Ocean Pines Vacation Packages

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Top Holiday Package Deals in Ocean Pines

Price found within the past 48 hours. Click for updated prices.
Gold Leaf Hotel of Dewey - Rehoboth Beach

Gold Leaf Hotel of Dewey - Rehoboth Beach

2.5 out of 5
Price was CA $506, price is now CA $473 per person
CA $473
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
8.6/10 Excellent! (1,022 reviews)
Very close to the beach and all other areas. Really liked the affordability yet it doesn’t feel like it’s run down. Could use a little sprucing up but for the price I am good. All the staff was very pleasant outgoing and helpful during our stay and we would definitely stay here again.

Reviewed on Sep. 7, 2025

The Inn at Lewes

The Inn at Lewes

3 out of 5
Price was CA $573, price is now CA $521 per person
CA $521
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
6.2/10 (92 reviews)
The staff was very helpful.The gentleman even helped me get into My room and I really appreciate that

Reviewed on Jun. 26, 2025

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $657, price is now CA $609 per person
CA $609
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
9.4/10 Exceptional! (623 reviews)
I LOVEED EVERYTHING ABOUT THE STAY! Thank you so much!

Reviewed on Sep. 5, 2025

Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
Price was CA $796, price is now CA $748 per person
CA $748
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
9.2/10 Wonderful! (1,334 reviews)
Great staff, location and perks!

Reviewed on Sep. 7, 2025

Atlantic Oceanside Dewey

Atlantic Oceanside Dewey

2.5 out of 5
Price was CA $1,122, price is now CA $1,071 per person
CA $1,071
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Salisbury (SBY)
8/10 Very Good! (940 reviews)
The room was not very clean or comfortable. The bathroom and ceiling showed signs of mold. Many things needed some serious attention.

Reviewed on Sep. 7, 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

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 $109 per night from Sep 9 to Sep 10
CA $109
CA $142 total
Sep 9 - Sep 10
includes taxes & fees
Fenwick Inn
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
The price is CA $115 per night from Oct 6 to Oct 7
CA $115
CA $145 total
Oct 6 - Oct 7
includes taxes & fees
Princess Royale Oceanfront Resort
Ashore Resort & Beach Club

Ashore Resort & Beach Club

3.5 out of 5
10100 Coastal Hwy, Ocean City, MD
The price is CA $123 per night from Sep 29 to Sep 30
CA $123
CA $188 total
Sep 29 - Sep 30
includes taxes & fees
Ashore Resort & Beach Club
See all 10,054 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 $473. 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 sunrises in this family-friendly area.

River Run Golf Club

Things to do

Historic Berlin Foodie Tour

Berlin Tasting Tour: A Delicious Walk Through History

CA $151
per adult
Berlin Tasting Tour: A Delicious Walk Through History
Ocean City: Downtown and Boardwalk Foodie Walking Tour

Ocean City: Downtown and Boardwalk Foodie Walking Tour

CA $151
per adult
100% of travellers recommend
Ocean City: Downtown and Boardwalk Foodie Walking Tour
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.