Assateague Island Vacation Packages

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

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Top Assateague Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was CA $1,081, price is now CA $866 per person
CA $866
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Salisbury (SBY)
8.6/10 Excellent! (669 reviews)
Great location, spacious, clean with super friendly staff. It’s old but that didn’t bother us at all. I will definitely stay again.

Reviewed on Jul 13, 2026

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
Downtown Ocean City
Price was CA $1,655, price is now CA $1,490 per person
CA $1,490
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
9/10 Wonderful! (3,661 reviews)
Not only does it sit right on the boardwalk and a beautiful view of the beach and ocean. It has an outdoor and indoor pool. There's restaurants, ice cream parlor and a coffee shop all right the hotel.

Reviewed on Jul 14, 2026

Harrison Hall Hotel

Harrison Hall Hotel

2 out of 5
Downtown Ocean City
Price was CA $1,327, price is now CA $1,217 per person
CA $1,217
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
7.6/10 Good! (1,007 reviews)
Perfect location, budget friendly and convenient. LOVED being able to open the windows and hear the ocean breeze!!!

Reviewed on Jul 13, 2026

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
North Ocean City
Price was CA $1,426, price is now CA $1,312 per person
CA $1,312
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
8.8/10 Excellent! (2,496 reviews)
Our experience was terrific! The rooms were spacious and clean. All amenities were perfect and family oriented! I recommend this resort to families looking to stay in ocean city md!

Reviewed on Jul 14, 2026

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was CA $1,890, price is now CA $1,744 per person
CA $1,744
per person
Oct 2 - Oct 4
found 19 hours ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
8.2/10 Very good! (44 reviews)
Dorothy and her mom was very nice and helpful. Expedia you all dropped the ball big time. The GM that was on duty Tuesday made no attempt to address my concerns or even talk to me and Declan who was another manager not on site made no attempt to address my concern. The floor was very dirty not clean at all. To not receive the room I selected was the icing on the cake. The little girl that assisted me was a lead and stated no she could not change my room. The place was not booked up which she lied and said it was. The pots in the kitchen was so used everything stuck. Before you all suggest a place check them out first. Because I booked through you all everything finger was pointed at Expedia

Reviewed on Jun 20, 2026

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Assateague Island 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 $453 per night from Aug 10 to Aug 11
CA $453
CA $529 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,559 reviews)
"Our experience was terrific! The rooms were spacious and clean. All amenities were perfect and family oriented! I recommend this resort to families looking to stay in ocean city md!"

Reviewed on Jul 14, 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
The price is CA $452 per night from Jul 26 to Jul 27
CA $452
CA $506 total
Jul 26 - Jul 27
includes taxes & fees
9/10 Wonderful! (3,704 reviews)
"Not only does it sit right on the boardwalk and a beautiful view of the beach and ocean. It has an outdoor and indoor pool. There's restaurants, ice cream parlor and a coffee shop all right the hotel."

Reviewed on Jul 14, 2026

Grand Hotel Ocean City Oceanfront
Plim Plaza Hotel

Plim Plaza Hotel

2 out of 5
109 North Atlantic Ave. Ocean City MD
The price is CA $266 per night from Jul 20 to Jul 21
CA $266
CA $298 total
Jul 20 - Jul 21
includes taxes & fees
7.4/10 Good! (1,072 reviews)
"all good"

Reviewed on Jul 13, 2026

Plim Plaza Hotel
See all 10,879 properties in Assateague Island
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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Stay near popular Assateague Island attractions

Assateague Lighthouse

9.2/10 (509 reviews)
Learn about the local history of Chincoteague when you take a trip to Assateague Lighthouse. While you're in the area, stroll along the beautiful beaches.
See properties

Frequently asked questions

How much does an Assateague Island vacation package cost?
Starting from only CA $866, a package is your portal to low-priced travel. Create your own Assateague Island adventure by choosing from our comprehensive range of hotels, flights and rental cars.
How do I get a cheap travel package to Assateague Island?
Just imagine all the fabulous things you could do in Assateague Island with extra cash in your pocket. Watch your savings stack up when you bundle your travel bookings into an Assateague Island vacation package. You have plenty of choice when it comes to booking with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotel options globally. Whether you're heading away with the whole family or traveling on your own, planning a trip to Assateague Island is better with a package.
How far in advance should I book my Assateague Island vacation?
It can be tricky to know when is the perfect time to book your trip to Assateague Island. But usually the earlier you book, the lower the prices. In some cases, you can lock in your flights and hotels nearly 12 months prior to departure. If you're thinking of a last-minute getaway, no need to worry! There are great deals featured on Expedia all the time.
What does an Expedia Assateague Island travel package include?
Hotels, car rentals and flights — we bring you the very best bargains. All you have to do is pick your ideal combination. After you've made your booking, you can add on the fun stuff like experiences and tours. Our travel packages make it easy to create an amazing Assateague Island getaway.
What should I know before booking an Assateague Island travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and be rewarded with terrific discounts. Hotels aren't your only choice, though. Book with us and take your pick of beachfront villas, creek-side mountain cabins and everything in between!
Can I choose my airline with an Assateague Island Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You get to choose. We have access to more than 550 partner airlines globally, so you have lots of choice when arranging your Assateague Island trip.
If I'm not able to travel, can I cancel my Assateague Island vacation package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Assateague Island vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may be charged a fee by your airline, hotel or car rental company. For more details, browse our Customer Service Portal. We'll help you every step of the way.

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