Ocean Pines Vacations
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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.
Price found within the past 48 hours. Click for updated prices.
- Sahara Motel
Aug 1 - Aug 8Sahara Motel + Flight
Downtown Ocean City7 nights7.6/10 - Good (554 reviews)"Thanks for everything I like"Reviewed May 28, 2026Roundtrip • New York (EWR) - Salisbury (SBY)EWR - SBY • 2 stops SBY - EWR • 2 stops$1,551$1,127found 8 hours agoper traveler - Ocean 1 Hotel and Suites
Aug 1 - Aug 8Ocean 1 Hotel and Suites + Flight
Downtown Ocean City7 nights8.2/10 - Very Good (720 reviews)"Clean room. Nice staff, great location on the boardwalk. "Reviewed May 13, 2026Roundtrip • New York (EWR) - Salisbury (SBY)EWR - SBY • 2 stops SBY - EWR • 2 stops$2,051$1,476found 8 hours agoper traveler - Boardwalk One
Jul 19 - Jul 25Boardwalk One + Flight
Downtown Ocean City6 nights7.4/10 - Good (171 reviews)"We had an excellent view of the boardwalk, beachand the ocean. Everything was updated and clean. "Reviewed December 27, 2025Roundtrip • Pittsburgh (PIT) - Salisbury (SBY)PIT - SBY • 1 stop SBY - PIT • 1 stop$1,801$1,307found 1 day agoper traveler - Lankford Hotel and Lodge
Aug 1 - Aug 8Lankford Hotel and Lodge + Flight
Downtown Ocean City7 nights8.6/10 - Excellent (642 reviews)"This was an amazingly quirky place that would be so awesome for a couple days. We had 2 bedrooms, kitchenette/dining room and bath. I loved the artwork, the little porch and how close we were to the boardwalk. The bathroom was tiny and the shower didn't work, but we were the first guest for the season in that unit, so they didn't know it wasn't working. They were very responsive and everything was clean. If I was planning to spend 3 or more days in town, this would be a good choice. "Reviewed May 5, 2026Roundtrip • New York (EWR) - Salisbury (SBY)EWR - SBY • 2 stops SBY - EWR • 2 stops$1,671$1,220found 8 hours agoper traveler - Ocean Terrace Family Apartments
Jun 27 - Jul 3Ocean Terrace Family Apartments + Flight
Downtown Ocean City5 nights8.0/10 - Very Good (31 reviews)"Nice staff. Large rooms. Close to all things Ocean city has to offer!"Reviewed October 13, 2025Roundtrip • Albany (ALB) - Salisbury (SBY)ALB - SBY • 2 stops SBY - ALB • 2 stops$2,115$1,548found 13 hours agoper traveler
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 Beach 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
$149 nightly
The price is $167 total per night from May 31 to Jun 1
$167 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (3,617 reviews)
"overall Hotel and 6th floor breakfast was great"
Reviewed on May 27, 2026
Fenwick Inn
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $115 total per night from May 31 to Jun 1
$115 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (2,072 reviews)
"It was nice weekend getaway with family as the hotel had majority of the amenities and only thing is the dinning area for the breakfast was little too crowded with less seating area. Location was great."
Reviewed on May 27, 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 sunrises in this family-friendly area.
Frontier Town Water Park and Golf
5/5(1 review)
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 seaside in this family-friendly area, or seek out the golf courses.
Main Street Berlin
4.5/5(190 reviews)
Victorian-era grandeur meets modern-day action in Berlin’s preserved town center. Check out boutique shops, local art galleries and a dynamic dining precinct.
Things to do
Chincoteague: Premier Pony & Wildlife Small Group Boat Tour
$79
per adult
Explore a world of travel with Expedia
- Ocean City Hotels
- Hotels near Ocean Pines Golf and Country Club
- Oceanfront Hotels in Ocean City
- Hotels near River Run Golf Club
- Isle of Wight Hotels
- Hotels near The Links at Lighthouse Sound
- Hotels near Casino at Ocean Downs
- Hotels near GlenRiddle Golf Club
- Showell Hotels
- Cheap Hotels in Ocean City
- Motels in Showell
- 5 Star Hotels in Showell
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- Hotels near Glen Riddle
- Hotels near Ocean City Boardwalk
- Bishopville Hotels
- Motels in Bishopville
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- B&B in Bishopville
- Cottages in Bishopville
- 3 Star Hotels in Bishopville
- Hotels near Assawoman Bay
- Bishop Hotels
- Hotels near Grand Prix Amusements
- Hotels near Midtown Ocean City
- Hotels near Baja Amusements
- Hotels near Sunset Island
- Hotels near Roland E. Powell Convention Center
- Hotels near Seacrets Distilling Company
- Oceanfront Hotels in Midtown Ocean City
- Pet-Friendly Hotels in Midtown Ocean City
- Hotels with a Swim-up Bar in Midtown Ocean City
- Hotels with a Gym in Midtown Ocean City
- 3 Star Hotels in Midtown Ocean City
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- Luxury Hotels in Midtown Ocean City
- Casino Hotels in Midtown Ocean City
- Hotels with Kitchenettes in Midtown Ocean City
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- Hotels with a Lazy River in Midtown Ocean City
- Resorts & Hotels with Spas in Midtown Ocean City
- Quiet Resorts & in Midtown Ocean City
- Hotels & Resorts for Couples in Midtown Ocean City
- 4 Star Hotels in Midtown Ocean City
- Beach Hotels in Midtown Ocean City
- Hotels with Laundry Facilities in Midtown Ocean City
- Hotels with Bars in Midtown Ocean City
- Hotels with an Indoor Pool in Midtown Ocean City
- Hotels with Tennis Courts in Midtown Ocean City
- Hotel Wedding Venues Hotels in Midtown Ocean City
- Hotels with Suites in Midtown Ocean City
- Fishing Resorts & in Midtown Ocean City
- Waterpark Hotels in Midtown Ocean City
- Hotels on the Lake in Midtown Ocean City
- Hotels with an Outdoor Pool in Midtown Ocean City
- Hotels with Free Breakfast in Midtown Ocean City
- 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.