Windsor Holidays from AU$3,873
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The Latest Windsor Holiday Deals
Price found within the past 48 hours. Click for updated prices.
The Barclay Towers Resort Hotel
Northeast Virginia Beach
AU$4,055
per person
25 Sept - 1 Oct
found 1 day ago
Return flight included
Perth (PER) to Norfolk (ORF)
8/10 Very good! (1,017 reviews)
I used to love this hotel until our recent stayed. I understand checking in is at 4:00 but since the room is ready early they can’t check us in unless we pay a $25 early check in fee.
Reviewed on 10 Aug 2026
The Colony at Virginia Beach
Northeast Virginia Beach
AU$4,355
per person
25 Sept - 1 Oct
found 1 day ago
Return flight included
Perth (PER) to Norfolk (ORF)
9.4/10 Exceptional! (32 reviews)
Great location on the beach!! Every member of The Colony staff was amazing! We had an issue overnight with our a/c and maintenance was at our door bright and early to get it addressed. Big shout out to Amy, Gus and Jonnie for taking care of everything!
Reviewed on 9 Aug 2026
Holiday Inn Express & Suites VA Beach Oceanfront by IHG
Northeast Virginia Beach
AU$4,150
per person
25 Sept - 1 Oct
found 1 day ago
Return flight included
Perth (PER) to Norfolk (ORF)
8.8/10 Excellent! (1,010 reviews)
Nice hotel. Breakfast a plus. Typical breakfast items. Small pool. Nice oceanfront view. Room was clean and spacious. Parking is limited in the onsite lot. Best time for parking is between (11am-1pm).
Reviewed on 10 Aug 2026
Windsor Holiday
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 | Suffolk Seaboard Station Railroad Museum, Lake Prince and Riddicks Folly House Museum |
Our pick of the best Windsor Hotel Deals
Wyndham Garden Norfolk Downtown
700 Monticello Avenue Norfolk VA
Fully refundableReserve now, pay when you stay
AU$145
7 Sept - 8 Sept
includes taxes & fees
Comfort Suites Airport
12570 Jefferson Ave Newport News VA
Fully refundable
AU$160
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,096 reviews)
"TV didn’t work, water pressure was poor and tried to use multiple irons and none of them worked."
Reviewed on 9 Aug 2026
Kingsmill Resort
1010 Kingsmill Rd Williamsburg VA
Fully refundableReserve now, pay when you stay
AU$313
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 holiday package cost?
Offering great value package deals from AU$3,873 on Expedia, you'll be thrilled with how little a holiday to Windsor costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Windsor?
You can typically find lower prices and better availability in January, February and November. Explore our cheap Windsor holiday packages and you could score some excellent off-season deals.
How many days is enough for Windsor?
With a well-organised itinerary, you can easily visit the main Windsor attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Windsor holiday for longer.
How to find the best Windsor package deals?
Begin your search for a Windsor package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply some filters, like "Property type" and "Guest rating," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Windsor package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Windsor adventure off to a flying start.
Is it cheaper to book a Windsor holiday as a package?
You can enjoy significant savings on your Windsor retreat by booking a tailored holiday package. Check the "Package" heading, then select your travel dates and destination to browse the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a holiday package to Windsor?
Enjoy incredible discounts by reserving your flights ahead of time with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for an impromptu Windsor trip.
How to plan a trip to Windsor?
- Choose when to go: Check your schedule and get packing. Your preferred season and the type of activities on offer will also help you decide when to escape to Windsor.
- Budget wisely: Besides the cost of your hotel, you should consider other expenses. These include transportation, food and flights. Also, set aside a little extra for unexpected expenses that could arise during your trip to Windsor.
- Decide your trip length: Think about how much time you'd like to spend exploring Windsor. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
- Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a personalised Windsor holiday package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
