Isle of Wight Vacations from $760

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The Latest Isle of Wight vacation packages

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

Bethany Beach Ocean Suites Residence Inn by Marriott

Downtown Bethany Beach

$760

per person

Dec 11 - Dec 13

found 6 hours ago

Roundtrip non-stop flight included

Providence (PVD) to Salisbury (SBY)

9/10 Wonderful! (870 reviews)

Beach Walk

Downtown Ocean City

$2,004

per person

Nov 15 - Nov 18

found 18 hours ago

Roundtrip non-stop flight included

New York (JFK) to Salisbury (SBY)

7.6/10 Good! (126 reviews)

Do not know if it was Expedia or the place but the initial booking was a mess… the girl was trying to be helpful and stated that she would refund our first night but have not received any communications…. If you want “economy” in ever since of the word… no extra pillows walls are thin you can hear everyone’s conversations…. However the location is awesome… very convenient for walking to the inlet…. There is no elevator so pack light and they are held together by plywood

Reviewed on Oct 4, 2026

Grand Hotel Ocean City Oceanfront

Downtown Ocean City

$931

per person

Nov 26 - Nov 29

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

9/10 Wonderful! (3,946 reviews)

Fenwick Shores, Tapestry Collection by Hilton

$934

per person

Nov 26 - Nov 29

found 6 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

9.4/10 Exceptional! (858 reviews)

We stayed at the end of season. The hotel was quiet, clean, and well appointed. The rooms were clean and spacious enough for our family of four to stay in for a few days. We were a half block from the beach. We used our kitchenette so we didn't have breakfast in the hotel, but I loved the kitchenette. Parking was free bc season was over. Hotel is close enough to everything without being overly touristy, and the parking lot was full every evening but noise or crowding was never a problem.

Reviewed on Oct 8, 2026

Princess Royale Oceanfront Resort

North Ocean City

$981

per person

Nov 26 - Nov 29

found 12 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Salisbury (SBY)

8.8/10 Excellent! (2,809 reviews)

Great view of the water and nice facility!

Reviewed on Oct 10, 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

Castle in the Sand

3701 Atlantic Avenue Ocean City MD

$84 nightly

$94 total

Oct 11 - Oct 12

Total with taxes and fees

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

Fully refundableReserve now, pay when you stay

$69 nightly

$77 total

Nov 1 - Nov 2

Total with taxes and fees

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$108 nightly

$119 total

Oct 18 - Oct 19

Total with taxes and fees

8.8/10 Excellent! (2,832 reviews)

"Great view of the water and nice facility!"

Reviewed on Oct 10, 2026

See all 9,878 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.