Book Exclusive Isle of Wight County Vacation Packages

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Search vacation packages deals in Isle of Wight County's top destinations

A river curving through a landscape with dry grass fields, a dock with boats, and houses along the riverbank.

Smithfield

Vacations
Smithfield
A rural road with a sign for Carrollton, a brick building, and lush greenery.

Carrollton

Vacations
Carrollton

Isle of Wight County flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Sunrise Inn By OYO Newport News US-60

Sunrise Inn By OYO Newport News US-60

2.5 out of 5
North Newport News
Price was CA $1,098, price is now CA $953 per person
CA $953
per person
Dec 1 - Dec 7
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
Stay at this hotel in Newport News. Enjoy free WiFi, free parking, and room service. Popular attractions Bounce House and Newport News Park are located nearby.
The Inn at Four Eleven York

The Inn at Four Eleven York

4 out of 5
West Freemason
Price was CA $2,409, price is now CA $2,081 per person
CA $2,081
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
Stay at this B&B in Norfolk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Waterside District and Pagoda and Oriental Garden are located nearby.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $1,568, price is now CA $1,358 per person
CA $1,358
per person
Dec 27 - Jan 3
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
Book a stay at this beach hotel in Virginia Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Virginia Beach Boardwalk and First Landing State Park are located nearby.
Wyndham Garden Norfolk Downtown

Wyndham Garden Norfolk Downtown

3.5 out of 5
Downtown Norfolk
Price was CA $1,389, price is now CA $1,211 per person
CA $1,211
per person
Dec 29 - Jan 5
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
Book a stay at this business-friendly hotel in Norfolk. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Waterside District and Greenbrier Mall are located nearby.
Barrier Island Station

Barrier Island Station

2.5 out of 5
Price was CA $1,222, price is now CA $1,067 per person
CA $1,067
per person
Jan 2 - Jan 7
found 18 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Norfolk (ORF)
Book a stay at this beach aparthotel in Kitty Hawk. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Duck Boardwalk and Tap Shack are located nearby.

Top Isle of Wight County hotels deals

Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3.5 out of 5
3601 Ironbound Rd Williamsburg VA
Free cancellation
Reserve now, pay when you stay
The price is CA $95 per night
CA $95
CA $149 total
Oct 26 - Oct 27
includes taxes & fees
Book a stay at this golf resort in Williamsburg. Enjoy free WiFi, free parking, and room service. Our guests praise the pool and the restaurant in our reviews. Popular attractions Jamestown Settlement and Historic Jamestowne are located nearby.
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Free cancellation
Reserve now, pay when you stay
The price is CA $145 per night
CA $145
CA $181 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this spa aparthotel in Williamsburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Jamestown Settlement are located nearby.
Pool
Hot tub
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
Free cancellation
Reserve now, pay when you stay
The price is CA $123 per night
CA $123
CA $174 total
Oct 18 - Oct 19
includes taxes & fees
Book a stay at this golf hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Busch Gardens Williamsburg and Williamsburg Premium Outlets are located nearby.
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
Free cancellation
Reserve now, pay when you stay
The price is CA $154 per night
CA $154
CA $191 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this family-friendly hotel in Williamsburg. Enjoy free parking, an outdoor pool, and free water park access. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Williamsburg Premium Outlets and Bowlero Williamsburg are located nearby.
Budget Inn Norfolk Va

Budget Inn Norfolk Va

2 out of 5
9601 4th View Street Norfolk VA
Free cancellation
Reserve now, pay when you stay
The price is CA $59 per night
CA $59
CA $83 total
Oct 25 - Oct 26
includes taxes & fees
Stay at this motel in Norfolk. Enjoy free parking, WiFi (surcharge), and a 24-hour front desk. Popular attractions Ocean View Beach and Norfolk Beaches are located nearby.
Wyndham Garden Williamsburg Busch Gardens Area

Wyndham Garden Williamsburg Busch Gardens Area

3 out of 5
201 Water Country Pkwy Williamsburg VA
Free cancellation
Reserve now, pay when you stay
The price is CA $99 per night
CA $99
CA $114 total
Nov 1 - Nov 2
includes taxes & fees
Book a stay at this business-friendly hotel in Williamsburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Busch Gardens Williamsburg and Water Country USA are located nearby.
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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.

Stay near popular Isle of Wight County attractions

A calm lake reflecting the sky and trees.

Windsor Castle Park

9.0/10 (12 reviews)
Explore the great outdoors at Windsor Castle Park, a lovely green space in Smithfield. Experience the area's live music or attend a sporting event.
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Photos of local treasures

Browse Isle of Wight County vacation photos for more inspiration

A wooden boardwalk leading through a marshy landscape with a sunset in the background.
A gravel path through a dense forest with tall trees and lush greenery.
A dense forest with tall trees and underbrush.
A rural road with a sign for Carrollton, a brick building, and lush greenery.
A green field, a clear blue sky, and a forest in the background.

Frequently asked questions

How much are vacation packages to Isle of Wight County?
Travelocity has great package deals to Isle of Wight County, as well as flights and hotels, starting at just CA $953. With all that extra money, you could book some cool tours or possibly tack on a couple of extra days to your getaway.
Where can I get the best vacation package deals for Isle of Wight County?
With as many as 400 partner airlines and 1,000,000 properties all over the world, it's tough to beat Travelocity. Look through our impressive range and create your dream Isle of Wight County package deal. Don't you just love it when travel is that easy?
Why should I purchase my Isle of Wight County vacation package via Travelocity?
Nothing beats the feeling of knowing you've scored the best deal available — that's our Price Match Guarantee. Add to that our enormous range of destinations and 24/7 team of customer service professionals and you've got the formula for a stress-free vacation.
Will I save money on my Isle of Wight County car rental if I combine it with my hotel or flight?
You sure can. And our Isle of Wight County vacation packages are the best way to do it. In only a few clicks you can save money as well as time by combining your bookings. Pick up the keys to your rental car and feel the freedom of the open road. Need to fill your itinerary? Add some tours or experiences to your package and save on those too.
Which airport is best for Isle of Wight County?
For travelers contemplating visiting Isle of Wight County, the most used airports are Richmond Intl. Airport (RIC), Norfolk Intl. Airport (ORF) and Newport News - Williamsburg Intl. Airport (PHF).
What is there to do in Isle of Wight County?
A vibrant and thrilling destination, Isle of Wight County boasts some incredible things to see and do. Windsor Castle Park and Smithfield Farmers Market are among the favorites.