Windsor Vacation Packages

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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.

Ready to book your vacation to Windsor?

 

Choose your dates

Windsor Hotel Deals

Holiday Inn Express & Suites Aiken by IHG

Holiday Inn Express & Suites Aiken by IHG

2.5 out of 5
2897 Whiskey Road, Aiken, SC
Fully refundable
The price is CA $132 per night from Aug 31 to Sep 1
CA $132
CA $148 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (568 reviews)
"The property itself was nice and clean, but staff did very little to enforce keeping loud, unruly guests quiet and under control. There were people in the halls well after midnight being loud, banging on doors, and front desk was notified."

Reviewed on Aug. 10, 2025

Holiday Inn Express & Suites Aiken by IHG
Clarion Inn & Suites Aiken South

Clarion Inn & Suites Aiken South

2.5 out of 5
155 Colony Pkwy, Aiken, SC
Fully refundableReserve now, pay when you stay
The price is CA $111 per night from Aug 24 to Aug 25
CA $111
CA $124 total
Aug 24 - Aug 25
includes taxes & fees
6.6/10 (510 reviews)
"A nice stay .. would recommend"

Reviewed on Aug. 13, 2025

Clarion Inn & Suites Aiken South
Hampton Inn Aiken

Hampton Inn Aiken

2.5 out of 5
100 Tamil Dr, Aiken, SC
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Aug 28 to Aug 29
CA $184
CA $206 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (335 reviews)
"Hampton Inn, breakfast was the best. Comfortable bed and ammenities. Thank you"

Reviewed on Aug. 3, 2025

Hampton Inn Aiken
See all 311 properties in Windsor
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.
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Frequently asked questions

How much does a Windsor vacation package cost?
You can snap up a vacation package to this popular destination 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.