Ocean Pines Trips (flight + hotel)

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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
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Assateague Pointe

While Assateague Pointe isn't home to many top sights, Frontier Town Water Park and Golf and Eagle's Landing Golf Course are some notable places to visit nearby.

Find hotel + flight trips in Assateague Pointe

Top hotels in Ocean Pines

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 P3,133 per night from 16 Jan to 17 Jan
P3,133
P4,317 total
includes taxes & fees
Jan 16 - Jan 17
8.8/10 Excellent! (2,453 reviews)
"The front desk staff was extremely nice. Especially a younger gentleman who was working on New Year’s Eve. It was off-season but, my son and his friends still had a very enjoyable experience - in and around the hotel."

Reviewed on Jan 1, 2025

Grand Hotel Ocean City Oceanfront
Hyatt Place Ocean City / Oceanfront
Hyatt Place Ocean City / Oceanfront
3 out of 5
1 16th Street, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is P4,399 per night from 22 Jan to 23 Jan
P4,399
P4,883 total
includes taxes & fees
Jan 22 - Jan 23
9/10 Wonderful! (1,373 reviews)
"Very nice clean and great price"

Reviewed on Jan 2, 2025

Hyatt Place Ocean City / Oceanfront
Holiday Inn & Suites Ocean City, an IHG Hotel
Holiday Inn & Suites Ocean City, an IHG Hotel
3 out of 5
1701 Atlantic Avenue, Ocean City, MD
Fully refundable
The price is P5,325 per night from 9 Jan to 10 Jan
P5,325
P5,911 total
includes taxes & fees
Jan 9 - Jan 10
9.4/10 Exceptional! (1,064 reviews)
Winter in OC
"Just a quick get away for some rest."

Reviewed on Jan 2, 2025

Holiday Inn & Suites Ocean City, an IHG Hotel
See all 9,322 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.

Popular places to visit

Assateague Island Visitor Center

After visiting Assateague Island Visitor Center, make a plan to see the other sights and activities in Berlin. Wander the beaches and seaside while you're in the area.

Assateague Island Visitor Center

Things to do

1 Hour Private Escape Room Experience in Ocean City

1 Hour Private Escape Room Experience in Ocean City

P2,105
per adult
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.