Windsor Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Windsor Vacation
The adventure-filled city of Windsor is calling. Discover its highlights and hidden gems with a Windsor vacation package that's tailored to you. If some sightseeing is on your list of things to do during your trip to Windsor, swing by well-known attractions like Aiken State Park. Whoever you're escaping with and whatever you plan to spend, your ultimate Windsor vacation is just a few clicks away with Expedia.
Top Windsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Hampton Inn & Suites by Hilton Augusta-Washington Rd
Montclair
CA $690
per person
Oct 30 - Nov 1
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Augusta (AGS)
8.8/10 Excellent! (1,053 reviews)
Helpful and friendly staff, clean and comfortable room, good workout facilities!
Reviewed on Aug 10, 2026
Ready to book your vacation to Windsor?
Windsor Hotel Deals
Country Inn & Suites by Radisson, Aiken South
3270 Whiskey Rd Aiken SC
Fully refundable
CA $113
CA $134 total
Aug 23 - Aug 24
includes taxes & fees
8/10 Very good! (1,015 reviews)
"Breakfast was not that good"
Reviewed on Aug 9, 2026
Aiken Midtown Hotel
100 Tamil Dr Aiken SC
CA $113
CA $126 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (411 reviews)
"The hotel in general and the room were both very clean, and the gentlemen at check-in, Coach, was very friendly and helpful. Great location, close to dining and shopping."
Reviewed on Aug 10, 2026
Carriage House Inn
139 Laurens Street, Northwest Aiken SC
Fully refundableReserve now, pay when you stay
CA $153
CA $171 total
Aug 11 - Aug 12
includes taxes & fees
9.6/10 Exceptional! (549 reviews)
"Room was fresh and clean and the morning breakfast was very nice."
Reviewed on Aug 10, 2026
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
Aiken State Park
You can take time to visit Aiken State Park during your travels to Windsor.
Frequently asked questions
How much does a Windsor vacation package cost?
You can snap up a vacation package to this popular destination from CA $628 on Expedia. But how much your vacation to Windsor costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Windsor?
You're likely to find lower prices and better availability in January, February and November. Explore our cheap Windsor vacation packages and you could get some great off-season discounts.
How many days is enough for Windsor?
Generally, a handful of days is enough to visit the major sights during your Windsor vacation. But if you want to have time to chill out or go on day trips, think about extending your itinerary.
How to find the best Windsor package deals?
Begin your search for a Windsor package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Windsor package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Windsor escape off to a flying start.
Is it cheaper to book a Windsor vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Windsor vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Windsor?
If you're planning a spur-of-the-moment Windsor trip, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score terrific deals on your flights and hotels by booking well in advance.
How to plan a trip to Windsor?
- Choose when to travel: Check your schedule and pack your bags. Your favourite time of year and the activities available will also help you decide when to vacation in Windsor.
- Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Windsor.
- Decide how long to go for: Now that you're more familiar with Windsor, you can work out the ideal length of your vacation. Create a draft itinerary and give yourself enough time to cover everything you want to see.
- Bundle your accommodations and airfare: After you've nailed down your dates and duration, book the ideal Windsor vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
