Windsor Holidays

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Top hotels in Windsor

Aiken Midtown Hotel

Aiken Midtown Hotel

2.5 out of 5
100 Tamil Dr Aiken SC
The price is S$123 per night from 31 Jul to 1 Aug
S$123
31 Jul - 1 Aug
includes taxes & fees
8.6/10 Excellent! (393 reviews)
"Hot grits!!"

Reviewed on 14 Jul, 2026

Aiken Midtown Hotel
Country Inn & Suites by Radisson, Aiken South

Country Inn & Suites by Radisson, Aiken South

2.5 out of 5
3270 Whiskey Rd Aiken SC
Fully refundable
The price is S$130 per night from 27 Jul to 28 Jul
S$130
27 Jul - 28 Jul
includes taxes & fees
8/10 Very good! (1,016 reviews)
"Greatly enjoyed our stay. Room was beautiful, parking excellent, and Desk staff were very friendly and were frankly exceptional."

Reviewed on 14 Jul, 2026

Country Inn & Suites by Radisson, Aiken South
Carriage House Inn

Carriage House Inn

3 out of 5
139 Laurens Street, Northwest  Aiken SC
Fully refundableReserve now, pay when you stay
The price is S$158 per night from 26 Jul to 27 Jul
S$158
26 Jul - 27 Jul
includes taxes & fees
9.6/10 Exceptional! (521 reviews)
"What a quaint, cute, and quiet place for mature adults. Front desk staff was kind and gracious. Historical atmosphere. Easy walking distances to a lot of small shops, pubs, chain and local restaurants. Ni ce breakfast set up for guests."

Reviewed on 12 Jul, 2026

Carriage House Inn
See all 374 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.

Stay near popular Windsor attractions

Aiken State Park

You can take time to visit Aiken State Park during your travels to Windsor.
See properties

Frequently asked questions

How much does a Windsor holiday 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 holiday to Windsor costs.
What are the cheapest months to go to Windsor?
If you'd like to book a cheap Windsor holiday 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 travellers wishing to save money.
How many days is enough for Windsor?
With a well-organised 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 holiday 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," "Traveller 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 holiday as a package?
Expedia holiday 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 customised Windsor holiday by choosing your preferred accommodation type, airline and car class.
When to book a holiday package to Windsor?
If you have your Windsor holiday 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, favourite 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 holiday. 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 holiday package that brings all your bookings together.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.