Isle of Wight Vacations

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Find the Best Isle of Wight Vacation Packages

Isle of Wight Hotel Deals

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

Oceanfront on 91st Street Ocean City MD
￥18,670
￥23,442 total
Sep 20 - Sep 21
includes taxes & fees
Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

2100 N Baltimore Ave Ocean City MD
￥16,762
￥18,774 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (3,843 reviews)
"God"

Reviewed on Aug 25, 2026

Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
￥11,311
￥15,047 total
Sep 21 - Sep 22
includes taxes & fees
Fenwick Inn
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.

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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Frequently asked questions

How much does an Isle of Wight vacation package cost?
Cross off another part of the world with our Isle of Wight vacation packages, which start from a low . Pick the hotels and flights that suit your plans. Then, add on one or two activities or tours to round off your unique adventure.
How do I get a cheap travel package to Isle of Wight?
Browse and lock in everything in the one place with our Isle of Wight vacation packages. We have incredible bargains on hotels, flights and more that'll keep your pocketbook happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotels around the globe to choose from, you have countless opportunities to mix and match all you want.
How far in advance should I book my Isle of Wight vacation?
Savvy travelers will likely want to reserve their seats as early as possible. You can usually browse through international airfares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, fear not. Low prices occasionally appear just weeks before departure.
What does an Expedia Isle of Wight travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of sightseeing tours and watch your savings stack up. When it comes to crafting your Isle of Wight vacation, you're the boss!
What should I know before booking an Isle of Wight travel package?
A travel package can be tailored to your budget and is a fantastic way to make your money go further. How little or much you include is completely up to you. Hotels, rental cars and flights — come up with a combination that suits your plans.
Can I choose my airline with an Isle of Wight Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Isle of Wight vacation package?
Yes you can, and we're here to help. You may be able to cancel and rebook your Isle of Wight vacation package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, have a look at our Customer Service Portal for further information.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.