Top Beach vacation packages in Eastern Shore

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

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

$1,712

per person

Jun 28 - Jul 3

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Salisbury (SBY)

9/10 Wonderful! (1,000 reviews)

My family and I were very satisfied with our stay. Clean/spacious waterfront room. 2 bathrooms, wonderful indoor pool for the kids to enjoy and hot tub! The staff were very attentive and kind. Will definitely return here again! Thank you for a wonderful stay

Reviewed on Apr 19, 2026

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$2,193

per person

Jun 28 - Jul 3

found 13 hours ago

Roundtrip non-stop flight included

New York (NYC) to Salisbury (SBY)

8.8/10 Excellent! (1,345 reviews)

This was just the quick getaway I needed. I'm coming back to this exact hotel in the summer. Everybody was great and so accommodating!!

Reviewed on Apr 21, 2026

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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

$1,288

per person

May 22 - May 25

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Salisbury (SBY)

9/10 Wonderful! (1,000 reviews)

My family and I were very satisfied with our stay. Clean/spacious waterfront room. 2 bathrooms, wonderful indoor pool for the kids to enjoy and hot tub! The staff were very attentive and kind. Will definitely return here again! Thank you for a wonderful stay

Reviewed on Apr 19, 2026

Hilton Ocean City Oceanfront Suites

Midtown Ocean City

$1,343

per person

May 22 - May 25

found 1 day ago

Roundtrip non-stop flight included

Denver (DEN) to Salisbury (SBY)

8.8/10 Excellent! (1,345 reviews)

This was just the quick getaway I needed. I'm coming back to this exact hotel in the summer. Everybody was great and so accommodating!!

Reviewed on Apr 21, 2026

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4 Night Beach vacations in Eastern Shore

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

Princess Bayside Beach Hotel

Midtown Ocean City

$793

per person

May 23 - May 27

found 19 hours ago

Roundtrip non-stop flight included

Cleveland (CLE) to Salisbury (SBY)

8/10 Very Good! (1,002 reviews)

Thank you, we will be back during the summer time

Reviewed on Apr 6, 2026

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$1,437

per person

Jun 22 - Jun 26

found 1 day ago

Roundtrip non-stop flight included

Akron (CAK) to Salisbury (SBY)

9/10 Wonderful! (3,474 reviews)

The hotel was very nice and clean

Reviewed on Apr 20, 2026

Ashore Oceanfront Hotel

North Ocean City

Save 100% on your flight

$1,237

per person

Jul 3 - Jul 7

found 22 hours ago

Roundtrip flight included

Rochester (ROC) to Salisbury (SBY)

8.2/10 Very Good! (1,856 reviews)

Beach view was obstructed. Balconies do not directly face the beach and are very small. The hotel was under construction which I was not informed of.

Reviewed on Apr 19, 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 $793. Prices and availability are subject to change. Additional terms may apply.

When should I book a Eastern Shore beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

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 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 ...

8.8/10 Excellent! (2,401 reviews)

Travelers like: on the beach, beach yoga, beach umbrellas, indoor pool

Travelers say...

Beautiful hotel can’t wait to come back when the weather is nicer. Just wish the pool was a little cleaner but there was a cheerleader competition in the area so the pool was packed.

Reviewed on Apr 21, 2026

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 ...

9/10 Wonderful! (3,518 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...

This hotel is always beautiful. They upgraded our room at no cost so we were up higher. It's always clean and smells good. We had a beautiful view of the ocean. Too bad it was too cold to sit outside!

Reviewed on Apr 21, 2026

Hyatt Place Ocean City / Oceanfront

1 16th Street Ocean City MD

12 min walk from Ocean City Boardwalk

Spend the day relaxing on Ocean City Beach at this hotel, a good choice if you're looking for a getaway in Ocean City. Amenities at Hyatt Place Ocean City / ...

9/10 Wonderful! (1,595 reviews)

Travelers like: on the beach, outdoor pool

Travelers say...

Easy check in. Room was clean and comfy.

Reviewed on Apr 21, 2026

See all 7,659 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.