Assateague Island Cheap Vacations

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Flight and Cheap hotel deals in Assateague Island

Price found within the past 48 hours. Click for updated prices.
Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites

Midtown Ocean City
CA $2,337
per person
Sep 19 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
8.8/10 Excellent! (1,359 reviews)
Clean room and beautiful view.

Reviewed on Aug 13, 2026

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront

Midtown Ocean City
CA $2,503
per person
Sep 19 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
9/10 Wonderful! (1,002 reviews)
Ocean View Beach Club - Bennetts

Ocean View Beach Club - Bennetts

CA $2,632
per person
Sep 19 - Sep 26
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Salisbury (SBY)
No reviews
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4 Night Cheap holidays in Assateague Island

Price found within the past 48 hours. Click for updated prices.
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

North Ocean City
CA $2,365
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
8.8/10 Excellent! (2,606 reviews)
Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

Downtown Ocean City
CA $3,840
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
8.2/10 Very good! (766 reviews)
Ocean Terrace Family Apartments

Ocean Terrace Family Apartments

Downtown Ocean City
CA $3,176
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
7.8/10 Good! (44 reviews)
It was perfect location and great place

Reviewed on Aug 12, 2026

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Things to do

Ocean City Private Helicopter Tour

Ocean City Private Helicopter Tour

CA $161
per adult
Ocean City Private Helicopter Tour
Ocean City: Ripley's Believe It or Not! + Mirror Maze

Ocean City: Ripley's Believe It or Not! + Mirror Maze

CA $39
per adult
Ocean City: Ripley's Believe It or Not! + Mirror Maze
See all activities in Assateague Island

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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.