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 Atrium Resort, Virginia Beach by Vacatia

The Atrium Resort, Virginia Beach by Vacatia

3.5 out of 5
Northeast Virginia Beach
Price was CA $1,150, price is now CA $923 per person
CA $923
per person
Sep 3 - Sep 6
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Norfolk (ORF)
8.2/10 Very good! (1,549 reviews)

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 $1,387, price is now CA $1,072 per person
CA $1,072
per person
Sep 3 - Sep 6
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Norfolk (ORF)
8.2/10 Very good! (1,323 reviews)
Great Place just needs some touch ups it would be 10.

Reviewed on Jul 18, 2026

The Barclay Towers Resort Hotel

The Barclay Towers Resort Hotel

2.5 out of 5
Northeast Virginia Beach
Price was CA $1,420, price is now CA $1,103 per person
CA $1,103
per person
Sep 3 - Sep 6
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Norfolk (ORF)
8/10 Very good! (1,000 reviews)
No problems at all. Only thing missing, which was supplied immediately upon notice, was sheets and pillows and blanket for sofa bed.

Reviewed on Jul 19, 2026

The Ocean Key Virginia Beach Resort

The Ocean Key Virginia Beach Resort

3 out of 5
Northeast Virginia Beach
Price was CA $1,231, price is now CA $971 per person
CA $971
per person
Sep 3 - Sep 6
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Norfolk (ORF)
7.6/10 Good! (1,562 reviews)
First they didnt gave me the room that i pay for then there was roaches in my room then the A/c wasnt working good

Reviewed on Jul 18, 2026

The Capes Hotel

The Capes Hotel

3 out of 5
Northeast Virginia Beach
Price was CA $1,281, price is now CA $1,046 per person
CA $1,046
per person
Sep 3 - Sep 6
found 5 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Norfolk (ORF)
8.6/10 Excellent! (494 reviews)

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 $152 per night from Aug 12 to Aug 13
CA $152
CA $192 total
Aug 12 - Aug 13
includes taxes & fees
8.8/10 Excellent! (2,637 reviews)
"This was the perfect property for five members of our family to stay for an overnight. The suite was large and roomie with comfortable bedrooms and a pullout queen. Everything from the booking to check-in to check out went very smoothly and the amenities, though we didn't have time to use any of ..."

Reviewed on Jul 19, 2026

Vacation Village At 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 $116 per night from Jul 30 to Jul 31
CA $116
CA $167 total
Jul 30 - Jul 31
includes taxes & fees
8.8/10 Excellent! (1,822 reviews)
"Great location, good brakfast good price."

Reviewed on Jul 19, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
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 $142 per night from Jul 23 to Jul 24
CA $142
CA $204 total
Jul 23 - Jul 24
includes taxes & fees
9.2/10 Wonderful! (3,624 reviews)
"Absolutely loved our stay! I honestly can’t say enough good things about this place. From the moment we checked in, the staff was friendly and welcoming, and the property itself was beautiful. Everything was well worth the money. The location was perfect—only about 15 minutes from Busch Gardens and ..."

Reviewed on Jul 19, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
See all 2,979 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 $923. 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

What to do in Isle of Wight County

Our Merry Band of Characters, Sir Colin from England, Grace Sherwood the witch, Mr Pirate, Blackbeard, Maiden Lexi.

Williamsburg Ghosts, Witches and Pirates Tour

CA $36
per adult
90% of travellers recommend
Williamsburg Ghosts, Witches and Pirates Tour
Colonial Ghosts Echoes of Twilight Late Night Ultimate Ghost Tour

Colonial Ghosts Echoes of Twilight Late Night Ultimate Ghost Tour

CA $45
per adult
94% of travellers recommend
Colonial Ghosts Echoes of Twilight Late Night Ultimate Ghost Tour
Williamsburg: Pirate Tour

Williamsburg: Pirate Tour

CA $36
per adult
Williamsburg: Pirate Tour
See all activities in Isle of Wight County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.