Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
No exact matches found, but these alternatives could be just right
Recommended hotels in Eastern Shore
1. Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHGGrasonville
9.2 out of 10, Wonderful, (1,002 reviews)
"A wonderful stay! Already planning a trip for next year!"
Michelle
The price is CA $127
CA $141 total
includes taxes & fees
Dec 6 - Dec 7
2. Hampton Inn & Suites Ocean City/Bayfront-Convention Center
Hampton Inn & Suites Ocean City/Bayfront-Convention CenterMidtown Ocean City
8.8 out of 10, Excellent, (1,001 reviews)
"Very enjoyable stay. Staff was very warm and welcoming."
Erin
The price is CA $82
CA $92 total
includes taxes & fees
Dec 3 - Dec 4
3. St Michaels Inn
St Michaels InnSt. Michaels
8.0 out of 10, Very good, (1,001 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
Dean
The price is CA $103
CA $113 total
includes taxes & fees
Dec 7 - Dec 8
4. Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake BayCambridge
8.8 out of 10, Excellent, (1,003 reviews)
"The staff at the front desk were friendly and helpful."
Billy
The price is CA $204
CA $271 total
includes taxes & fees
Nov 23 - Nov 24
5. Comfort Inn & Suites Chestertown
Comfort Inn & Suites ChestertownChestertown
8.6 out of 10, Excellent, (998 reviews)
"Good hotel"
Michael
The price is CA $137
CA $152 total
includes taxes & fees
Dec 6 - Dec 7
6. Cambria Hotel Ocean City - Bayfront
Cambria Hotel Ocean City - BayfrontDowntown Ocean City
9.0 out of 10, Wonderful, (1,000 reviews)
"Very well maintained staff was super nice and professional higher recommend staying here"
Patricia
The price is CA $95
CA $127 total
includes taxes & fees
Dec 7 - Dec 8
7. The Wildset
The WildsetDowntown 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!"
Dena
The price is CA $278
CA $341 total
includes taxes & fees
Dec 1 - Dec 2
8. Baymont by Wyndham Easton
Baymont by Wyndham EastonEaston
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."
Edwin
The price is CA $115
CA $126 total
includes taxes & fees
Nov 15 - Nov 16
9. Hilton Garden Inn Ocean City Oceanfront
Hilton Garden Inn Ocean City OceanfrontMidtown Ocean City
9.0 out of 10, Wonderful, (1,480 reviews)
"Staff were super friendly and the location was amazing."
luceita
The price is CA $96
CA $108 total
includes taxes & fees
Nov 22 - Nov 23
10. Knapps Narrows Marina & Inn
Knapps Narrows Marina & InnSherwood
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."
Joan
The price is CA $140
CA $154 total
includes taxes & fees
Nov 8 - Nov 9
11. Holiday Inn Express Cambridge by IHG
Holiday Inn Express Cambridge by IHGCambridge
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."
Ronald
The price is CA $166
CA $185 total
includes taxes & fees
Dec 6 - Dec 7
12. Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island MarinaGrasonville
9.0 out of 10, Wonderful, (1,000 reviews)
"Everything was fantastic"
Gamil
The price is CA $168
CA $186 total
includes taxes & fees
Nov 18 - Nov 19
13. Best Western Plus Easton Inn & Suites
Best Western Plus Easton Inn & SuitesEaston
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."
Margaret
The price is CA $166
CA $183 total
includes taxes & fees
Nov 15 - Nov 16
14. Comfort Inn & Suites Cambridge
Comfort Inn & Suites CambridgeCambridge
8.4 out of 10, Very good, (925 reviews)
"Staff was wonderful, room was clean, and breakfast was delicious."
Ana
The price is CA $160
CA $177 total
includes taxes & fees
Nov 30 - Dec 1
15. Grand Hotel Ocean City Oceanfront
Grand Hotel Ocean City OceanfrontDowntown Ocean City
9.0 out of 10, Wonderful, (3,993 reviews)
"Very nice, will definitely come back and stay there"
Raykwon
The price is CA $90
CA $101 total
includes taxes & fees
Nov 8 - Nov 9
16. Best Western Kent Narrows Inn
Best Western Kent Narrows InnGrasonville
8.0 out of 10, Very good, (1,001 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!"
Beth
The price is CA $126
CA $139 total
includes taxes & fees
Nov 16 - Nov 17
17. The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach ClubStevensville
9.4 out of 10, Exceptional, (509 reviews)
"Great property super friendly, helpful staff."
scott
The price is CA $258
CA $321 total
includes taxes & fees
Dec 2 - Dec 3
18. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & MarinaGrasonville
9.4 out of 10, Exceptional, (855 reviews)
"Great place to stay"
Michael
The price is CA $187
CA $208 total
includes taxes & fees
Nov 16 - Nov 17
19. DoubleTree by Hilton Ocean City Oceanfront
DoubleTree by Hilton Ocean City OceanfrontMidtown 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."
SaVette
The price is CA $113
CA $127 total
includes taxes & fees
Nov 12 - Nov 13
20. Home2 Suites By Hilton Salisbury Fruitland
Home2 Suites By Hilton Salisbury FruitlandFruitland
9.8 out of 10, Exceptional, (83 reviews)
"great place to stay"
JoAnn
The price is CA $156
CA $174 total
includes taxes & fees
Nov 15 - Nov 16
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.
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.
Top reviews in Eastern Shore
The Wildset
The WildsetDowntown St. Michaels
10/10 Excellent
Our stay at the Wildset was amazing! The room was beautiful and clean. The staff were available at all hours and did the most to ensure our stay was special. The hotel has lots of small touches that truly make the experience like bikes, a cafe with coffee and drinks, and smore's kits in the evenings.
Mairi
