Isle of Wight County Vacations & Trips from $432

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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 destinations in Isle of Wight County

The Latest Isle of Wight County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Relax Inn
Comfort Suites Airport
The Inn at Four Eleven York
The Lodge at Kiln Creek Resort

Find the Best Isle of Wight County Vacation Packages

Isle of Wight County Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Norfolk Intl. Airport (ORF)
Top Sights
Windsor Castle Park, Carrollton Nike Park and Smithfield and Isle of Wight Visitor Center

Isle of Wight County Hotel 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
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $105 total per night from Nov 15 to Nov 16
$105 total
Nov 15 - Nov 16
Total with taxes and fees
9.2/10 Wonderful! (4,006 reviews)
"Nice place to stay and convenient to everything"

Reviewed on Nov 6, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg
Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $131 total per night from Nov 30 to Dec 1
$131 total
Nov 30 - Dec 1
Total with taxes and fees
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
$118 nightly
The price is $133 total per night from Nov 8 to Nov 9
$133 total
Nov 8 - Nov 9
Total with taxes and fees
8.8/10 Excellent! (2,065 reviews)
"The facility and grounds are very nice. In our room the bathroom was in sad shape with wallpaper peeling, rusted door hinges, etc. Breakfast, bluntly, was the worst in over three weeks of travel. Egg was a flat slab barely able to cut with a knife. Sausages were so full of grease that I dried them ..."

Reviewed on Nov 4, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
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

What to do 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.