Isle of Wight Vacations from $324

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Your Isle of Wight Vacation

Excellent adventures await when you lock in a Isle of Wight vacation package. Whether you're a foodie, history enthusiast or just a traveler who loves to discover new places, there's something for everyone in this vibrant city. If sightseeing is on your to-do list during your trip to Isle of Wight, stop by well-known attractions such as Boykins Tavern. A few clicks is all it takes to put together a tailored Isle of Wight vacation on Expedia.

The Latest Isle of Wight vacation packages

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

Beach Quarters Resort

2.5 out of 5
Northeast Virginia Beach
Price was $420, price is now $324 per person
$324
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.2/10 Very Good! (1,724 reviews)
Very nice. Very cute. Wonderful view.

Reviewed on Oct 26, 2025

The Sanderling

The Sanderling

4 out of 5
Save 100% on your flight
Price was $1,859, price is now $1,176 per person
$1,176
per person
Jan 12 - Jan 19
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.8/10 Excellent! (519 reviews)
It was a nice stay though the room was not what you would expect at the price point. Two of the walls were in need of repairs, windows needed some cleaning, coffee in room was a kettle with tea like bags of coffee that tasted awful, and bathroom had pretty much nothing in it.

Reviewed on Oct 25, 2025

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was $455, price is now $329 per person
$329
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,015 reviews)
Everything was perfect

Reviewed on Oct 29, 2025

Comfort Inn & Suites Hampton near Coliseum

Comfort Inn & Suites Hampton near Coliseum

3 out of 5
Coliseum Central
Price was $600, price is now $446 per person
$446
per person
Jan 12 - Jan 19
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Norfolk (ORF)
8.8/10 Excellent! (1,001 reviews)
Easy check in and stay

Reviewed on Oct 31, 2025

The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Price was $2,076, price is now $1,544 per person
$1,544
per person
Jan 9 - Jan 14
found 8 hours ago
Roundtrip flight included
Minneapolis (MSP) to Norfolk (ORF)
8.2/10 Very Good! (1,476 reviews)
We love the homey feeling of the room. The whole apartment aka hotel room was the best. Can't wait to cone back during the warmer season. Thanks for making my birthday

Reviewed on Oct 12, 2025

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Discover the most popular places to visit in Isle of Wight

Boykin's Tavern

You can study the exhibits at Boykin's Tavern, a museum with a storied past, during your trip to Isle of Wight. Discover the area's live music and churches.

Boykin's Tavern

Isle of Wight Hotel Deals

Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64

2.5 out of 5
12330 Jefferson Ave, Newport News, VA
$72 nightly
The price is $84 total per night from Dec 1 to Dec 2
$84 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
Rooms were clean and the staff was friendly.

Reviewed on Oct 25, 2025

Comfort Inn Newport News - Hampton I-64
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave, Newport News, VA
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $93 total per night from Nov 3 to Nov 4
$93 total
Nov 3 - Nov 4
Total with taxes and fees
8.6/10 Excellent! (1,002 reviews)
Great hotel, would stay again!

Reviewed on Oct 30, 2025

Comfort Suites Airport
Courtyard by Marriott Newport News Airport

Courtyard by Marriott Newport News Airport

3 out of 5
530 Saint Johns Road, Newport News, VA
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $97 total per night from Nov 9 to Nov 10
$97 total
Nov 9 - Nov 10
Total with taxes and fees
8.6/10 Excellent! (1,000 reviews)
Spacious, clean room and comfortable bef

Reviewed on Oct 24, 2025

Courtyard by Marriott Newport News Airport
See all 219 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.

Find the Best Isle of Wight Vacation Packages

Isle of Wight Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Newport News - Williamsburg Intl. Airport (PHF)
Top Sights
Isle of Wight County Museum, Windsor Castle Park and Carrollton Nike Park

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Frequently asked questions

How much does an Isle of Wight vacation package cost?
Offering excellent value package deals from $324 on Expedia, you'll be surprised at how little a vacation to Isle of Wight costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Isle of Wight?
You can typically find lower prices and better availability in December, January and February. Browse our cheap Isle of Wight vacation packages and you could score some great off-season deals.
How many days is enough for Isle of Wight?
The ideal duration for your Isle of Wight vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to check out all the leading sights and discover some hidden spots along the way.
How to find the best Isle of Wight package deals?
Begin your search for an Isle of Wight package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Isle of Wight package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Isle of Wight escape underway.
Is it cheaper to book an Isle of Wight vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a customized Isle of Wight vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Isle of Wight?
If you're considering a spur-of-the-moment Isle of Wight trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Isle of Wight vacation packages?
Your Isle of Wight trip should be a relaxing escape from your busy life, not a source of money worries. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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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.