Isle of Wight Vacation Packages

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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.

Top Isle of Wight Vacation Deals

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

Sea Ranch Resort

3 out of 5
Price was CA $1,890, price is now CA $1,236 per person
CA $1,236
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Great beach access; food at onsite restaurant was good; bed was totally uncomfortable and did not sleep well, and room smelled super musty/moldy.

Reviewed on Jul 11, 2026

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was CA $1,825, price is now CA $1,288 per person
CA $1,288
per person
Aug 23 - Aug 29
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
7.6/10 Good! (1,562 reviews)
I had to wait over 2 hours to check in, so I didn't get to enjoy a full stay. One elevator was broken and the other was excruciatingly slow. The hot tub, an advertised amenity, was broken. The room should have been much cheaper for the service we got.

Reviewed on Jul 10, 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was CA $2,273, price is now CA $1,698 per person
CA $1,698
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8/10 Very good! (1,403 reviews)
The sliding glass door in the room, circa 1977 was very difficult to open from the inside and impossible from the balcony…need an immediate upgrade…black mold spotted in the A/C vent above the bed…the antiquated elevators were painfully slow and much too small for the loads folks bring in nowadays…the free breakfast was the worst I’ve ever seen, cheap, poorly cooked hot food and low budget breads and danishes…the TV in our room was inoperable and requested service but never saw anyone come…we wouldn’t stay there again.

Reviewed on Jul 10, 2026

The Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Price was CA $1,726, price is now CA $1,316 per person
CA $1,316
per person
Aug 23 - Aug 29
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.2/10 Very good! (1,530 reviews)
Don’t plan on checking in before 4

Reviewed on Jul 10, 2026

Hilton Garden Inn Virginia Beach Town Center

Hilton Garden Inn Virginia Beach Town Center

3 out of 5
Northwest
Price was CA $2,059, price is now CA $1,584 per person
CA $1,584
per person
Aug 23 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8/10 Very good! (1,001 reviews)
Clean room

Reviewed on Jul 10, 2026

Ready to book your vacation to Isle of Wight?

 

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Isle of Wight Hotel Deals

Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Fully refundable
The price is CA $136 per night from Jul 26 to Jul 27
CA $136
CA $158 total
Jul 26 - Jul 27
includes taxes & fees
8.8/10 Excellent! (1,039 reviews)
"Clean, modern, super comfortable bed, friendly staff, ample breakfast options - we had a great stay!"

Reviewed on Jul 11, 2026

Comfort Suites Airport
James River Inn & Suites

James River Inn & Suites

2.5 out of 5
6045 Jefferson Ave Newport News VA
Fully refundableReserve now, pay when you stay
The price is CA $83 per night from Aug 2 to Aug 3
CA $83
CA $97 total
Aug 2 - Aug 3
includes taxes & fees
6/10 (167 reviews)
"The ac was strong and worked well. I enjoyed the stay. Looks shabby on the outside but it’s a good hotel I’m pleased. Shower was a little tiny but nonetheless for the price sooo worth it."

Reviewed on Jul 5, 2026

James River Inn & Suites
Microtel Inn by Wyndham Newport News Airport

Microtel Inn by Wyndham Newport News Airport

2 out of 5
501 Operations Dr Newport News VA
Fully refundableReserve now, pay when you stay
The price is CA $88 per night from Jul 19 to Jul 20
CA $88
CA $102 total
Jul 19 - Jul 20
includes taxes & fees
7.2/10 Good! (1,019 reviews)
"Honestly, please Only as a last resort"

Reviewed on Jul 12, 2026

Microtel Inn by Wyndham Newport News Airport
See all 250 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.
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Stay near popular Isle of Wight attractions

Boykin's Tavern

8.0/10 (1 review)
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.
See properties

Frequently asked questions

How much does an Isle of Wight vacation package cost?
Offering great value package deals from CA $1,236 on Expedia, you'll be thrilled with how little a vacation to Isle of Wight costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Isle of Wight?
If you're looking to snag a cheap Isle of Wight vacation package, consider planning a trip in January, February and November. You'll usually find better rates on flights and accommodations during these months — perfect for travellers wishing to save money.
How many days is enough for Isle of Wight?
With a well-organized schedule, you can easily visit the top Isle of Wight attractions in a few days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Isle of Wight vacation for longer.
How to find the best Isle of Wight package deals?
Begin your search for an Isle of Wight package deal by entering your preferred travel dates and destination under our "Packages" tab. Then select some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Isle of Wight package deal straight away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Isle of Wight adventure off to a flying start.
Is it cheaper to book an Isle of Wight vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still have the freedom to create a customized Isle of Wight vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Isle of Wight?
Secure incredible discounts by booking your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Isle of Wight trip.
How to plan a trip to Isle of Wight?

  1. Choose your travel dates: What you'd like to do in Isle of Wight and your preferred season will help you decide when to travel.
  2. Budget wisely: As well as the price of your hotel, you'll need to consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that may come up during your trip to Isle of Wight.
  3. Work out your trip length: Consider how long you want to spend exploring Isle of Wight. Plan your days so you can get to all the attractions and activities you're interested in without rushing.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to pick an Isle of Wight vacation package that brings all your bookings together.

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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.