Assateague Island Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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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 Assateague Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Lodge at Great Oak Landing

The Lodge at Great Oak Landing

3.5 out of 5
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Salisbury (SBY)
8/10 Very Good! (53 reviews)
Great place to get some quiet rest by the water

Reviewed on Jul. 15, 2025

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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 $274 per night from Aug 24 to Aug 25
CA $274
CA $321 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,953 reviews)
"This hotel was really nice! Our room was nice and clean and looked just like the pictures. The staff was very friendly and accommodating. It was about 10-15 minutes away from the boardwalk. The pool and outside dining area was nice as well. Will definitely stay here again!"

Reviewed on Jul. 31, 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 $148 per night from Aug 24 to Aug 25
CA $148
CA $185 total
Aug 24 - Aug 25
includes taxes & fees
8.6/10 Excellent! (2,010 reviews)
"Convenient to the beach"

Reviewed on Jul. 30, 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 $301 per night from Aug 24 to Aug 25
CA $301
CA $356 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (3,050 reviews)
"Spacious. Clean overall, carpet had a lot of stains but the rest was pretty nice. View was beautiful. Amenities were very nice. Beds a bit uncomfortable. Plenty do and see. Pools were nice and the shops were nice and also convenient. Great location in the center of everything. I’d stay here again. ..."

Reviewed on Jul. 29, 2025

Grand Hotel Ocean City Oceanfront
See all 10,681 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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Frequently asked questions

How much does an Assateague Island vacation package cost?
Starting from only CA $651, 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.