Isle of Wight Vacations from $328

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The Latest Isle of Wight vacation packages

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

Dagsboro Retreat

$328

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Salisbury (SBY)

10/10 Exceptional! (1 review)

I loved it

Reviewed on Jul 17, 2026

Beach Walk

Downtown Ocean City

Save 100% on your flight

$2,085

per person

Dec 16 - Dec 20

found 3 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) 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

Miramar Condominiums

Downtown Ocean City

$1,115

per person

Dec 16 - Dec 20

found 3 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Salisbury (SBY)

9.4/10 Exceptional! (34 reviews)

The Shore House

West Ocean City

$1,953

per person

Dec 16 - Dec 20

found 3 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Salisbury (SBY)

6.6/10 (819 reviews)

Good location

Reviewed on Oct 6, 2026

Bay Club Resort by Coolvacay

Midtown Ocean City

$867

per person

Dec 16 - Dec 20

found 3 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Salisbury (SBY)

8.4/10 Very Good! (56 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

Castle in the Sand

3701 Atlantic Avenue Ocean City MD

$71 nightly

$80 total

Oct 11 - Oct 12

Total with taxes and fees

8.8/10 Excellent! (1,001 reviews)

"I would actually call this theft by deception! Absolutely nothing like the pictures. The whole establishment is beyond dirty. The only reason we stayed is because we had planned to be here for a country festival in an extra few days for our wedding anniversary. Worst pic ever has to be the dirtiest ..."

Reviewed on Oct 6, 2026

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD

$64 nightly

$72 total

Nov 1 - Nov 2

Total with taxes and fees

9/10 Wonderful! (3,946 reviews)

"The property was well maintained and the amenities were convenient and made the stay go very well."

Reviewed on Oct 6, 2026

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD

$108 nightly

$119 total

Oct 18 - Oct 19

Total with taxes and fees

See all 9,908 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.