Isle of Wight Vacations from $1,344

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The Latest Isle of Wight vacation packages

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

Hotel Bethany Beach

$1,344

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)

9.2/10 Wonderful! (1,526 reviews)

Room was very clean the staff were so friendly breakfast was great & we enjoyed the outdoor pool after visiting the beach

Reviewed on Aug 22, 2026

Beach Walk

Downtown Ocean City

Save 100% on your flight

$1,616

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

7.6/10 Good! (107 reviews)

Parking was easy if they had spots.

Reviewed on Aug 20, 2026

Majestic Hotel & Apartments

Downtown Ocean City

$1,707

per person

Nov 6 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

6/10 (461 reviews)

Ashore Oceanfront Hotel by Marriott

North Ocean City

$1,508

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Salisbury (SBY)

8.2/10 Very Good! (1,993 reviews)

Ocean 1 Hotel and Suites

Downtown Ocean City

$1,601

per person

Sep 30 - Oct 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

8.2/10 Very Good! (791 reviews)

The beach view, clean room, and staff

Reviewed on Aug 22, 2026

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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

$133 nightly

$147 total

Sep 20 - Sep 21

Total with taxes and fees

8.8/10 Excellent! (2,709 reviews)

"Our room was clean and comfortable. The staff were very kind and helpful."

Reviewed on Aug 23, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$116 nightly

$130 total

Sep 7 - Sep 8

Total with taxes and fees

Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$93 nightly

$105 total

Sep 14 - Sep 15

Total with taxes and fees

See all 10,011 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.