Ocean Pines Holidays

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Our guide on 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
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Assateague Pointe

Though Assateague Pointe may not have many top sights, you can venture to the surrounding area to see attractions like Frontier Town Water Park and Golf and Ocean City Beach.

Find hotel + flight trips in Assateague Pointe

Our pick of the best Ocean Pines Hotel Deals

Grand Hotel Ocean City Oceanfront
Grand Hotel Ocean City Oceanfront
3 out of 5
2100 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is NZ$492 per night from 17 Jun to 18 Jun
NZ$492
per night
17 Jun - 18 Jun
8.8/10 Excellent! (2,084 reviews)
"The Hotel, the walk directly to the beach, the relaxing balcony and quiet atmosphere made our visit a wonderful experience. Would've liked a safety bar in the bathtub and a full-length mirror, though."

Reviewed on 15 Jun. 2024

Grand Hotel Ocean City Oceanfront
Near it all OC beaches,Assateague island.Family-friendly white horse park
Near it all OC beaches,Assateague island.Family-friendly white horse park
Ocean Pines
10/10 Exceptional! (12 reviews)
Great place!
"This place was perfect for us. We were coming for a quick getaway and this place was extremely clean, no weird smells, and looks like the pictures. Two things I want to mention that could help with booking is the campground does rent out bikes and I think kayaks which would have been helpful to know ..."

Reviewed on 28 May 2024

Get rates
Near it all OC beaches,Assateague island.Family-friendly white horse park
Princess Royale Oceanfront Resort
Princess Royale Oceanfront Resort
3 out of 5
Oceanfront on 91st Street, Ocean City, MD
The price is NZ$492 per night from 23 Jun to 24 Jun
NZ$492
per night
23 Jun - 24 Jun
7.8/10 Good! (1,811 reviews)
"Room was newly renovated and clean. Friendly and helpful staff. This is our second time staying at this property and we will definitely come back for a third."

Reviewed on 12 Jun. 2024

Princess Royale Oceanfront Resort
See all 10,181 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.

Frequently asked questions

How much does an Ocean Pines holiday package cost?
Get your credit card ready, because a trip to Ocean Pines starts from a tempting . When you combine your flights, hotels and more into a package, you’ll land the best deals.
How do I get a cheap travel package to Ocean Pines?
Secure flights that fit in with your schedule, add a hotel room to your booking and watch the savings stack up with an Ocean Pines holiday package. It’s as simple as that! From flights and hotels to rental cars and activities, Expedia is where your cheap getaway begins. And with over 550 partner airlines and 1 000 000 hotel options around the world to select from, you’ll never be short of choice.
Where should I stay in Ocean Pines?
With loads to discover in Ocean Pines, we recommend you book a room in a hotel close to its attractions. Casino at Ocean Downs, Ocean Pines Golf and Country Club and River Run Golf Club are some fascinating ones to put on your must-see list.
What are the top hotels in Ocean Pines?
Lock in a room at Cosy Ocean Pines Cottage: Swim. It’s one of this neighbourhood’s most popular properties. Another reputable option in Ocean Pines is Cabin - Wonderful Wooded Gem With Free Wifi.
How far in advance should I book my Ocean Pines holiday?
To bag cheap prices, book as early as you can. Air carriers usually advertise flights, along with some of the lowest fares, up to 12 months prior to departure. Hotels, car rental and experiences should also be booked well in advance so you can have the pick of the bunch. If you’re in need of a last-minute getaway in Ocean Pines, there are always plenty of great deals on Expedia. Check them out now!
What does an Expedia Ocean Pines travel package include?
It comes down to what type of trip you want to have. Ocean Pines holiday deals can include flights, hotels and car rentals. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you’ve booked to get even bigger discounts.
What should I know before booking an Ocean Pines travel package?
When you book your hotels, flights and car rentals together, you’ll walk away with awesome discounts. Whether you’re organising an island getaway in a villa or prefer to stay in a fancy hotel in the city, Expedia can make it happen for less.
Can I choose my airline with an Ocean Pines Expedia holiday package?
Yes — that’s the beauty of an Expedia package. You can mix and match your flights, hotels and more. We have more than 550 partner airlines around the world, so you have options galore when putting together your Ocean Pines getaway.
If I'm not able to travel, can I cancel my Ocean Pines holiday package?
Yes, you can cancel your Ocean Pines booking if your travel plans have been upended. Whether you’ll be charged a fee or not depends on your hotel, airline or car rental company. It may be possible to change or cancel for free if you booked in the last 24 hours. Head to our Customer Service Portal to find out more.

Discover the most popular places to visit in Ocean Pines

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Frontier Town Water Park and Golf

Bring your family to Frontier Town Water Park and Golf and enjoy some excitement at this theme park in Berlin. Stroll along the beautiful beaches in this family-friendly area or seek out the golf courses.

Frontier Town Water Park and Golf
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Casino at Ocean Downs

Why not roll the dice with a visit to Casino at Ocean Downs during your travels in Berlin? Amble around this family-friendly area's seaside or seek out the golf courses.

Casino at Ocean Downs
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Main Street Berlin

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.

Main Street Berlin

Activities

Image for From Chincoteague: Guided Kayak Tour to Assateague Island

From Chincoteague: Guided Kayak Tour to Assateague Island

NZ$128
Per adult
From Chincoteague: Guided Kayak Tour to Assateague Island
Image for From Chincoteague Island: Assateague Island Boat Tour

From Chincoteague Island: Assateague Island Boat Tour

NZ$96
Per adult
From Chincoteague Island: Assateague Island Boat Tour
Image for Private Party Assateague Island Cruise in Ocean City, MD

Private Party Assateague Island Cruise in Ocean City, MD

NZ$292
Per adult
Private Party Assateague Island Cruise in Ocean City, MD
See all activities in Berlin

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.