Ocean Pines Vacations from ￥979,845

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    Save up to ￥45,448 when you book a flight and hotel together*

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The Latest Ocean Pines Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

Bay Estate Luxe Waterfront Home w/ Private Pier, Main+guest House, Bay Views

3 out of 5
Save 100% on your flight
Price was ￥1,345,762, price is now ￥979,845 per person
￥979,845
per person
Mar 16 - Mar 23
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Salisbury (SBY)
No reviews

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 Inlet 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
9/10 Wonderful! (3,365 reviews)
Nice clean rooms and lots to do.

Reviewed on Dec 21, 2025

Get rates
Grand Hotel Ocean City Oceanfront
Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is ￥12,414 per night from Jan 4 to Jan 5
￥12,414
￥13,904 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9/10 Wonderful! (1,587 reviews)
Room was excellent, very clean, not dated at all, location oceanfront was great - fantastic view of the sunrise.

Reviewed on Dec 18, 2025

Hyatt Place Ocean City / Oceanfront
Hilton Garden Inn Ocean City Oceanfront

Hilton Garden Inn Ocean City Oceanfront

3 out of 5
2800 Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
The price is ￥11,430 per night from Jan 11 to Jan 12
￥11,430
￥12,802 total
Jan 11 - Jan 12, 2026
includes taxes & fees
9/10 Wonderful! (1,106 reviews)
Staff room and view

Reviewed on Dec 24, 2025

Hilton Garden Inn Ocean City Oceanfront
See all 9,747 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 ￥979,845. 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.

Things to do

1 Hour Private Escape Room Experience in Ocean City

1 Hour Private Escape Room Experience in Ocean City

￥5,609
per adult
100% of travellers recommend
1 Hour Private Escape Room Experience in Ocean City
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.