Ocean Pines Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Assateague Pointe
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.
Glen Riddle
While visiting Glen Riddle, you might make a stop by sights like Isle of Wight Bay and GlenRiddle Golf Club.
Bayside
Bayside might not have many top sights, but Frontier Town Water Park and Golf and Ocean City Beach are two attractions nearby that you can check out.
Downtown Berlin
1 out of top 10 points of interest in this area
Downtown Berlin might not have many top sights, but Casino at Ocean Downs and Frontier Town Water Park and Golf are two attractions nearby that you can check out.
Ocean Pines Hotel Deals
Fenwick Inn
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
CA $101
CA $135 total
Oct 19 - Oct 20
includes taxes & fees
Princess Bayside Beach Hotel
4801 Coastal Highway Ocean City MD
CA $96
CA $125 total
Oct 11 - Oct 12
includes taxes & fees
8.4/10 Very good! (1,013 reviews)
"Clean room"
Reviewed on Oct 4, 2026
Castle in the Sand
3701 Atlantic Avenue Ocean City MD
CA $90
CA $101 total
Oct 6 - Oct 7
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
"The rooms were clean but lacked stuff to do dishes with and coffee"
Reviewed on Oct 4, 2026
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.
Stay near popular Ocean Pines attractions
Ocean Pines Golf and Country Club
Enjoy a round of golf in Berlin at Ocean Pines Golf and Country Club. Wander the seaside or discover the beautiful sunsets in this family-friendly area.
River Run Golf Club
Enjoy a round of golf in Berlin at River Run Golf Club. Wander the seaside or discover the beautiful sunsets in this family-friendly area.
Manklin Meadows Racquet Center
Catch an event at Manklin Meadows Racquet Center during your trip to Berlin. Wander the seaside and beaches while you're in the area.
Things to do
Boat Tours of Chincoteague & Assateague - Wild Ponies
CA $109
per adult
Ocean City: Ripley's Believe It or Not! + Mirror Maze
CA $39
per adult
Ocean City Sunset Cruise departing from Seacrets
CA $81
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.