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.
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 $1,648, price is now CA $1,226 per person
CA $1,226
per person
Sep 5 - Sep 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.2/10 Very good! (1,530 reviews)
The room was clean and presentable. The staff were friendly and available at reception. If you wanted clean towels you could swap out at the linen dept. Room cleaning want available. Parking was available free of charge with a ticket. Enjoyable stay, swimming pool was a bonus.

Reviewed on Jul 3, 2026

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

4 out of 5
Northeast Virginia Beach
Price was CA $1,944, price is now CA $1,436 per person
CA $1,436
per person
Sep 5 - Sep 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.2/10 Very good! (1,312 reviews)
Me encanto, buen servicio excelente ubicación ambiente familiar

Reviewed on Jul 3, 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 $2,215, price is now CA $1,641 per person
CA $1,641
per person
Sep 5 - Sep 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8/10 Very good! (1,398 reviews)
I reserved 3 king suites but was given 3 double queens so that was disappointing. My grandchildren loved the pools and being right on the ocean. I enjoyed my family being together. I feel the pools need to be better maintained, the amount of sand and debris in them is awful. I would stay here again once the renovations are completed.

Reviewed on Jul 3, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $1,788, price is now CA $1,418 per person
CA $1,418
per person
Sep 5 - Sep 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.8/10 Excellent! (1,004 reviews)
Great

Reviewed on Jul 3, 2026

Days Inn by Wyndham Virginia Beach At The Beach

Days Inn by Wyndham Virginia Beach At The Beach

2 out of 5
Northeast Virginia Beach
Price was CA $1,586, price is now CA $1,303 per person
CA $1,303
per person
Sep 5 - Sep 12
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
7.8/10 Good! (1,010 reviews)
Clean room and sheets . It a nice to place to stay . I usualll

Reviewed on Jul 4, 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 $156 per night from Jul 28 to Jul 29
CA $156
CA $180 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,017 reviews)
"Great stay! The hotel was very clean, the room was nice and comfortable, and the location was perfect with plenty of shopping and retail stores nearby. Most importantly was super close to Fort Eustis Army base. The pool was lovely, and the gym looked clean and well equipped. We’d definitely stay ..."

Reviewed on Jul 3, 2026

Comfort Suites Airport
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is CA $181 per night from Jul 5 to Jul 6
CA $181
CA $211 total
Jul 5 - Jul 6
includes taxes & fees
9.6/10 Exceptional! (122 reviews)
"Great place to stay, nothing negative to say."

Reviewed on Jul 2, 2026

YourSpace Hotels Chesapeake
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
The price is CA $130 per night from Jul 28 to Jul 29
CA $130
CA $151 total
Jul 28 - Jul 29
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"This property was great! Clean, spacious and updated. Staff was courteous and kind, helping with everything that I needed. My only issues was that the hot tub wasn't working and the wifi was trash. Me and my bf were trying to watch HBO and it would take 40 minutes to watch an one episode of euphoria ..."

Reviewed on Jul 3, 2026

Courtyard by Marriott Newport News Airport
See all 248 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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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 $1,226 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.