Ocean Pines Vacations from $813
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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.
Plim Plaza Hotel
Downtown Ocean City
Price was $947, price is now $813 per person
$813
per person
Jul 5 - Jul 8
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
7.4/10 Good! (1,000 reviews)
Great location, staff did a wonderful job for a busy off season weekend.
Reviewed on Dec 4, 2025
Miramar Condominiums
Downtown Ocean City
Price was $1,812, price is now $1,522 per person
$1,522
per person
May 21 - May 24
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
9.4/10 Exceptional! (15 reviews)
Partial view of beach. Excellent property for large groups. Nicer than my own house! Big balconies. Newer appliances.
Reviewed on Apr 9, 2026
Inn at Perry Cabin
Downtown St. Michaels
Price was $2,406, price is now $2,031 per person
$2,031
per person
Jun 7 - Jun 11
found 2 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Salisbury (SBY)
9.6/10 Exceptional! (376 reviews)
Food, drinks and staff were all awesome. They had good bikes to borrow and ride into town on if you wanted, “don’t worry about locking them, nobody will take them”. They also would drive you, and pick you up if you wanted a ride to town. Everything about the experience was 1st class.
Room was very clean. Wait staff were all professional.
Their gift shop was stocked with high quality items.
Even the grounds keepers and maintenance staff were polite.
They all treat you like royalty. St. Michael’s was absolutely beautiful.
Reviewed on Apr 11, 2026
Holiday Inn Ocean City by IHG
North Ocean City
Price was $1,289, price is now $1,114 per person
$1,114
per person
Jul 5 - Jul 8
found 24 hours ago
Roundtrip flight included
Philadelphia (PHL) to Salisbury (SBY)
8.4/10 Very Good! (1,000 reviews)
This place was good since the rooms were fully equipped with everything a person may need.
But the smell of the place was horrible, it starts at the entry of the hotel alll the way around the property. We couldn’t stand it. Someone has to change the over all scent of the place, it is stinky.
The small eating area,dinning staff was good but the food wasn’t.
And the smell of the place spoils everything.
Reviewed on Apr 12, 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
Assateague Pointe
5/5(1 area review)
While Assateague Pointe isn't home to many top sights, Frontier Town Water Park and Golf and Ocean City Inlet are some notable places to visit nearby.
Ocean Pines Hotel Deals
Near it all OC beaches,Assateague island.Family-friendly white horse park
Ocean Pines MD
10/10 Exceptional! (44 reviews)
The place was clean, comfortable, and very welcoming, and the host made sure we had everything we needed. Even though the weather was a bit misty and foggy during our visit, it actually made the experience feel peaceful and cozy. The location is great, close to the beaches and Assateague Island, ...
Reviewed on Mar 9, 2026
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $82 total per night from Apr 13 to Apr 14
$82 total
Apr 13 - Apr 14
Total with taxes and fees
9/10 Wonderful! (3,513 reviews)
In door pool was pretty cool but it was cold. The game room was nice but expensive. Food was great but again expensive. The actual hotel Rooms look like they are stuck in 1996 BUT they are very clean and no vermin of any sort. Fresh towels were offered daily if needed. Ocean front view was amazing ...
Reviewed on Apr 12, 2026
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $137 total per night from Apr 14 to Apr 15
$137 total
Apr 14 - Apr 15
Total with taxes and fees
8.8/10 Excellent! (2,392 reviews)
Yes
Reviewed on Apr 12, 2026
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.
Discover the most popular places to visit in Ocean Pines
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.
Frontier Town Water Park and Golf
Bring the kiddos to Frontier Town Water Park and Golf and have a fun-filled day at this theme park in Berlin. Stroll along the beautiful beaches in this family-friendly area, or seek out the golf courses.
Casino at Ocean Downs
Gaming, horse racing, drinking and dining await in one venue just a short drive from Ocean City.
Things to do
Chincoteague: Premier Pony & Wildlife Small Group Boat Tour
$75
per adult
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- Fishing Resorts & in Midtown Ocean City
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- Adults Only Resorts & in Midtown Ocean City
- Hotels near Advanced Marina
- Hotels near Tanger Outlet Center
- Hotels near Sixtyfirst Street Park
- Pet-Friendly Hotels in Ocean City
- Hotels near Maui Golf
- Hotels near Jolly Roger Amusement Park
- Hotels near Mallard Run Recreation Center
- Motels in Ocean City
- Ocean Pines Golf and Country Club
- River Run Golf Club
- Casino at Ocean Downs
- Glenriddle Golf Club
- Visit Showell
- Assawoman Bay
- Visit Bishopville
- Grand Prix Amusements
- Ocean City Vacations
- Baja Amusements
- Jolly Roger Amusement Park
- Roland E. Powell Convention Center
- Seacrets Distilling Company
- Tanger Outlet Center
- Sixtyfirst Street Park
- Maui Golf
- Planet Maze
- Visit Midtown Ocean City
- Ocean Plaza Mall Shopping Center
- Car rentals near Showell
- Car rentals near St. Martin
- Car rentals near Bishopville
- Car rentals near Bishop
- Car rentals near Grand Prix Amusements
- Car rentals near Midtown Ocean City
- Car rentals near Roland E. Powell Convention Center
- Car rentals near Maui Golf
- Car rentals near Jolly Roger Amusement Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.