Windsor Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPackages with flights are ATOL protected
Windsor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Newport News - Williamsburg Intl. Airport (PHF) |
Population | 2,700 |
Max Temp Winter | 10ºC |
Max Temp Summer | 29ºC |
Top Sights | Lake Prince, Suffolk Seaboard Station Railroad Museum and Riddicks Folly House Museum |
Top hotels in Windsor
Wyndham Garden Norfolk Downtown
700 Monticello Avenue Norfolk VA
Fully refundableReserve now, pay when you stay
£81
31 Aug - 1 Sept
includes taxes & fees
7/10 Good! (1,049 reviews)
"4 elevators, but 1 worked and failed possibly with people in it as I was leaving, early. Food in the restaurant was good; cook has real skills. And the Bartender (Holly?) was an absolute champion. Saw some kind of roach like bug run up under the smoke detector when I entered and another hanging out ..."
Reviewed on 8 Aug 2026
Comfort Suites Airport
12570 Jefferson Ave Newport News VA
Fully refundable
£84
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,089 reviews)
"Better, Breakfast"
Reviewed on 8 Aug 2026
Kingsmill Resort
1010 Kingsmill Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
£164
1 Sept - 2 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.
Stay near popular Windsor attractions
Boykin's Tavern
8.0/10 (1 review)
This 18th-century tavern showcases original colonial panelling and period furnishings adjacent to the historic courthouse. Explore the well-preserved rooms for an authentic glimpse into Revolutionary War-era social life.
Frequently asked questions
How much does a Windsor travel package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Windsor from just . And the more you bundle, the more cash you save. Your dream escape has never been more affordable.
If I'm not able to travel, can I cancel my Windsor travel package?
It's hard to predict what the future holds, so it's comforting to know that you can cancel or change your Windsor travel package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.
How do I get a cheap travel package to Windsor?
Bundle your hotels and flights, toss in extras such as tours, and save with a Windsor travel package. You won't just enjoy big discounts on your trip — you'll have a world of choice at your fingertips too. When you book through Expedia, you can select from more than 550 air carriers and 1,000,000 properties globally. Your affordable holiday starts right here, right now!
Does Expedia offer Book Now, Pay Later Windsor holidays?
We certainly do. Expedia has partnered with online lender Klarna to help you easily pay for your holiday in instalments. Simply pick the payment plan that suits best during the checkout process and take away the stress of budgeting for your next trip. Remember to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your holiday buck. Browse our flexible payment options below:
- Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna can help. Paying in easy monthly instalments will make your holiday dreams possible.
- Pay in instalments holidays: If you want to pay for your getaway in multiple transactions, holidays paid in instalments might be the best option for your Book Now, Pay Later holiday through Klarna.
- Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that "book now" button, choose a low deposit holiday payment plan with Klarna.
What are the top hotels in Windsor?
Secure a room at Hilton Holiday Club The Historic Powhatan Williamsburg. It's one of this area's most popular hotels. Another top option in Windsor is Best Western Potomac Mills.
How far in advance should I book my Windsor holiday?
Reserving your spot early with Expedia means one less thing to worry about. Most carriers advertise tickets up to 12 months prior to departure dates. Generally, this is the cheapest time to book. If circumstances have left you booking late, discount tickets to Windsor will sometimes occur just a few weeks before departure.
What does an Expedia Windsor travel package include?
Expedia has everything you need to arrange your Windsor trip, but how your package is structured is totally up to you. Pick from any combination of hotels, rental cars and flights. Looking for some activities or tours to fill in your time? Once you've made your booking, you can add them on too. Whatever your budget, there's a travel package to match your needs.
What should I know before booking a Windsor travel package?
Bundling your bookings into a Windsor travel package is the most convenient way to organise your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a day tour or an activity?
Can I choose my airline with a Windsor Expedia travel package?
Expedia offers access to more than 550 partner airlines globally, so you definitely can. Simply pick your preferred carrier and create the perfect Windsor holiday.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
