Cheap Vacations in Eastern Shore 2026

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4 Night Cheap holidays in Eastern Shore

Price found within the past 48 hours. Click for updated prices.

Plim Plaza Hotel

Downtown Ocean City

CA $1,091

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

7.4/10 Good! (1,109 reviews)

Tidelands Caribbean Hotel and Suites

Downtown Ocean City

CA $1,137

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

7.2/10 Good! (1,261 reviews)

Fenwick Inn

North Ocean City

CA $1,115

per person

Oct 21 - Oct 25

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

8.8/10 Excellent! (2,055 reviews)

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Cheap Hotels in Eastern Shore

Fenwick Inn

13801 Coastal Highway Ocean City MD

18 min drive from Ocean City Boardwalk

Book a stay at this business-friendly hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the restaurant in ...

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

12 min drive from Ocean City Boardwalk

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...

8.8/10 Excellent! (2,647 reviews)

"Overall, we had a good time. Unfortunately, the jellyfish were at an all time high which isn't there fault but caused people to go to the pool and I think the pool could be updated a bit. Not enough chairs, and we never saw staff at the bar right by the pool until late at night. Our air conditioning ..."

Reviewed on Aug 12, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

19 min walk from Ocean City Boardwalk

Book a stay at this beach hotel in Ocean City. Enjoy free WiFi, 4 restaurants, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...

See all 7,712 properties in Eastern Shore

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.