Bayside Vacation Packages
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Top Holiday Package Deals in Bayside
Price found within the past 48 hours. Click for updated prices.
The Surf Shanty Motel
CA $1,250
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.8/10 Exceptional! (373 reviews)
This was an amazing place to stay. Everything was clean and bright. Close to nightlife, but nice and quiet.
Reviewed on Sep 8, 2026
Fenwick Shores, Tapestry Collection by Hilton
CA $1,401
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9.4/10 Exceptional! (829 reviews)
This place was perfect. Loved the rooftop pool and the rooms were extremely nice. Very comfortable stay with amazing beach access.
Reviewed on Sep 8, 2026
Princess Royale Oceanfront Resort
North Ocean City
CA $1,477
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (2,727 reviews)
My 2 issues were the Tv and the mouse/rat by the indoor pool. Other than that it was ok.
Reviewed on Sep 8, 2026
Bay Club Resort by Coolvacay
Midtown Ocean City
CA $1,429
per person
Oct 13 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.4/10 Very good! (53 reviews)
Everything was clean and as described. Property was pet friendly and everyone with dogs was respectful. Quiet property with a beautiful view of the Bay. Would recommend for a stay of a small family or group.
Reviewed on Aug 29, 2026
Where to stay in Bayside
Find the best Bayside areas and neighborhoods for the activities you enjoy most. Learn more about Bayside
Ocean Pines
2 out of top 10 points of interest in this area
Boasting the largest concentration of retirees on the Eastern Shore, this community offers the Ocean Pines Golf Club, designed by Robert Trent Jones, and 13 parks, including White Horse Park. Enjoy golfing, park visits, and a peaceful atmosphere.
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.
Glen Riddle
While visiting Glen Riddle, you might make a stop by sights like Isle of Wight Bay and GlenRiddle Golf Club.
Downtown Berlin
Downtown Berlin might not have many top sights, but Casino at Ocean Downs and Frontier Town Water Park and Golf are two attractions nearby that you can check out.
Bayside Hotel Deals
Princess Royale Oceanfront Resort
Oceanfront on 91st Street Ocean City MD
CA $150
CA $190 total
Sep 20 - Sep 21
includes taxes & fees
8.8/10 Excellent! (2,739 reviews)
"My 2 issues were the Tv and the mouse/rat by the indoor pool. Other than that it was ok."
Reviewed on Sep 8, 2026
Grand Hotel Ocean City Oceanfront
2100 N Baltimore Ave Ocean City MD
CA $128
CA $144 total
Oct 5 - Oct 6
includes taxes & fees
Fenwick Inn
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
CA $98
CA $130 total
Sep 22 - Sep 23
includes taxes & fees
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.
Frequently asked questions
How much does a Bayside vacation package cost?
The most affordable Bayside package is CA $1,250, so your dream trip can become a reality — without spending an arm and a leg. Combine flights, hotels and car rentals to customize a package that fits you.
How do I get a cheap travel package to Bayside?
Browse and book everything in the one place with our Bayside vacation packages. We have deals on flights, hotels and more that'll keep your pocket happy and adventurous side satisfied. And, with more than 550 air carriers and 1,000,000 properties throughout the world to select from, you'll have endless opportunities to mix and match however you please.
Where should I stay in Bayside?
With so much to explore in Bayside, it makes sense to stay near its attractions. Frontier Town Water Park and Golf, Eagles Landing Golf Course and Eagle s Landing are some interesting ones to put on your must-see list.
What are the top hotels in Bayside?
4bdr/3. 5ba; 2car Garage In A Resort Community With 2 Pools and Large 3bedroom 2. 5ba Garage Townhouse In Great West Oc Neighborhood With Pool are among the most sought-after properties in Bayside. Why not have a look at the rates and amenities at each and then decide?
How far in advance should I book my Bayside vacation?
It can be hard to know when the best time is to book your trip to Bayside. But generally the earlier you book, the more affordable the prices. In some cases, you can lock in your flights and hotels up to a year prior to your departure date. If you're hoping for a last-minute getaway, no need to worry! There are great deals popping up on Expedia every day.
What does an Expedia Bayside travel package include?
That's up to you. You can select from a range of Bayside bundles, such as a hotel, flight and rental car. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add on the fun stuff like tours and activities. Whatever your perfect Bayside break looks like, you're sure to save!
Can I choose my airline with a Bayside Expedia vacation package?
Most definitely. Expedia has over 550 airline partners to choose from across the world. With so many choices, finding the ideal carrier to bring you to Bayside shouldn't be hard.
If I'm not able to travel, can I cancel my Bayside vacation package?
Plans can change in a flash, so yes. You may be able to cancel or change your Bayside vacation package for free if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your hotel, car rental company or airline may impose a fee. Looking for more information? Look up our Customer Service Portal. We're here to help make sure your trip goes off without a hitch.
Things to do
Boat Tours of Chincoteague & Assateague - Wild Ponies
CA $108
per adult
Ocean City: Ripley's Believe It or Not! + Mirror Maze
CA $39
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.