
Isle of Wight County Vacations & Trips from $524
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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.


The Sanderling
Save 100% on your flight
Price was $1,610, price is now $1,070 per person
$1,070
per person
May 22 - May 25
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.8/10 Excellent! (529 reviews)
The elevator was broken. We were told that had been struck by lightning. I was also told that it had been broken for one year. They have three floors almost 2 of the buildings and I think two on the other, but I don’t know if they meant elevators in the building that we were in or every single one wasn’t clarified also told that they were having a New Year’s Eve celebration. Nothing was held in the lobby as previously expected the restaurant on site closed at 9 PM New Year’s Eve and we were rushed like you wouldn’t believe for six course meal that cost $300.
Reviewed on Jan 7, 2026

Boardwalk Resort and Villas
Northeast Virginia Beach
Save 100% on your flight
Price was $1,646, price is now $1,121 per person
$1,121
per person
May 22 - May 26
found 14 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
8.6/10 Excellent! (1,001 reviews)
Great location, Staff was nice, that's about it. This could just be my opinion but just my but- If any part of the hotel is going under renovation, they should not charge a resort fee, more importantly,If a hotel closes any of its amenities, it should list them clearly so guests know how to book accordingly.
Reviewed on Mar 7, 2026


The Burrus House Inn Waterfront Suites
Save 100% on your flight
Price was $1,281, price is now $933 per person
$933
per person
May 7 - May 11
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Norfolk (ORF)
9.6/10 Exceptional! (27 reviews)
What a gorgeous property- conveniently located, close to the beaches and all types of activities. We couldn’t have been happier.
Andrew and Julie G.
Reviewed on Sep 1, 2025
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
$122 nightly
The price is $139 total per night from Mar 22 to Mar 23
$139 total
Mar 22 - Mar 23
Total with taxes and fees
9/10 Wonderful! (3,412 reviews)
Fantastic place for families, the walls are a little thin, but overall great stay! We will be returning.
Reviewed on Mar 7, 2026

Hilton Vacation Club Greensprings Williamsburg
3500 Ludwell Pkwy Williamsburg VA
Fully refundableReserve now, pay when you stay
$102 nightly
The price is $116 total per night from Mar 10 to Mar 11
$116 total
Mar 10 - Mar 11
Total with taxes and fees
8.6/10 Excellent! (1,011 reviews)
Pool was enjoyable and they had activities for all ages
Reviewed on Mar 7, 2026

Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $93 total per night from Mar 22 to Mar 23
$93 total
Mar 22 - Mar 23
Total with taxes and fees
8.8/10 Excellent! (2,134 reviews)
Older
Reviewed on Mar 6, 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.
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