Assateague Island Vacation Packages

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Top Assateague Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sahara Motel

Sahara Motel

2.5 out of 5
Downtown Ocean City
Price was CA $2,098, price is now CA $1,570 per person
CA $1,570
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Salisbury (SBY)
7.6/10 Good! (550 reviews)
Location of room and front desk staff

Reviewed on Jun 2, 2026

Fenwick Shores, Tapestry Collection by Hilton

Fenwick Shores, Tapestry Collection by Hilton

3.5 out of 5
Price was CA $4,198, price is now CA $3,074 per person
CA $3,074
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Salisbury (SBY)
9.6/10 Exceptional! (764 reviews)
Love this hotel! Has everything I need, great location and love the space!

Reviewed on May 27, 2026

Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

3 out of 5
Downtown Ocean City
Price was CA $2,852, price is now CA $2,140 per person
CA $2,140
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Salisbury (SBY)
8/10 Very Good! (31 reviews)
The unit was outdated, small, and had mismatched and old furniture. The shower in one of our bathrooms wouldn’t drain. The oven did not work. There was only one television. Concerns couldn’t be communicated because the staff hardly spoke English (although they were very nice). The unit was in a really nice location - 1.5 blocks from the boardwalk and beach. We liked the outside showers.

Reviewed on Aug 9, 2025

Lankford Hotel and Lodge

Lankford Hotel and Lodge

3.5 out of 5
Downtown Ocean City
Price was CA $2,225, price is now CA $1,712 per person
CA $1,712
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Salisbury (SBY)
8.6/10 Excellent! (642 reviews)
This was an amazingly quirky place that would be so awesome for a couple days. We had 2 bedrooms, kitchenette/dining room and bath. I loved the artwork, the little porch and how close we were to the boardwalk. The bathroom was tiny and the shower didn't work, but we were the first guest for the season in that unit, so they didn't know it wasn't working. They were very responsive and everything was clean. If I was planning to spend 3 or more days in town, this would be a good choice.

Reviewed on May 5, 2026

Bay Club Resort by Coolvacay

Bay Club Resort by Coolvacay

3 out of 5
Midtown Ocean City
Price was CA $4,000, price is now CA $3,083 per person
CA $3,083
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Salisbury (SBY)
8.4/10 Very Good! (39 reviews)
Beautiful place that aided to my family having a great vacation! 10/10 and I’d definitely stay there again!

Reviewed on May 31, 2026

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Assateague Island Hotel Deals

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 $229 per night from Jun 7 to Jun 8
CA $229
CA $257 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (3,624 reviews)
"Check in took forever they were not able to find our reservation even with us providing the confirmation number. The ladies both had attitudes checking us in."

Reviewed on Jun 2, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is CA $351 per night from Jun 17 to Jun 18
CA $351
CA $415 total
Jun 17 - Jun 18
includes taxes & fees
8.8/10 Excellent! (2,439 reviews)
"Beachfront nice big indoor pool great location"

Reviewed on Jun 2, 2026

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 $137 per night from Jun 7 to Jun 8
CA $137
CA $174 total
Jun 7 - Jun 8
includes taxes & fees
8.8/10 Excellent! (2,069 reviews)
"Great"

Reviewed on Jun 2, 2026

Fenwick Inn
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Frequently asked questions

Can I cancel my flight booking to Assateague Island due to COVID-19?
Many airlines now offer more flexibility due to COVID-19. Our Customer Service Portal will help find an answer to most queries about changes to your flight. It's also good to check the terms and conditions of your preferred carrier — preferably before purchasing your tickets!
What's the best way to find cheap flights to Assateague Island that have flexible change policies?
We know that plans can change in the blink of an eye, so choosing a flexible airfare with Expedia makes sense. Simply mark the "No change fee" box underneath the "Flexible change policies" filter. Your low-priced, flexible flight to Assateague Island is just a few clicks away.
What are some of the general tips for travelers to Assateague Island during the COVID-19 outbreak?
The COVID-19 pandemic has triggered major changes to how we travel. If you plan to jet off to Assateague Island, these tips will help you navigate these new challenges and rules:
  • Investigate what, if any, rules or restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so remember to check in advance.
  • Requirements state you must wear a face mask throughout your travel experience, including at security checkpoints. Be prepared to adjust your mask to verify your identity when asked by a TSA officer.
  • To minimize the risk of cross-contamination, position your boarding pass on the scanner yourself and then hold it up for inspection. Do not hand your boarding pass directly to a TSA employee.
  • You are now permitted to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be taken out for screening.
  • Place any personal items (like your phone and wallet) in your carry-on instead of a bin to minimize handling during the screening process.
  • Transport your food items in a clear plastic bag and also put them in a screening bin. Keeping food separate from your carry-on makes it less likely that a TSA agent will need to touch and open your bag for inspection.

Which airlines fly to Assateague Island?
Secure your fare with American Airlines and then start putting together your Assateague Island travel agenda. This top carrier runs 13307 flights every month to O'Hare Intl. Airport (ORD), a major gateway.
How can I find cheap tickets to Assateague Island?
You'll always find an unbeatable deal with Expedia, but our "flexible dates" feature makes it that much easier. Enter your preferred travel date, then click on the flexible dates box above to see the cheapest prices for nearby days. was the best price for a flight to Assateague Island in the last seven days.
How much is a flight to Assateague Island?
The price of a round-trip ticket to Assateague Island in the last seven days fluctuated between and . If you were traveling one way out of (), you could have gotten a cheap seat from just .
What are the most popular airports to fly into in Assateague Island?
Get ready to pack your bags and jet into O'Hare Intl. Airport (ORD), Assateague Island's main flight hub. Book one of the 33491 flights that touch down at this awesome destination every month.
When is the cheapest time to fly to Assateague Island?
Leave early on in the week to nab the best deal to Assateague Island. Tuesday is usually the most affordable day to depart, with Monday right behind it. Saturday often has the costliest prices. This is because a lot of travelers prefer to kick off their vacation on a weekend.
How much is a plane ticket to Assateague Island?
Plane tickets ranged from to over the last seven days. When you're ready to book, we'll be ready to help you pick up the best price to Assateague Island.
Which airlines with flights to Assateague Island employ COVID-19 cleanliness policies?
To minimize contact between passengers and aircrew during the COVID-19 outbreak, most airlines have taken social distancing and other measures to the skies. A great example of these are:
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.

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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.