Ocean Pines Vacations

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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
Panoramic sunset over wetlands at Assateague Island in Maryland

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.

Find hotels in Assateague Pointe

Ocean Pines Hotel Deals

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 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

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Near it all OC beaches,Assateague island.Family-friendly white horse park
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
The price is ￥16,094 per night from May 17 to May 18
￥16,094
￥18,024 total
May 17 - May 18
includes taxes & fees
9/10 Wonderful! (3,574 reviews)
Hotel was a 3 star hotel.

Reviewed on May 13, 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
The price is ￥12,591 per night from May 18 to May 19
￥12,591
￥16,451 total
May 18 - May 19
includes taxes & fees
8.8/10 Excellent! (2,064 reviews)
The room was clean and bright. The staff was friendly. The bars were very nice. Tasty drinks. The restaurant was better than expected. Would definitely stay there again.

Reviewed on May 11, 2026

Fenwick Inn
See all 10,100 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 vacation 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 vacation 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 Cozy Ocean Pines Cottage: Swim. It's one of this neighborhood'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 vacation?
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 vacation 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 organizing 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 vacation 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 vacation 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.

Things to do

1 Hour Private Escape Room Experience in Ocean City

1 Hour Private Escape Room Experience in Ocean City

￥5,737
per adult
100% of travellers recommend
1 Hour Private Escape Room Experience in Ocean City
See all activities in Berlin
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.