ total
includes taxes & fees
2 Dec - 3 Dec
The Inn at Chesapeake Bay Beach Club
A multi-story hotel with outdoor seating areas and a dock extending into the water.

19. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (855 reviews)
"Great place to stay"
United States
Michael
The price is 4.051.687 ₫
4.497.372 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Hyatt Place Kent Narrows & Marina
A balcony with a view of the ocean and beach.

20. 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, (1,001 reviews)
"Staff is always super nice and pleasant. I love the onsite parking available and the restaurant."
United States
SaVette
The price is 2.088.356 ₫
2.338.960 ₫ total
includes taxes & fees
11 Nov - 12 Nov
DoubleTree by Hilton 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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Learn more about Eastern Shore

Charming coastal towns and pristine beaches dot the Chesapeake Bay's eastern shoreline, inviting you to explore maritime history and savour fresh seafood. Kayak through serene marshlands, visit Assateague Island's wild ponies, or take a scenic drive to discover quaint antique shops and waterfront restaurants.

See all hotels in Eastern Shore
A historic white mansion with a sign in front.

Top reviews in Eastern Shore

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

The Wildset

The Wildset
Downtown St. Michaels

8/10 Good

Expensive and basic
United Kingdom
Dina
Reviewed May 14, 2026
The Wildset