Assateague Island Vacation Packages

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Top Assateague Island Vacation Deals

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 $902, price is now CA $852 per person
CA $852
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (1,011 reviews)
Super nice staff, nice rooms, steps to the beach, walking distance to restaurants. Parking garage, Awesome roof top pool! Love it at the GoldLeaf.

Reviewed on Aug. 24, 2025

The Surf Shanty Motel

The Surf Shanty Motel

2.5 out of 5
Price was CA $1,051, price is now CA $928 per person
CA $928
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9.8/10 Exceptional! (278 reviews)
A great location for this beachy vibe motel. A couple things I would suggest to the property manager would be to offer a coffee cart each morning, add an additional chair and bedside table to the room and finally, I would suggest that the room be serviced automatically if you’re there for 4 nights…we didn’t get our room serviced our entire time. Beyond those minor things, it was a quirky, clean, convenient motel that has 95% of the components needed for a top-notch beach motel.

Reviewed on Aug. 24, 2025

Comfort Inn & Suites Milford

Comfort Inn & Suites Milford

2.5 out of 5
Price was CA $997, price is now CA $942 per person
CA $942
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8/10 Very Good! (583 reviews)
The fireplace, lobby staircase, and room for the indoor pool were nicely designed, but everything else was dated and worn out. It felt dirty. There was a hole in the wall of our room, a broken light switch, and the lighting was awful (including a missing bulb in the bathroom). Our hairdryer was also a problem, only turning on and off with the plug...which sparked when unplugged. The breakfast area was a bit dirty and really lacking in fresh fruit and juice choices. There was no milk for cereal or to drink. There never anyone at the front desk and we had to ring a bell. Just not welcoming in that way.

Reviewed on Aug. 19, 2025

Hotel Bethany Beach

Hotel Bethany Beach

2.5 out of 5
Price was CA $1,107, price is now CA $1,057 per person
CA $1,057
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
9.2/10 Wonderful! (1,314 reviews)
Delightful hotel. The staff were fabulous. Booked our family vacation for 2026 already. Can’t wait until next year! Thank you.

Reviewed on Aug. 25, 2025

The Bay Resort

The Bay Resort

2.5 out of 5
Price was CA $991, price is now CA $948 per person
CA $948
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Salisbury (SBY)
8.6/10 Excellent! (823 reviews)
The views of the bay

Reviewed on Aug. 20, 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 $126 per night from Sep 21 to Sep 22
CA $126
CA $156 total
Sep 21 - Sep 22
includes taxes & fees
8.4/10 Very Good! (2,032 reviews)
"Second time we stayed here. Always comfortable. Easy access to the beach. This hotel is one of the more modernized hotels in Ocean City."

Reviewed on Aug. 22, 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 $123 per night from Sep 15 to Sep 16
CA $123
CA $157 total
Sep 15 - Sep 16
includes taxes & fees
8.6/10 Excellent! (1,965 reviews)
"it was a great place to stay, and was definitely stay here again!"

Reviewed on Aug. 25, 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 $156 per night from Sep 21 to Sep 22
CA $156
CA $194 total
Sep 21 - Sep 22
includes taxes & fees
9/10 Wonderful! (3,123 reviews)
"Very nice hotel"

Reviewed on Aug. 23, 2025

Grand Hotel Ocean City Oceanfront
See all 10,641 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 $852, 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.