Eastern Shore Beach Vacations 2026

Top Beach vacation packages in Eastern Shore

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

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$763

per person

Nov 21 - Nov 26

found 16 hours ago

Roundtrip flight included

San Juan (SJU) to Salisbury (SBY)

8.8/10 Excellent! (1,377 reviews)

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

$1,220

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

Seattle (SEA) to Salisbury (SBY)

9/10 Wonderful! (1,006 reviews)

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3 Night Beach vacations in Eastern Shore

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

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

$793

per person

Oct 30 - Nov 2

found 1 hour ago

Roundtrip non-stop flight included

Springfield (SGF) to Salisbury (SBY)

9/10 Wonderful! (1,006 reviews)

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$831

per person

Oct 30 - Nov 2

found 1 hour ago

Roundtrip non-stop flight included

Springfield (SGF) to Salisbury (SBY)

8.8/10 Excellent! (1,377 reviews)

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4 Night Beach vacations in Eastern Shore

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

The Americana Hotel

Downtown Ocean City

$438

per person

Oct 28 - Nov 1

found 2 hours ago

Roundtrip non-stop flight included

New York (JFK) to Salisbury (SBY)

8.6/10 Excellent! (1,298 reviews)

Exelente

Reviewed on Sep 16, 2026

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$446

per person

Oct 28 - Nov 1

found 2 hours ago

Roundtrip non-stop flight included

New York (JFK) to Salisbury (SBY)

9/10 Wonderful! (3,884 reviews)

Commander Hotel & Suites

Downtown Ocean City

$481

per person

Oct 28 - Nov 1

found 2 hours ago

Roundtrip non-stop flight included

New York (JFK) to Salisbury (SBY)

8.6/10 Excellent! (1,006 reviews)

Beautiful well maintained pool.Spacious suite and balcony. Very clean suite and curteous staff and housekeeping personnel. Highly recommend

Reviewed on Sep 14, 2026

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How do I book the best Eastern Shore beach vacation packages?

Life’s a beach when you dive into our brilliant Eastern Shore beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in Eastern Shore?

A rental steps from the shore creates an amazingly affordable Eastern Shore beach vacation. Seaside sojourns during low season start from $438. Prices and availability are subject to change. Additional terms may apply.

How can I book the best family beach vacations in Eastern Shore?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a Eastern Shore beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a Eastern Shore vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find Eastern Shore beach vacation deals?

Sort your search results by deals to delight in amazing Eastern Shore beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a Eastern Shore beach trip with free cancellation and/or flexible dates?

Just like the Eastern Shore tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my Eastern Shore beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in Eastern Shore. (OK, maybe not that last part.)

Top Beach Eastern Shore Hotels

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

6 min drive from Ocean City Boardwalk

At this hotel, get ready to lounge by the shoreline in Ocean City, as you'll be close to Ocean City Beach. A private beach, an outdoor pool, and a poolside bar ...

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

19 min walk from Ocean City Boardwalk

Enjoy your stay at this hotel and stroll along the shoreline in Ocean City, as you'll be not far from Ocean City Beach. 4 restaurants, an outdoor pool, and a ...

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

12 min drive from Ocean City Boardwalk

Walk along the waves in Ocean City, as you'll be within walking distance of Ocean City Beach when booking a getaway at this spa hotel. Amenities at Princess ...

See all 7,753 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.