Isle of Wight County Vacations & Trips from $268
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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
Smithfield
Carrollton
The Latest Isle of Wight County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas
Northeast Virginia Beach
$268
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Norfolk (ORF)
8.8/10 Excellent! (1,006 reviews)
I enjoyed the suite that we had. The staff were excellent. Nothing was too much trouble. The Shriners had a parade while we were there. My wife had to go inside to get relief from the heat and humidity. A guy at the desk Gabe my wife a bottle of water. So kind. When we arrived, David gave us a fun welcome.
Groceries and shops within walking distance. Enjoyed a clean pool.
Reviewed on Sep 21, 2026
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
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
$92 nightly
$105 total
Sep 23 - Sep 24
Total with taxes and fees
9.2/10 Wonderful! (3,864 reviews)
"This is my favorite place to stay in Williamsburg. Spacious, convenient, extra safe."
Reviewed on Sep 22, 2026
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$130 nightly
$148 total
Oct 6 - Oct 7
Total with taxes and fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
$116 nightly
$132 total
Oct 14 - Oct 15
Total with taxes and fees
8.8/10 Excellent! (1,975 reviews)
"Loud neighbors next door kept me up at night. Freezing room, she is"
Reviewed on Sep 21, 2026
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
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.
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.
Smithfield and Isle of Wight Visitor Center
8.0/10 (12 reviews)
After visiting Smithfield and Isle of Wight Visitor Center, make a plan to see the other sights and activities in Smithfield. Experience the area's live music or attend a sporting event.
Carrollton Nike Park
10.0/10 (1 review)
You can learn about the history of Carrollton with a trip to Carrollton Nike Park. You can attend a sporting event while in the area.
Fort Boykin
7.4/10 (3 reviews)
You can learn about the history of Smithfield with a visit to Fort Boykin. You can attend a sporting event while in the area.
Smithfield Farmers Market
9.0/10 (12 reviews)
You can do some window-shopping at Smithfield Farmers Market during your trip to Smithfield. Experience the area's live music or attend a sporting event.
Isle of Wight County Museum
8.0/10 (6 reviews)
You can study the exhibits at Isle of Wight County Museum, a museum with a storied past, during your travels to Smithfield. Experience the area's live music or attend a sporting event.
Cypress Creek Golfers’ Club
Enjoy a round of golf in Smithfield at Cypress Creek Golfers’ Club. Discover the live music and churches in this family-friendly area.
What to do in Isle of Wight County
Speak Easy Murder Mystery Dinner Show at Kings Creek Williamsburg
$55
per adult
100% of travellers recommend
Virginia: speakeasy-themed murder mystery dinner at King ́s C
$60
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.