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 Eagle's Landing Golf Course are some notable places to visit nearby.

Find hotels in Assateague Pointe

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 NT$5,106 per night from Jun 7 to Jun 8
NT$5,106
NT$5,719 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (3,630 reviews)
"I loved this property! The amenities were great! Everything you need for a comfortable stay. Housekeeping came daily. Staff was receptive of guests needs. There are many shops restaurants and a Cafe attached to the hotel. The indoor and outdoor pool are awesome! Boardwalk access with direct beach ..."

Reviewed on 2026/6/4

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is NT$13,582 per night from Jun 26 to Jun 27
NT$13,582
NT$15,712 total
Jun 26 - Jun 27
includes taxes & fees
8.8/10 Excellent! (2,444 reviews)
"The ocean front is amazing."

Reviewed on 2026/6/3

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$3,111 per night from Jun 8 to Jun 9
NT$3,111
NT$3,955 total
Jun 8 - Jun 9
includes taxes & fees
8.8/10 Excellent! (2,072 reviews)
"Clean and friendly staff nice restaurant"

Reviewed on 2026/6/3

Fenwick Inn
See all 10,165 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

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

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 seaside 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.