Isle of Wight County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Isle of Wight County

Aerial View of the Pagan River With Boats and Docks in Smithfield Virginia
FlightsFlightsHotelsHotels

Smithfield

Smithfield
FlightsFlightsHotelsHotels

Carrollton

Carrollton

Top hotels in Isle of Wight County

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 2.755.485 ₫ per night from 10 May to 11 May
2.755.485 ₫
3.876.133 ₫ total
10 May - 11 May
includes taxes & fees
9/10 Wonderful! (3,461 reviews)
Great resort, enjoyed our stay.

Reviewed on 21 Apr 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 2.081.623 ₫ per night from 4 May to 5 May
2.081.623 ₫
2.679.015 ₫ total
4 May - 5 May
includes taxes & fees
8.8/10 Excellent! (2,322 reviews)
Beautiful when you walk in the villas but when you go to bed at night then cut the lights on in the middle of the night roaches everywhere be careful roach infested stay roaches will crawl in luggage and travel back home with you!

Reviewed on 21 Apr 2026

Vacation Village At Williamsburg
The Colonies at Williamsburg

The Colonies at Williamsburg

3 out of 5
5380 Olde Towne Road Williamsburg VA
Fully refundableReserve now, pay when you stay
The price is 2.168.254 ₫ per night from 26 Apr to 27 Apr
2.168.254 ₫
2.776.041 ₫ total
26 Apr - 27 Apr
includes taxes & fees
9/10 Wonderful! (1,012 reviews)
Very clean rooms Family friendly Pools where Very clean

Reviewed on 19 Apr 2026

The Colonies at Williamsburg
See all 2,849 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.