Ocean Pines Holidays
- Plan, book, travel with confidence
- Better togetherSave up to S$1,300 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
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.
Glen Riddle
While visiting Glen Riddle, you might make a stop by sights like Isle of Wight Bay and GlenRiddle Golf Club.
Bayside
While Bayside may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Frontier Town Water Park and Golf and Ocean City Beach.
Downtown Berlin
1 out of top 10 points of interest in this area
Though Downtown Berlin may not have many top sights, you can venture to the surrounding area to see attractions like Casino at Ocean Downs and Frontier Town Water Park and Golf.
Top hotels in Ocean Pines
Castle in the Sand
3701 Atlantic Avenue Ocean City MD
S$90
7 Oct - 8 Oct
includes taxes & fees
8.8/10 Excellent! (1,016 reviews)
"The bathroom was clean but a little in need of upgrades. The hotel staff were amazing so helpful and nice! Great location!"
Reviewed on 6 Oct, 2026
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
S$95
29 Oct - 30 Oct
includes taxes & fees
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
S$143
1 Nov - 2 Nov
includes taxes & fees
8.8/10 Excellent! (2,824 reviews)
"A beautiful, very clean, very comfortable room! I have stayed here before, and I definitely will again! The staff are also very friendly and helpful. Absolutely no complaints or concerns."
Reviewed on 6 Oct, 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 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.
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
Chincoteague and Assateague Island Boat Tour with Capt. John
S$121
per adult
Ocean City Sunset Cruise departing from Seacrets
S$74
per adult
Chincoteague/Assateague Kayak, Canoe, Paddle Board Rentals
S$88
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.