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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Top Holiday Package Deals in Ocean Pines

Price found within the past 48 hours. Click for updated prices.
Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $2,948, price is now CA $2,212 per person
CA $2,212
per person
Sep 22 - Sep 29
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.4/10 Exceptional! (784 reviews)
Multiple times no front desk staff available, Internet service EXTREMELY poor, which is unacceptable given the price of the room. Also main restaurant closed and “free breakfast “ which was pre paid came from the bar. Room also looks much better on the website than in person. Not fully clean, hairs on bathroom floor from last person. On the plus side bar staff was very nice . Outdoor pool appeared clean.

Reviewed on Jul 4, 2026

Sea Breeze Inn

Sea Breeze Inn

2 out of 5
Downtown Ocean City
Price was CA $4,960, price is now CA $3,173 per person
CA $3,173
per person
Sep 22 - Sep 29
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
6.6/10 (9 reviews)
When I went to get a shower had no hot water .

Reviewed on Jul 5, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was CA $4,863, price is now CA $3,522 per person
CA $3,522
per person
Sep 22 - Sep 29
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.2/10 Very good! (739 reviews)
Furnicher is old not cold water etc

Reviewed on Jul 5, 2026

Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was CA $2,922, price is now CA $2,216 per person
CA $2,216
per person
Sep 22 - Sep 29
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
7.6/10 Good! (592 reviews)
Exelente motel buen servicio atención increíble 2 años que reserva consecutivos la verdad quedan ganas de regresar

Reviewed on Jul 5, 2026

Bethany Beach Ocean Suites Residence Inn by Marriott

Bethany Beach Ocean Suites Residence Inn by Marriott

3 out of 5
Downtown Bethany Beach
Price was CA $3,265, price is now CA $2,680 per person
CA $2,680
per person
Sep 22 - Sep 29
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (846 reviews)
Great location and hotel was very clean

Reviewed on Jul 2, 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
A sunset over a marshy landscape with a calm water body reflecting the sky.

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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is CA $650 per night from Jul 17 to Jul 18
CA $650
CA $750 total
Jul 17 - Jul 18
includes taxes & fees
8.8/10 Excellent! (2,508 reviews)
"The staff was super nice and hotel is clean and family oriented"

Reviewed on Jul 5, 2026

Princess Royale Oceanfront Resort
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 $382 per night from Jul 8 to Jul 9
CA $382
CA $427 total
Jul 8 - Jul 9
includes taxes & fees
9/10 Wonderful! (3,656 reviews)
"Location was good & convenient and so was beachfront access"

Reviewed on Jul 4, 2026

Grand Hotel Ocean City Oceanfront
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 $341 per night from Jul 8 to Jul 9
CA $341
CA $382 total
Jul 8 - Jul 9
includes taxes & fees
8.8/10 Excellent! (1,011 reviews)
"The room was okay. The room was outdated and we have a lot of leaking in our ceiling. When we showered the ceiling began to leak in about 3 spots. There was also dog hair on the pull out bed. The tub did not drain the best which made it a pain with the sand. The tiles on the ceiling and the kitchenette ..."

Reviewed on Jul 5, 2026

Howard Johnson by Wyndham Ocean City Oceanfront
See all 10,326 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.
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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 $2,212. 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

Things to do

Ocean City Private Helicopter Tour

Ocean City Private Helicopter Tour

CA $158
per adult
Ocean City Private Helicopter Tour
Small Group Boat Tours of Chincoteague & Assateague - Wild Ponies

Boat Tours of Chincoteague & Assateague - Wild Ponies

CA $111
per adult
Boat Tours of Chincoteague & Assateague - Wild Ponies
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.