Ocean Pines Vacation Packages

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    Better together

    Save up to CA $1,096 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.
Beach Walk

Beach Walk

2 out of 5
Downtown Ocean City
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
7.6/10 Good! (65 reviews)
the bed was super comfy, in a great location, and definitely great for a stay in ocmd!

Reviewed on Jul. 13, 2025

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (2,980 reviews)
Jennifer at the front desk was great from the moment we walked in. We made an online reservation a while back. Check in was quick. The room was great. The location is great. Everything was just great! No complaints whatsoever. Thanks!

Reviewed on Jul. 13, 2025

The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (1,000 reviews)
Ice machine on property dirty , there was water not clean and not maintain.

Reviewed on Jul. 7, 2025

Americana Motor Inn

Americana Motor Inn

2.5 out of 5
Downtown Ocean City
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.4/10 Very Good! (772 reviews)
Stayed for the night, everything was great. Room had a musty smell.

Reviewed on Jul. 12, 2025

Cambria Hotel Ocean City - Bayfront

Cambria Hotel Ocean City - Bayfront

3 out of 5
Downtown Ocean City
per person
Sep 6 - Sep 13
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.2/10 Wonderful! (1,007 reviews)
Overall we had great stay, staff was good and Patrice was excellent but i wasn’t able to use my ice tongs because they were dirty.

Reviewed on Jul. 13, 2025

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

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 $376 per night from Jul 27 to Jul 28
CA $376
CA $434 total
Jul 27 - Jul 28
includes taxes & fees
8.2/10 Very Good! (1,925 reviews)
"Excellent place for family with kids"

Reviewed on Jul. 12, 2025

Princess Royale Oceanfront Resort
Fenwick Inn
Fenwick Inn
3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from Jul 20 to Jul 21
CA $245
CA $293 total
Jul 20 - Jul 21
includes taxes & fees
8.6/10 Excellent! (1,969 reviews)
"Nice, quiet and convenient location. Walking distance from the beach, shops, restaurant and other entertainments, plus bonus complimentary beach chairs!"

Reviewed on Jul. 12, 2025

Fenwick Inn
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 $239 per night from Jul 15 to Jul 16
CA $239
CA $286 total
Jul 15 - Jul 16
includes taxes & fees
9/10 Wonderful! (2,995 reviews)
"Great location if you are traveling with little ones and you want more quiet then south end of the boardwalk where the rides and games are. 1.1 miles to the games and rides. Walkable on the boardwalk. Kids loved it we loved it for being the 1st time. The hotel was clean, a little outdated but still ..."

Reviewed on Jul. 13, 2025

Grand Hotel Ocean City Oceanfront
See all 10,103 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 $1,315. 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

Casino at Ocean Downs

Casino at Ocean Downs

Why not roll the dice with a visit to Casino at Ocean Downs during your time in Berlin? Amble around this family-friendly area's seaside, or seek out the golf courses.

Casino at Ocean Downs
Main Street Berlin

Main Street Berlin

4/5(1 review)

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

River Run Golf Club

Enjoy a round of golf in Berlin at River Run Golf Club. Wander the seaside or discover the beautiful sunsets in this family-friendly area.

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