Isle of Wight Vacations from $877

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The Latest Isle of Wight vacation packages

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

Fenwick Shores, Tapestry Collection by Hilton

$877

per person

Nov 5 - Nov 12

found 3 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Salisbury (SBY)

9.4/10 Exceptional! (829 reviews)

Reviewed on Sep 27, 2026

Beach Walk

Downtown Ocean City

Save 100% on your flight

$2,947

per person

Nov 5 - Nov 12

found 9 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Salisbury (SBY)

7.8/10 Good! (115 reviews)

Miramar Condominiums

Downtown Ocean City

$1,497

per person

Nov 5 - Nov 12

found 9 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Salisbury (SBY)

9.4/10 Exceptional! (33 reviews)

OCHG Beachviews

Downtown Ocean City

$974

per person

Nov 5 - Nov 12

found 9 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Salisbury (SBY)

9.4/10 Exceptional! (10 reviews)

Carousel Resort Hotel & Condominiums

North Ocean City

$1,052

per person

Nov 5 - Nov 12

found 9 hours ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Salisbury (SBY)

7.8/10 Good! (1,457 reviews)

The hotel is old and need major updates.

Reviewed on Sep 26, 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

Fenwick Inn

13801 Coastal Highway Ocean City MD

Fully refundableReserve now, pay when you stay

$84 nightly

$95 total

Oct 12 - Oct 13

Total with taxes and fees

8.8/10 Excellent! (2,128 reviews)

"Don’t expect a refund or reschedule if you pay upfront at this property. A tidal surge putting OC underwater is not a good reason. It is on you."

Reviewed on Sep 26, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$74 nightly

$82 total

Oct 28 - Oct 29

Total with taxes and fees

9/10 Wonderful! (3,934 reviews)

"Good"

Reviewed on Sep 27, 2026

Princess Bayside Beach Hotel

4801 Coastal Highway Ocean City MD

Fully refundable

$78 nightly

$88 total

Oct 11 - Oct 12

Total with taxes and fees

8.4/10 Very Good! (1,003 reviews)

"Was nice place to stay but outdated. Our shower nozzle where water came out was loose and had to hold it and pull up on nozzle to turn shower on. Ceiling in kitchen bowing and falling. Only had one tiny frying pan for cooking. Guaranteed plenty of kitchenware? Amenities not their fault nor’easter. ..."

Reviewed on Sep 26, 2026

See all 9,991 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.