Ocean Pines Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Ocean Pines

Price found within the past 48 hours. Click for updated prices.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
Price was CA $1,605, price is now CA $1,418 per person
CA $1,418
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
7.6/10 Good! (96 reviews)
Everything was exactly what you would expect for a budget friendly room, only complaint was that the steps and porch going to 3rd floor was sketchy and theres a large soft spot on 3rd floor side landing

Reviewed on Oct 17, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $2,172, price is now CA $1,797 per person
CA $1,797
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
9/10 Wonderful! (3,657 reviews)
The Lobby upholstered furniture was very shabby. Upholstered furniture in guest rooms also needs to be updated. The staff at the desk and in the restaurant were extremely professional and helpful. Sadly this beautiful hotel that we have stayed at over the last 10 years has become somewhat shabby. The view is exceptional !

Reviewed on Jun 16, 2026

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was CA $2,043, price is now CA $1,722 per person
CA $1,722
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8/10 Very Good! (32 reviews)
The unit was outdated, small, and had mismatched and old furniture. The shower in one of our bathrooms wouldn’t drain. The oven did not work. There was only one television. Concerns couldn’t be communicated because the staff hardly spoke English (although they were very nice). The unit was in a really nice location - 1.5 blocks from the boardwalk and beach. We liked the outside showers.

Reviewed on Aug 9, 2025

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was CA $1,975, price is now CA $1,675 per person
CA $1,675
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.2/10 Very Good! (723 reviews)
Great customer service, clean environment, friendly and helpful staff.

Reviewed on Jun 17, 2026

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was CA $1,709, price is now CA $1,469 per person
CA $1,469
per person
Aug 6 - Aug 9
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8.6/10 Excellent! (645 reviews)
Fabulous vintage hotel right on the beach and close to everything. It seemed like there were a lot of different room options - I stayed in the one bedroom apartment and it was a great stay! Very helpful and friendly staff! And it’s quiet! I would stay here again!

Reviewed on Jun 16, 2026

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
Panoramic sunset over wetlands at Assateague Island in Maryland

Assateague Pointe

While Assateague Pointe isn't home to many top sights, Frontier Town Water Park and Golf and Ocean City Beach 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
The price is CA $389 per night from Jun 28 to Jun 29
CA $389
CA $436 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (3,698 reviews)
"The Lobby upholstered furniture was very shabby. Upholstered furniture in guest rooms also needs to be updated. The staff at the desk and in the restaurant were extremely professional and helpful. Sadly this beautiful hotel that we have stayed at over the last 10 years has become somewhat shabby. ..."

Reviewed on Jun 16, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is CA $401 per night from Jun 21 to Jun 22
CA $401
CA $471 total
Jun 21 - Jun 22
includes taxes & fees
Princess Royale Oceanfront Resort
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

2 out of 5
2401 Atlantic Ave Ocean City MD
The price is CA $392 per night from Jul 5 to Jul 6
CA $392
CA $439 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"Only one elevator. Cafe was often closed."

Reviewed on Jun 14, 2026

Howard Johnson by Wyndham Ocean City Oceanfront
See all 10,298 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family 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 CA $1,418. 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.

Stay near popular Ocean Pines attractions

Ocean Pines Golf and Country Club

Enjoy a round of golf in Berlin at Ocean Pines Golf and Country Club. Wander the seaside or discover the beautiful sunrises in this family-friendly area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.