Beach Vacations in Assateague Island 2026

Photo by Nancy Stauffer

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Flight and Beach hotel deals in Assateague Island

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

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City

CA $1,924

per person

Oct 4 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

9/10 Wonderful! (1,009 reviews)

Great location, pool was great, staff was super friendly. Very short walk to the beach. Room was great with a nice view of the ocean. Restaurant on site was very good. Staff at the pool bar was fantastic

Reviewed on Aug 9, 2026

Cypress River Inn & Spa

CA $1,972

per person

Oct 4 - Oct 11

found 11 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

9/10 Wonderful! (4 reviews)

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5* Beach holidays in Assateague Island

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

Cypress River Inn & Spa

CA $1,972

per person

Oct 4 - Oct 11

found 11 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Salisbury (SBY)

9/10 Wonderful! (4 reviews)

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4 Night Beach holidays in Assateague Island

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

Ocean Terrace Family Apartments

Downtown Ocean City

CA $1,152

per person

Oct 21 - Oct 25

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

7.8/10 Good! (42 reviews)

The listing did not disclose that the unit is reached only by three flights of steep exterior wooden stairs, with no elevator. My wife has a mobility limitation that makes stairs of that kind unsafe for her.

Reviewed on Aug 10, 2026

Fenwick Shores, Tapestry Collection by Hilton

CA $1,264

per person

Oct 21 - Oct 25

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

9.4/10 Exceptional! (809 reviews)

Princess Royale Oceanfront Resort

North Ocean City

CA $1,206

per person

Oct 21 - Oct 25

found 11 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Salisbury (SBY)

8.8/10 Excellent! (2,570 reviews)

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What are some benefits when booking beach vacations in Assateague Island?

When you travel to the beach in Assateague Island, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Assateague Island?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Assateague Island trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Assateague Island?

There are quite a few things you can do to get cheap beach vacations in Assateague Island. Prices range from CA $1,152, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Assateague Island. These package deals let you save by booking your accommodation and your flight together with savings of up to 2.

Why should I book family beach vacations?

When you're travelling with the family to Assateague Island, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Assateague Island?

It's easy to find a beachfront vacation accommodation in Assateague Island using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Assateague Island as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Assateague Island is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout United States of America. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.