Ocean Pines Vacations

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Your Ocean Pines Vacation

Let our Ocean Pines vacation packages take you to a destination where ever-lasting memories are waiting to be made. While it's especially known for its golfing, there's loads to love about this neighborhood. Start your trip to Ocean Pines with a visit to nearby attractions such as Casino at Ocean Downs, Ocean Pines Golf and Country Club and River Run Golf Club. Whatever your dream Ocean Pines vacation looks like, you can turn it into reality with Expedia.

The Latest Ocean Pines Vacation Packages

The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Detroit (DTW) to Salisbury (SBY)
8.4/10 Very Good! (1,003 reviews)
I stayed there for a convention last weekend April 12-14th 2024 and I was amazed how clean and peaceful this hotel was. I really enjoyed my stay here and I’m definitely booking for next years convention. You get a 5 star for me

Reviewed on Apr 18, 2024

Flamingo Motel

Flamingo Motel

2 out of 5
Midtown Ocean City
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Detroit (DTW) to Salisbury (SBY)
7.6/10 Good! (909 reviews)
It was quite and it was a nice view of the beach

Reviewed on Apr 1, 2024

Paradise Plaza Inn

Paradise Plaza Inn

3 out of 5
Downtown Ocean City
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Detroit (DTW) to Salisbury (SBY)
7.2/10 Good! (1,000 reviews)
Enjoyed the pet friendly atmosphere

Reviewed on Apr 15, 2024

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Detroit (DTW) to Salisbury (SBY)
7.8/10 Good! (1,815 reviews)
Everything was great !

Reviewed on Apr 15, 2024

Majestic Hotel & Apartments

Majestic Hotel & Apartments

3 out of 5
Downtown Ocean City
per person
Jul 7 - Jul 11
Roundtrip non-stop flight included
Detroit (DTW) to Salisbury (SBY)
6.4/10 (68 reviews)
The room and overall hotel is definitely dated, but they had the most amazing front desk staff. Location is excellent and everything is in walking distance. I loved sitting on the rocking chairs and people watching. I would definitely stay here again.

Reviewed on Oct 4, 2023

Prices and availability subject to change. Additional terms may apply.

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 Inlet Park are some notable places to visit nearby.

Find hotel + flight trips 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
The price is $84 per night from Apr 21 to Apr 22
$84
$108 total
includes taxes & fees
Apr 21 - Apr 22
8.8/10 Excellent! (1,983 reviews)
"Short 3 night stay pre season April 2024 on 10th floor partial ocean view balcony...amazing!!! Chilly, yes, of course so bring your wetsuit! The only negative for us was all the cops parking in the hotel spots closest to hotel doors when, in our opinion, they should only park across the street in ..."

Reviewed on Apr 18, 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 $89 per night from Apr 21 to Apr 22
$89
$109 total
includes taxes & fees
Apr 21 - Apr 22
8.2/10 Very Good! (1,799 reviews)
"gentleman in food area was alittle rude. So we did return for breakfast before check out"

Reviewed on Apr 15, 2024

Fenwick Inn
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront
Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront
2.5 out of 5
1109 N Atlantic Ave, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is $76 per night from Apr 21 to Apr 22
$76
$87 total
includes taxes & fees
Apr 21 - Apr 22
8.8/10 Excellent! (1,001 reviews)
"Great service and friendly staff."

Reviewed on Apr 16, 2024

Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront
See all 9,874 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

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 $662. 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.

Discover the most popular places to visit in Ocean Pines

Image for Frontier Town Water Park and Golf

Frontier Town Water Park and Golf

5/5(1 review)

Bring the kiddos to Frontier Town Water Park and Golf and have a fun-filled day at this theme park in Berlin. Stroll along the seaside in this family-friendly area, or seek out the golf courses.

Frontier Town Water Park and Golf
Image for Casino at Ocean Downs

Casino at Ocean Downs

4/5(237 reviews)

Gaming, horse racing, drinking and dining await in one venue just a short drive from Ocean City.

Casino at Ocean Downs
Image for Main Street Berlin

Main Street Berlin

4.5/5(187 reviews)

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

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.