Ocean Pines Holidays

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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 Ocean City Beach.

Find hotels in Assateague Pointe

Top hotels in Ocean Pines

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
8.2/10 Very Good! (1,934 reviews)
"We had a very late start to road trip, and worried that we would not make it in timefor check in. But we were assured that as long as we made it before 3 am, we would be fine. We made it. Since our last stay, the property got a massive upgrade. The carpet had been removed and no longer had a retro ..."

Reviewed on 14 Jul, 2025

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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 S$442 per night from 15 Aug to 16 Aug
S$442
15 Aug - 16 Aug
includes taxes & fees
8.6/10 Excellent! (1,970 reviews)
"It was just very nice price for a very nice hotel that wasn’t too far from everything ! And the hotel had so many events happening just within the hotel too so that was cool"

Reviewed on 13 Jul, 2025

Fenwick Inn
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! (3,007 reviews)
"Great property location. Amazing oceanfront views. Staff very helpful and courteous."

Reviewed on 14 Jul, 2025

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Grand Hotel Ocean City Oceanfront
See all 10,109 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

Main Street Berlin

Main Street Berlin

4/5(1 review)

Victorian-era grandeur meets modern-day action in Berlin’s preserved town center. Check out boutique shops, local art galleries and a dynamic dining precinct.

Main Street Berlin

Things to do

Assateague Island: Bicycle Rental from the Visitor Center

Assateague Island: Bicycle Rental from the Visitor Center

S$32
per adult
Assateague Island: Bicycle Rental from the Visitor Center
Historic Berlin Foodie Tour

Berlin Tasting Tour: A Delicious Walk Through History

S$141
per adult
Berlin Tasting Tour: A Delicious Walk Through History
Ocean City: Atlantic Ocean Catamaran Cruise with Crew

Ocean City: Sailing Catamaran Cruise with Crew

S$152
per adult
100% of travellers recommend
Ocean City: Sailing Catamaran Cruise with Crew
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.