Windsor Holidays

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    Better together

    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Windsor

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 S$139 per night from 3 Aug to 4 Aug
S$139
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (545 reviews)
"Excellent stay. Beautiful property. Clean well kept. Very quiet. Breakfast was very good. Different hot items every day. Large selection of items. Fruit, cereal, juices pancakes. Coffee was very good"

Reviewed on 30 Jun, 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 S$108 per night from 21 Jul to 22 Jul
S$108
21 Jul - 22 Jul
includes taxes & fees
6.6/10 (499 reviews)
"We went for hot tub therapy for my son. We didn't realize that rhe hot tub on site meant in particular rooms. There was a small hibachi in the gazebo where lights didnt engage till fully dark, so there wasn't much light to barbeque by in the evening. Breakfast buffet had limited selection, but was ..."

Reviewed on 19 Jun, 2025

Clarion Inn & Suites Aiken South
Fairfield Inn & Suites by Marriott Aiken
Fairfield Inn & Suites by Marriott Aiken
2.5 out of 5
185 Colony Pkwy, Aiken, SC
Fully refundableReserve now, pay when you stay
The price is S$128 per night from 3 Aug to 4 Aug
S$128
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (628 reviews)
A very good night
"Nice area, nice staff, great breakfast."

Reviewed on 6 Jul, 2025

Fairfield Inn & Suites by Marriott Aiken
See all 306 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.

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.

* 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.