Ocean Pines Vacation Packages

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  • Better together

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

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in Ocean Pines

Price found within the past 48 hours. Click for updated prices.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was CA $1,751, price is now CA $1,404 per person
CA $1,404
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
7.6/10 Good! (568 reviews)
What I disliked was the bathtub drain did not work well at all, in fact to take a 10 minute shower the tub fills with dirty water and takes a half hour to drain out. The room overall was decent but poorly cleaned and maintained.

Reviewed on Jun 18, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $2,492, price is now CA $1,967 per person
CA $1,967
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
9.4/10 Exceptional! (770 reviews)
Rooms were spacious and very clean. Staff was very courteous

Reviewed on Jun 11, 2026

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was CA $1,813, price is now CA $1,458 per person
CA $1,458
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) 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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was CA $2,317, price is now CA $1,885 per person
CA $1,885
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8.8/10 Excellent! (2,455 reviews)
Love this place! Highly recommend!

Reviewed on Jun 15, 2026

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was CA $1,901, price is now CA $1,559 per person
CA $1,559
per person
Sep 3 - Sep 8
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Salisbury (SBY)
8/10 Very Good! (32 reviews)
Great location and easy parking

Reviewed on Jun 17, 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
Fully refundableReserve now, pay when you stay
The price is CA $392 per night from Jun 28 to Jun 29
CA $392
CA $439 total
Jun 28 - Jun 29
includes taxes & fees
9/10 Wonderful! (3,706 reviews)
"Beautiful balcony view of the ocean. Convenient restaurant, bar and snacks that were all very good."

Reviewed on Jun 18, 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 $747 per night from Jun 19 to Jun 20
CA $747
CA $859 total
Jun 19 - Jun 20
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
Fully refundableReserve now, pay when you stay
The price is CA $350 per night from Jun 28 to Jun 29
CA $350
CA $392 total
Jun 28 - Jun 29
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
"Room was very clean, the view was amazing. Staff was really great!"

Reviewed on Jun 18, 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
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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 $1,404. 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.