Ocean Pines Holidays

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to AU$703 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Your Ocean Pines Holiday

Embark on your next big adventure with one of our Ocean Pines holiday packages. Spend your time discovering this neighbourhood'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 holiday is easy with Expedia.

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
Default Image

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

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
9.8/10 Exceptional! (25 reviews)
Fun little get away!
"My husband and I spent the weekend and the neighborhood as well as the neighbors were just lovely! John checked in to make sure we were ok and to reach out if we needed anything! We really enjoyed ourselves!"

Reviewed on 7 Oct. 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 AU$202 per night from 6 Nov to 7 Nov
AU$202
includes taxes & fees
6 Nov - 7 Nov
8/10 Very Good! (1,891 reviews)
Vacation trip
"Rlly happy I was there everything was just beautiful I would like to be there next yr"

Reviewed on 3 Nov. 2024

Princess Royale Oceanfront Resort
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 AU$130 per night from 7 Nov to 8 Nov
AU$130
includes taxes & fees
7 Nov - 8 Nov
8.8/10 Excellent! (2,393 reviews)
OC weekend getaway
"We had a wonderful stay. The hotel was very clean and modern. The staff was very good. The only problem was that the balcony door wouldn't lock 9 out of 10 tries and we saw a man going from our balcony to the one next door one night. I was a bit alarmed."

Reviewed on 4 Nov. 2024

Grand Hotel Ocean City Oceanfront
See all 9,515 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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

Image for Frontier Town Water Park and Golf

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 seaside in this family-friendly area or seek out the golf courses.

Frontier Town Water Park and Golf

Activities

Image for Chincoteague: Assateague Island Sunset Boat Cruise

Chincoteague: Assateague Island Sunset Boat Cruise

AU$88
Per adult
100% of travellers recommend
Chincoteague: Assateague Island Sunset Boat Cruise
Image for Salisbury, Maryland: Walking Food Tour with Tastings

Salisbury, Maryland: Walking Food Tour with Tastings

AU$164
Per adult
Salisbury, Maryland: Walking Food Tour with Tastings
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.