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.
Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Price was CA $1,837, price is now CA $1,449 per person
CA $1,449
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
8.6/10 Excellent! (1,007 reviews)
Nice place, right on the beach

Reviewed on May 9, 2026

Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Price was CA $2,368, price is now CA $1,756 per person
CA $1,756
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
9.4/10 Exceptional! (33 reviews)
Rooms are very nice and was able to speak to someone over the phone about my reservation who stayed in contact until all answers were taken care of.

Reviewed on May 14, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $3,229, price is now CA $2,509 per person
CA $2,509
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8.8/10 Excellent! (1,014 reviews)
Our room was not very clean. Found a pill on the floor in the bedroom from former guest. Bathroom was not really clean and the floor needed more attention. Towels were under the bathroom cabinet instead of on the rack. One staff member in particular was quite rude, barking out information as I was trying to have a conversation with the desk attendant.

Reviewed on May 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 $3,165, price is now CA $2,492 per person
CA $2,492
per person
Jul 19 - Jul 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Norfolk (ORF)
8/10 Very Good! (1,354 reviews)
I think there was 3 pools ,3 restaurants. Staff very friendly. Very clean. Would recommend staying

Reviewed on May 10, 2026

Sea Scape Beach and Golf Villas

Sea Scape Beach and Golf Villas

3.5 out of 5
Sea Scape
Price was CA $2,038, price is now CA $1,637 per person
CA $1,637
per person
Jul 20 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
9.2/10 Wonderful! (153 reviews)
The property was as we expected. A few very minor problems (a light in the livingroom did not work-there werelots of

Reviewed on May 14, 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 $109 per night from May 31 to Jun 1
CA $109
CA $140 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,394 reviews)
DNU

Reviewed on May 14, 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
Fully refundableReserve now, pay when you stay
The price is CA $127 per night from May 30 to May 31
CA $127
CA $184 total
May 30 - May 31
includes taxes & fees
9/10 Wonderful! (3,467 reviews)
The grounds and Williamsburg era residence are lovely. The pools are large and appealing. We thought the dining would be less casual and had to go elsewhere for dinner. We also didn’t want karaoke, just a quiet dinner. Fine for families with kids not for more sophisticated travelers.

Reviewed on May 15, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
Wingate by Wyndham Chesapeake

Wingate by Wyndham Chesapeake

3 out of 5
817 Greenbrier Circle Chesapeake VA
Fully refundableReserve now, pay when you stay
The price is CA $136 per night from May 27 to May 28
CA $136
CA $160 total
May 27 - May 28
includes taxes & fees
8/10 Very Good! (1,039 reviews)
Everything was fine at first but as we were getting our stuff together we came across roaches I was able to kill one but the other 2 that we seen ran before I was able to get them

Reviewed on May 16, 2026

Wingate by Wyndham Chesapeake
See all 2,866 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 $1,449. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.