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
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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.

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Ocean Pines Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
8.4/10 Very Good! (1,935 reviews)
"The resort was very nice and the room is spacious. The breakfast restaurant in the hotel was alright, probably wouldn’t go back there. But the bellmen service was great and I also liked the coffee shop."

Reviewed on 2025/7/19

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Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is NT$8,703 per night from Aug 15 to Aug 16
NT$8,703
NT$10,099 total
Aug 15 - Aug 16
includes taxes & fees
8.6/10 Excellent! (1,937 reviews)
We love fenwick inn!
"My husband and I have stayed here twice now and each time the staff has been courteous and kind. The hotel is clean and organized. They have plenty for everyone to do and we will stay here everytime we are down there!"

Reviewed on 2025/7/17

Fenwick Inn
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
9/10 Wonderful! (3,005 reviews)
"The location was great for 1st timers to OCMD. Close enough to all the excitement on the boardwalk and far enough from all the noise. Every employee we spoke with were so friendly and nice. The room was huge. Only downfall was we had reserved an oceanfront room. We were assigned the far right room, ..."

Reviewed on 2025/7/17

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Grand Hotel Ocean City Oceanfront
See all 10,087 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.

Discover the most popular places to visit in Ocean Pines

Frontier Town Water Park and Golf showing a suspension bridge or treetop walkway

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.

Frontier Town Water Park and Golf
Calvin B. Taylor House Museum showing signage and a house

Calvin B. Taylor House Museum

4.5/5(5 reviews)

Experience a bygone era when you visit this Federal-style 19th-century homestead, which has been converted into a house museum and memorabilia gallery.

Calvin B. Taylor House Museum

Eagle's Landing Golf Course

Enjoy a round of golf in Berlin at Eagle's Landing Golf Course. Stroll along the beautiful beaches or discover the beautiful sunrises in this family-friendly area.

Eagle's Landing Golf Course
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.