Isle of Wight County Holidays

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Top destinations in Isle of Wight County

A river curving through a landscape with dry grass fields, a dock with boats, and houses along the riverbank.

Smithfield

Smithfield
A rural road with a sign for Carrollton, a brick building, and lush greenery.

Carrollton

Carrollton

Top hotels in Isle of Wight County

Vacation Village At Williamsburg

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
2.258.518 ₫
2.871.684 ₫ total
28 Sept - 29 Sept
includes taxes & fees
Vacation Village At Williamsburg
Hilton Vacation Club The Historic Powhatan Williamsburg

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
1.740.528 ₫
2.726.990 ₫ total
14 Sept - 15 Sept
includes taxes & fees
9.2/10 Wonderful! (3,814 reviews)
"This is a beautiful property in Williamsburg. I love the beautiful grounds and scenery! Rooms were very clean and an incredible price for me. I certainly will be back another time!! The lady at the reception desk was so nice to give me an early check-in. Her name I think is Penelope."

Reviewed on 12 Sept 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

105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
2.097.601 ₫
2.997.792 ₫ total
14 Sept - 15 Sept
includes taxes & fees
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
See all 3,139 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 holiday package cost?
From as little as . Yes, you read that right. Our Isle of Wight County holiday 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 holiday 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 1null000null000 hotels worldwide, so that everyone has an opportunity to travel and fulfil those holiday 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 travellers.
How far in advance should I book my Isle of Wight County holiday?
It can be tricky to know when is the perfect time to book your Isle of Wight County holiday. 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 holiday package is the most convenient way to organise 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 holiday 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 holiday package?
Your situation can change without warning, so yes, you can. You may be able to cancel or change your Isle of Wight County holiday 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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A gazebo with a yellow facade and a red railing, surrounded by lush greenery.
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.
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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.
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Fort Boykin

7.4/10 (3 reviews)
You can learn about the history of Smithfield when you stop by Fort Boykin. You can attend a sporting event while in the area.
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Carrollton Nike Park

10.0/10 (1 review)
You can learn about the history of Carrollton with a visit to Carrollton Nike Park. You can attend a sporting event while in the area.
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Camptown Park

Explore the great outdoors at Camptown Park, a lovely green space in Franklin. Stroll along the riverfront or visit the shops while you're in the area.
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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.
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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 story of its own, during your trip to Smithfield. Experience the area's live music or attend a sporting event.
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