Ocean Pines Vacation Packages 2026 from $1,077

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Your Ocean Pines Vacation

Embark on your next big adventure with one of our Ocean Pines vacation packages. Spend your time discovering this neighborhood's countless delights, such as its golfing. Kick start your trip to Ocean Pines with a visit to nearby attractions such as Casino at Ocean Downs, Ocean Pines Golf and Country Club and River Run Golf Club. No matter your travel goals or the size of your budget, booking your perfect Ocean Pines vacation is easy with Expedia.

The Latest Ocean Pines Vacation Packages

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

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$1,077

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Salisbury (SBY)

9/10 Wonderful! (3,946 reviews)

Miramar Condominiums

Downtown Ocean City

$1,313

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Salisbury (SBY)

9.4/10 Exceptional! (34 reviews)

Bay Club Resort by Coolvacay

Midtown Ocean City

$1,145

per person

Nov 20 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Baltimore (BWI) to Salisbury (SBY)

8.4/10 Very Good! (56 reviews)

Been here many times - great place to stay.

Reviewed on Oct 9, 2026

Plantation Lakes Townhouse

Save 100% on your flight

$5,259

per person

Dec 5 - Dec 12

found 1 day ago

Roundtrip non-stop flight included

San Juan (SJU) to Salisbury (SBY)

No reviews

Fenwick Shores, Tapestry Collection by Hilton

$1,129

per person

Nov 20 - Nov 22

found 18 hours ago

Roundtrip non-stop flight included

Baltimore (BWI) to Salisbury (SBY)

9.4/10 Exceptional! (858 reviews)

Where to stay in Ocean Pines

Find the best Ocean Pines areas and neighborhoods for the activities you enjoy most. Learn more about Ocean Pines

A sunset over a marshy landscape with a calm water body reflecting the sky.

Assateague Pointe

While Assateague Pointe isn't home to many top sights, Frontier Town Water Park and Golf and Ocean City Beach are some notable places to visit nearby.

A wetland landscape with numerous small ponds surrounded by dense green vegetation.

Glen Riddle

While visiting Glen Riddle, you might make a stop by sights like Isle of Wight Bay and GlenRiddle Golf Club.

A long bridge over a body of water, surrounded by green vegetation and a clear blue sky with clouds.

Bayside

Bayside might not have many top sights, but Frontier Town Water Park and Golf and Ocean City Beach are two attractions nearby that you can check out.

A sunset over a calm lake with reflections of trees and the sky.

Downtown Berlin

Downtown Berlin might not have many top sights, but Casino at Ocean Downs and Frontier Town Water Park and Golf are two attractions nearby that you can check out.

Ocean Pines Hotel Deals

Castle in the Sand

3701 Atlantic Avenue Ocean City MD

$84 nightly

$94 total

Oct 18 - Oct 19

Total with taxes and fees

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$64 nightly

$72 total

Nov 1 - Nov 2

Total with taxes and fees

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

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See all 9,928 properties in Ocean Pines

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.

Stay near popular Ocean Pines attractions

Ocean Pines Golf and Country Club

Enjoy a round of golf in Berlin at Ocean Pines Golf and Country Club. Wander the seaside or discover the beautiful sunsets in this family-friendly area.

See properties