Isle of Wight County Holidays
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Top destinations in Isle of Wight County
Smithfield
Top hotels in Isle of Wight County
Vacation Village At Williamsburg
4870 Longhill Road Williamsburg VA
Fully refundableReserve now, pay when you stay
S$140
22 Sept - 23 Sept
includes taxes & fees
8.8/10 Excellent! (2,849 reviews)
"Very nice staff. Comfortable beds. Cozy atmosphere. Very clean. Had everything we needed!"
Reviewed on 5 Sept, 2026
Hilton Vacation Club The Historic Powhatan Williamsburg
3601 Ironbound Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
S$133
10 Sept - 11 Sept
includes taxes & fees
9.2/10 Wonderful! (3,800 reviews)
"Other than burned out light bulbs and a patio door handle coming off in my hand ( which the staff addressed immediately- less than 10 minutes) the unit was pleasant and located near the main office and facilities. the grounds were keep neat and clean, Canada geese were present, with plenty of trees ..."
Reviewed on 5 Sept, 2026
Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel
105 Visitors Center Dr Williamsburg VA
Fully refundableReserve now, pay when you stay
S$154
7 Sept - 8 Sept
includes taxes & fees
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 1,000,000 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
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.
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.
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.
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.
Smithfield Farmers Market
9.0/10 (12 reviews)
You can do some window-shopping at Smithfield Farmers Market during your stay in Smithfield. Experience the area's live music or attend a sporting event.
Boykin's Tavern
8.0/10 (1 review)
You can study the exhibits at Boykin's Tavern, a museum with a storied past, during your holiday in Isle of Wight. Discover the area's live music and churches.
What to do in Isle of Wight County
Williamsburg Ghosts, Witches and Pirates Tour
S$32
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.
