Isle of Wight County Vacations & Trips from $376

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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.
The Atrium Resort, Virginia Beach by Vacatia
Holiday Inn & Suites Virginia Beach North Beach by IHG
Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia
The Burrus House Inn Waterfront Suites
The Ocean Key Virginia Beach 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

Vacation Village At Williamsburg

Vacation Village At Williamsburg

3 out of 5
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $166 total per night from Jul 8 to Jul 9
$166 total
Jul 8 - Jul 9
Total with taxes and fees
8.8/10 Excellent! (2,531 reviews)
"Plenty of space in the deluxe apartment for a short stay. The staff was friendly, and the rooms were clean. Summer is very busy, so pools were a little too crowded, but this is understandable given the time of year."

Reviewed on Jun 23, 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
$118 nightly
The price is $134 total per night from Jun 30 to Jul 1
$134 total
Jun 30 - Jul 1
Total with taxes and fees
9/10 Wonderful! (3,510 reviews)
"Powhatan is always a good place for a family vacation. Room was very clean, staff was very helpful. They have plenty of things for you to do on the resort. The bad WiFi was the only concern I had on the trip."

Reviewed on Jun 23, 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
$113 nightly
The price is $131 total per night from Jul 13 to Jul 14
$131 total
Jul 13 - Jul 14
Total with taxes and fees
8.8/10 Excellent! (1,781 reviews)
"The hotel is a bit dated for the price. The rooms could use a face lift. The complimentary breakfast is helpful, but the offerings are very basic and it gets very, very crowded in the breakfast area making it hard to find seating and to get food. Our room wasn't ready at 4:00 and everyone else checking ..."

Reviewed on Jun 23, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.