Eastern Shore Vacations from $493

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Your Eastern Shore Vacation

Plan a vacation package to Eastern Shore and travel on your own terms. You'll fall in love with its nature, family-friendly attractions and history. With so many things to see and do on a trip to Eastern Shore, it can be difficult to know where to begin. Kick off your journey in Ocean City at Ocean City Boardwalk and Ocean City Beach — two popular attractions here. Another top city worth adding to your itinerary is Salisbury. Don't miss Wicomico Youth and Civic Center and Salisbury Zoo. Whether you're planning to travel for a week or a month, Expedia are here to help you customize your next Eastern Shore vacation.

The Latest Eastern Shore vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Henderson's Wharf, Ascend Hotel Collection
Sea Breeze Inn
Beach Walk
Ocean Terrace Family Apartments
Sahara Motel
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Where to stay in Eastern Shore

Find the best Eastern Shore areas and neighborhoods for the activities you enjoy most. Learn more about Eastern Shore

Discover the most popular places to visit in Eastern Shore

Eastern Shore Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
$139 nightly
The price is $153 total per night from Sep 7 to Sep 8
$153 total
Sep 7 - Sep 8
Total includes taxes and fees
8.4/10 Very Good! (2,016 reviews)
"Direct beach access in a quieter area iof ocean city but still walkable to restaurants and shops. They also had restaurants on site which were good. The atrium pool was nice when you wanted to escape the heat of the beach."

Reviewed on Aug 18, 2025

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $114 total per night from Sep 15 to Sep 16
$114 total
Sep 15 - Sep 16
Total includes taxes and fees
8.6/10 Excellent! (1,965 reviews)
"Stay was good, no issues"

Reviewed on Aug 16, 2025

Fenwick Inn
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
$162 nightly
The price is $179 total per night from Sep 14 to Sep 15
$179 total
Sep 14 - Sep 15
Total includes taxes and fees
9/10 Wonderful! (3,104 reviews)
"Very friendly staff, easy parking, nice pool and bar"

Reviewed on Aug 18, 2025

Grand Hotel 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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.