Ocean Pines Holidays

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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
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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

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 Tanger Outlet Center.

Find hotels in Assateague Pointe

Top hotels in Ocean Pines

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 S$100 per night from 4 Dec to 5 Dec
S$100
includes taxes & fees
4 Dec - 5 Dec
8.8/10 Excellent! (2,414 reviews)
"Very nice property"

Reviewed on 23 Nov,2024

Grand Hotel Ocean City Oceanfront
Fenwick Inn
Fenwick Inn
2 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is S$119 per night from 11 Dec to 12 Dec
S$119
includes taxes & fees
11 Dec - 12 Dec
8.4/10 Very Good! (1,766 reviews)
"Really nice and clean"

Reviewed on 25 Nov,2024

Fenwick Inn
Holiday Inn & Suites Ocean City, an IHG Hotel
Holiday Inn & Suites Ocean City, an IHG Hotel
3 out of 5
1701 Atlantic Avenue, Ocean City, MD
Fully refundable
The price is S$138 per night from 1 Dec to 2 Dec
S$138
includes taxes & fees
1 Dec - 2 Dec
9.4/10 Exceptional! (1,056 reviews)
"The property is on the boardwalk where its less busy lots of fun, great dining within a mile everywhere in OCMD during summer. During winter this place rocks. 4 great hotel restaurants within mile. Restaurant here is tasty. Heated pool 5ft deep about 30ft x 15ft like octagon. They regularly drain ..."

Reviewed on 22 Nov,2024

Holiday Inn & Suites Ocean City, an IHG Hotel
See all 9,395 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 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.

Popular places to visit

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4/5(1 review)

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Things to do

Assateague Island: Bicycle Rental from the Visitor Center

Assateague Island: Bicycle Rental from the Visitor Center

S$34
Per adult
Assateague Island: Bicycle Rental from the Visitor Center
1 Hour Private Escape Room Experience in Ocean City

1 Hour Private Escape Room Experience in Ocean City

S$48
Per adult
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. 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.