Isle of Wight Vacations from $662

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The Latest Isle of Wight vacation packages

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

Boardwalk One

Downtown Ocean City

$662

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Salisbury (SBY)

7.4/10 Good! (176 reviews)

Location was perfect. Needs minor updates but otherwise great place to stay.

Reviewed on Sep 3, 2026

Miramar Condominiums

Downtown Ocean City

$1,106

per person

Oct 30 - Nov 3

found 1 day ago

Roundtrip non-stop flight included

Cincinnati (CVG) to Salisbury (SBY)

9.4/10 Exceptional! (31 reviews)

Beautiful house and clean rooms! Perfectly equipped with everything!

Reviewed on Aug 28, 2026

Ocean 1 Hotel and Suites

Downtown Ocean City

$1,125

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Salisbury (SBY)

8.2/10 Very Good! (806 reviews)

OCHG Beachviews

Downtown Ocean City

$1,030

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Salisbury (SBY)

9.4/10 Exceptional! (9 reviews)

Lankford Hotel and Lodge

Downtown Ocean City

$982

per person

Oct 22 - Oct 26

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Salisbury (SBY)

8.6/10 Excellent! (785 reviews)

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Stay near popular Isle of Wight attractions

beach near Smokehouse Cove

Why not spend a lazy afternoon at beach near Smokehouse Cove during your trip to Bishopville? Wander the marina and beaches while you're in the area.

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beach near Poplar Point

Why not spend a lazy afternoon at beach near Poplar Point during your trip to Bishopville? Wander the marina or discover the area's sunsets.

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beach near Isle Of Wight Wildlife Management Area

Why not spend a lazy afternoon at beach near Isle Of Wight Wildlife Management Area during your trip to Bishopville? Wander the marina and beaches while you're in the area.

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Isle of Wight Hotel Deals

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$125 nightly

$138 total

Oct 4 - Oct 5

Total with taxes and fees

8.8/10 Excellent! (2,724 reviews)

"Very clean facility. Spacious room. Extremely convenient to many fun family things. Customer service was top notch."

Reviewed on Sep 6, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$97 nightly

$109 total

Oct 5 - Oct 6

Total with taxes and fees

9/10 Wonderful! (3,904 reviews)

"The room was spacious, neat and clean. The balcony ocean front view was awesome. The sunrise was beautiful from the balcony."

Reviewed on Sep 6, 2026

Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$84 nightly

$95 total

Sep 21 - Sep 22

Total with taxes and fees

See all 10,009 properties in Isle of Wight

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.