Isle of Wight County Vacation Packages

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Your Isle of Wight County Vacation

Set off on your next thrilling adventure with an Isle of Wight County vacation package, and leave relaxed knowing all the details are taken care of. And with the ability to tailor your getaway, it'll be one you won't forget. A trip to Isle of Wight County wouldn't be complete without spending a day or two in Smithfield. This city is one of the leading places to visit here. Expedia has hotels, flights and all your other travel needs to help you organize your dream Isle of Wight County vacation today.

Top Isle of Wight County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was CA $1,428, price is now CA $1,158 per person
CA $1,158
per person
Aug 17 - Aug 21
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
7.6/10 Good! (1,552 reviews)
The property was close to the boardwalk. Room was clean, and had a full kitchenette, indoor pool was great! Would definitely stay again!

Reviewed on Jun 30, 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 $1,582, price is now CA $1,259 per person
CA $1,259
per person
Aug 17 - Aug 21
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.2/10 Very good! (1,312 reviews)
I really liked the location

Reviewed on Jul 1, 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 $1,718, price is now CA $1,416 per person
CA $1,416
per person
Aug 3 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
8.2/10 Very good! (1,528 reviews)
great. love we can do our laundry

Reviewed on Jul 1, 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 $1,956, price is now CA $1,674 per person
CA $1,674
per person
Sep 13 - Sep 20
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8/10 Very good! (1,398 reviews)
Levi at the front desk was amazing and extremely helpful, and my family loved the pool and location of the hotel itself. Our biggest complaints revolve around the 2 x elevators which were extremely small, the doors sometimes worked, sometimes didn't, and when they did they would slam shut too quickly. I have the bruise on my arm to prove it! The other complaint is the lack of parking. You're sharing parking with the Isle of Capri restaurant and even the few spaces in the overflow parking (which was filled with storage containers) was full at times. When I first checked in, I had to wait 30 minutes for a parking space to become available. Aside from that, we actually did enjoy our stay. The room was clean and we had a great view. Being at 39th street also is far enough north on the Boardwalk that it stayed much quieter and felt safer.

Reviewed on Jul 1, 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 $1,553, price is now CA $1,342 per person
CA $1,342
per person
Sep 13 - Sep 20
found 23 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
7.8/10 Good! (1,007 reviews)
Parking was easy! Room was spacious! Staff was friendly and helpful. Breakfast was great! I would go there again for sure! Wish they had an indoor pool!

Reviewed on Jun 30, 2026

Isle of Wight County Hotel Deals

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $222 per night from Jul 5 to Jul 6
CA $222
CA $268 total
Jul 5 - Jul 6
includes taxes & fees
8.8/10 Excellent! (2,561 reviews)
"The property and rooms were great. Police and fire activity was daily though. The causes were explained when we asked."

Reviewed on Jul 1, 2026

Vacation Village At Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
The price is CA $149 per night from Jul 8 to Jul 9
CA $149
CA $209 total
Jul 8 - Jul 9
includes taxes & fees
9.2/10 Wonderful! (3,547 reviews)
"Clean, but spotty internet. Phones kept shutting down and occasional internet being disconnected."

Reviewed on Jul 1, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

3 out of 5
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is CA $125 per night from Jul 27 to Jul 28
CA $125
CA $176 total
Jul 27 - Jul 28
includes taxes & fees
8.8/10 Excellent! (1,790 reviews)
"Staff was very accommodating and helpful Rooms were clean"

Reviewed on Jun 30, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 2,992 properties in Isle of Wight County
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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Frequently asked questions

How much does an Isle of Wight County vacation package cost?
From as little as CA $1,158. Yes, you read that right. Our Isle of Wight County vacation packages are a great way to make your budget last longer. Bundle your preferred hotels, flights and rental car and explore this destination your way.
How do I get a cheap travel package to Isle of Wight County?
Simply by bundling. Hotels, flights and rental cars — combine whatever you need into an Isle of Wight County vacation package to save loads of cash. Score even more deals when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to customize your trip your own way. We offer over 550 airlines and 1,000,000 hotels worldwide, so that everyone has an opportunity to travel and fulfill those vacation dreams.
What are the top hotels in Isle of Wight County?
Hampton Inn Suites Smithfield and Econo Lodge Carrollton Smithfield know how to make their guests feel at home in Smithfield. If your travel plans also include Carrollton, have a look at Smithfield Station and Smithfield Inn. Both are very popular with travelers.
How far in advance should I book my Isle of Wight County vacation?
It can be tricky to know when is the perfect time to book your Isle of Wight County vacation. But typically the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are fantastic deals featured on Expedia every day.
What should I know before booking an Isle of Wight County travel package?
Bundling your bookings into an Isle of Wight County vacation package is the most convenient way to organize your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Isle of Wight County Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to choose from across the world. With all that choice at your fingertips, finding the ideal carrier to fly you to Isle of Wight County will be easy.
If I'm not able to travel, can I cancel my Isle of Wight County vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel or change your Isle of Wight County vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Want more information? Have a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Stay near popular Isle of Wight County attractions

A gazebo with a yellow facade and a red railing, surrounded by lush greenery.
Photo by Kaylee Spinhirn
Open Photo by Kaylee Spinhirn

Smithfield Historic District

You can find out about the history of Smithfield with a trip to Smithfield Historic District. Discover the live music and churches in this family-friendly area.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.