Ocean Pines Vacation Packages 2026 from $1,456

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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.

The Spinnaker Hotel

Downtown Ocean City

$1,456

per person

Oct 2 - Oct 5

found 19 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)

8.6/10 Excellent! (1,019 reviews)

I like the location of it.

Reviewed on Aug 25, 2026

Beach Walk

Downtown Ocean City

Save 100% on your flight

$1,622

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

7.6/10 Good! (113 reviews)

Parking was easy if they had spots.

Reviewed on Aug 20, 2026

Majestic Hotel & Apartments

Downtown Ocean City

$1,713

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

5.8/10 (475 reviews)

Toilet was dirty, no shower curtain, can’t open windows to room rusted shut. Property smelled of mold. Advertised free parking but when we arrived it was $20 a night for parking. Run down buildings beds hard as a rock. Don’t waste your money goto a new built hotel. No microwave in room. Fridge can only hold maybe 4 cans of soda. My room was an ocean view king size bed. So not a cheap room.

Reviewed on Aug 26, 2026

Oceanic Motel

Downtown Ocean City

$1,559

per person

Oct 2 - Oct 5

found 23 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)

7/10 Good! (813 reviews)

I had to a day earlier because I was called for work( military) and I was trying to get the day refunded, me and my friend, we left 9 am enough time to get people into that room.

Reviewed on Aug 28, 2026

Tru by Hilton Ocean City Bayside

Midtown Ocean City

$1,517

per person

Oct 2 - Oct 5

found 19 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)

9/10 Wonderful! (1,006 reviews)

No complaints here whatsoever, staff were nice, breakfast was good, sufficient parking, and the room was clean. Overall we had a nice stay.

Reviewed on Aug 27, 2026

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

1 out of top 10 points of interest in this area

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

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$133 nightly

$147 total

Sep 20 - Sep 21

Total with taxes and fees

8.8/10 Excellent! (2,705 reviews)

"We really enjoyed our stay as a family of four with two young kids. The resort is located right on the beach and offers direct access, which was a huge plus for us. Our room appeared to have been recently renovated and was comfortable and well maintained. The staff were very friendly, welcoming, ..."

Reviewed on Aug 28, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$116 nightly

$130 total

Sep 7 - Sep 8

Total with taxes and fees

9/10 Wonderful! (3,858 reviews)

"I liked the place until we found a ball of hair behind the toilet.bet it's still there. Needed maintenance for safe didn't work and toilet got stuffed up. They were there almost immediately. Great attitude and very polite. I understand che k in is at 4pm and check.out"

Reviewed on Aug 29, 2026

Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$84 nightly

$95 total

Sep 21 - Sep 22

Total with taxes and fees

8.8/10 Excellent! (2,078 reviews)

"I left the first hour"

Reviewed on Aug 29, 2026

See all 10,055 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