Windsor Vacations

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Find the Best Windsor Vacation Packages

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 ¥16,457 per night from Sep 1 to Sep 2
¥16,457
¥18,431 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (570 reviews)
"Small improvements- magnifying mirror in rooms, sanitizing wipes for equipment in fitness room"

Reviewed on Aug 21, 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 ¥11,770 per night from Aug 28 to Aug 29
¥11,770
¥13,181 total
Aug 28 - Aug 29
includes taxes & fees
6.6/10 (511 reviews)
"A nice stay .. would recommend"

Reviewed on Aug 13, 2025

Clarion Inn & Suites Aiken South
Quality Inn & Suites Aiken East

Quality Inn & Suites Aiken East

2.5 out of 5
3608 Richland Ave W, Aiken, SC
Fully refundableReserve now, pay when you stay
The price is ¥11,726 per night from Aug 28 to Aug 29
¥11,726
¥13,134 total
Aug 28 - Aug 29
includes taxes & fees
6.4/10 (305 reviews)
"In dire need of proper facility maintenance. Many things broken or in poor repair, worn, dirty. Floors were filthy. I’m surprised corporate hasn’t shut this location down. Staff was pleasant."

Reviewed on Jul 31, 2025

Quality Inn & Suites Aiken East
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 a Windsor vacation package cost?
You'll find cheap prices on Expedia for your Windsor getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Windsor costs.
What are the cheapest months to go to Windsor?
If you'd like to book a cheap Windsor vacation package, consider planning a trip in January, February and November. You'll generally find lower prices on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Windsor?
With a well-organized travel plan, you can easily hit the most popular Windsor attractions in a handful of days. But if you want to discover hidden spots or take day trips, consider booking your Windsor vacation for longer.
How to find the best Windsor package deals?
Finding a cheap Windsor package deal is easy with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to view the most economical Windsor package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Windsor vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Windsor vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Windsor?
If you have your Windsor vacation dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Windsor?

  1. Pick the best time to travel: Your schedule, favorite season and the type of weather you like can all impact your decision on when to visit Windsor.
  2. Set your budget: Factor in costs like flights, meals and transportation when calculating how much to set aside for your trip to Windsor. Then, select a hotel that matches your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you know more about Windsor, you can figure out the perfect length of your vacation. Create a rough plan and allocate enough time to cover everything you want to see.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to find a Windsor vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.