Ocean Pines Holidays

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Our guide on 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

Our pick of the best Ocean Pines Hotel Deals

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 NZ$165 per night from 17 Nov to 18 Nov
NZ$165
17 Nov - 18 Nov
includes taxes & fees
9/10 Wonderful! (1,578 reviews)
Great staff..

Reviewed on 3 Nov 2025

Hyatt Place Ocean City / Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,984 reviews)
The room was very clean, the breakfast was nicer than expected, and the property was inviting. There was a lot of guest noise at 2 AM, but that wasn't the staff's fault.

Reviewed on 3 Nov 2025

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Fenwick Inn
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

4 out of 5
3200 N Baltimore Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is NZ$218 per night from 16 Nov to 17 Nov
NZ$218
16 Nov - 17 Nov
includes taxes & fees
8.8/10 Excellent! (1,299 reviews)
Clean room, friendly staff, handled a concern very quickly, great view.

Reviewed on 2 Nov 2025

Hilton Ocean City Oceanfront Suites
See all 9,788 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.

Discover the most popular places to visit in Ocean Pines

GlenRiddle Golf Club

Enjoy a round of golf in Berlin at GlenRiddle Golf Club. Wander through the seaside and beautiful beaches in this family-friendly area.

GlenRiddle Golf Club

Carey Marina

Explore the waterfront of Carey Marina and enjoy other activities such as golfing in Berlin. Stroll along the beautiful beaches or discover the breathtaking sunrises in this family-friendly area.

Carey Marina

Activities

Chincoteague: Assateague Island Sunset Boat Cruise

Chincoteague: Assateague Island Sunset Boat Cruise

NZ$102
per adult
100% of travellers recommend
Chincoteague: Assateague Island Sunset Boat Cruise
From Chincoteague: Guided Kayak Tour to Assateague Island

From Chincoteague: Guided Kayak Tour to Assateague Island

NZ$137
per adult
From Chincoteague: Guided Kayak Tour to Assateague Island
Historic Berlin Foodie Tour

Berlin Tasting Tour: A Delicious Walk Through History

NZ$191
per adult
Berlin Tasting Tour: A Delicious Walk Through History
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.