Isle of Wight County Vacations & Trips

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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
The price is ￥10,642 per night from Nov 15 to Nov 16
￥10,642
￥16,671 total
Nov 15 - Nov 16
includes taxes & fees
9.2/10 Wonderful! (4,011 reviews)
"Everything was great except that in this day and age, it is ridiculous for a top-tier facility like this one not to have smart TVs with streaming apps. Strongly recommend that the Hilton Vacation folks rectify this shortcoming."

Reviewed on Nov 8, 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
The price is ￥13,196 per night from Nov 30 to Dec 1
￥13,196
￥16,872 total
Nov 30 - Dec 1
includes taxes & 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
The price is ￥11,903 per night from Nov 10 to Nov 11
￥11,903
￥17,278 total
Nov 10 - Nov 11
includes taxes & fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 3,073 properties in Isle of Wight County
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.

Frequently asked questions

How much does an Isle of Wight County vacation package cost?
From as little as . Yes, you read that right. Our Isle of Wight County vacation packages are a great way to make your budget last longer. Bundle your preferred hotels, flights and rental car and explore this destination your way.
How do I get a cheap travel package to Isle of Wight County?
Simply by bundling. Hotels, flights and rental cars — combine whatever you need into an Isle of Wight County vacation package to save loads of cash. Score even more deals when you add extras such as experiences or tours to your booking. But that's not the only good part. You have the freedom to customize your trip your own way. We offer over 550 airlines and 1,000,000 hotels worldwide, so that everyone has an opportunity to travel and fulfill those vacation dreams.
What are the top hotels in Isle of Wight County?
Hampton Inn Suites Smithfield and Econo Lodge Carrollton Smithfield know how to make their guests feel at home in Smithfield. If your travel plans also include Carrollton, have a look at Smithfield Station and Smithfield Inn. Both are very popular with travelers.
How far in advance should I book my Isle of Wight County vacation?
It can be tricky to know when is the perfect time to book your Isle of Wight County vacation. But typically the earlier you book, the better the prices. Sometimes, you can reserve your flights and hotels up to a year prior to departure. If you're hoping for a last-minute getaway, no need to fret! There are fantastic deals featured on Expedia every day.
What should I know before booking an Isle of Wight County travel package?
Bundling your bookings into an Isle of Wight County vacation package is the most convenient way to organize your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with an Isle of Wight County Expedia vacation package?
Yes, definitely. Expedia has over 550 airline partners to choose from across the world. With all that choice at your fingertips, finding the ideal carrier to fly you to Isle of Wight County will be easy.
If I'm not able to travel, can I cancel my Isle of Wight County vacation package?
Your situation can change without warning, so yes, you can. You may be able to cancel or change your Isle of Wight County vacation package at no cost if you've booked in the last 24 hours. For bookings made more than 24 hours ago, you can still cancel and rebook, but your airline, hotel or car rental company may charge additional fees. Want more information? Have a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

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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What to do in Isle of Wight County

Virginia: Speakeasy Murder Mystery Dinner at The Colonies

Virginia: Speakeasy Murder Mystery Dinner at The Colonies

￥9,404
per adult
Virginia: Speakeasy Murder Mystery Dinner at The Colonies
Williamsburg: Colonial Williamsburg Ticket

Williamsburg: Colonial Williamsburg Admission

￥6,080
per adult
Williamsburg: Colonial Williamsburg Admission
Virginia: speakeasy-themed murder mystery dinner at King ́s C

Virginia: speakeasy-themed murder mystery dinner at King ́s C

￥9,404
per adult
Virginia: speakeasy-themed murder mystery dinner at King ́s C
See all activities 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.