Windsor Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor

Top hotels in Windsor

City Lodge Hotel at OR Tambo International Airport
City Lodge Hotel at OR Tambo International Airport
3 out of 5
Above Multi-Storey Parkade 2, Level 5, OR Tambo International Airport, Kempton Park, Gauteng
The price is S$150 per night from 20 Mar to 21 Mar
S$150
includes taxes & fees
20 Mar - 21 Mar
8.6/10 Excellent! (1,525 reviews)
"Very nice staff"

Reviewed on 13 Feb,2025

City Lodge Hotel at OR Tambo International Airport
Southern Sun O.R. Tambo International Airport
Southern Sun O.R. Tambo International Airport
4 out of 5
Jones Road, Kempton Park, Gauteng
Fully refundableReserve now, pay when you stay
The price is S$161 per night from 20 Feb to 21 Feb
S$161
includes taxes & fees
20 Feb - 21 Feb
8.4/10 Very Good! (1,523 reviews)
Very handy for JNB airport
"We stayed here for one night because our flight was delayed for 13 hours. It is very close to JNB. There was a small reception with drinks and snacks in the lobby and the breakfast is very good. Air conditioner in the room was a tad noisy but overall, very good for a one night stay"

Reviewed on 14 Feb,2025

Southern Sun O.R. Tambo International Airport
Sandton Sun and Towers
Sandton Sun and Towers
5 out of 5
Cnr Fifth & Alice Streets, Sandton, Gauteng
Fully refundableReserve now, pay when you stay
The price is S$270 per night from 22 Feb to 23 Feb
S$270
includes taxes & fees
22 Feb - 23 Feb
9/10 Wonderful! (534 reviews)
"The refurbished hotel is amazing! Loved the new look rooms."

Reviewed on 7 Feb,2025

Sandton Sun and Towers
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?
Browse and book everything in one place with our Windsor holiday packages, which start from just . Select the hotels and flights that match your travel plans. Then, add on a few tours or experiences for an incredible getaway.
How do I get a cheap travel package to Windsor?
Combining your flight and hotel with Expedia won’t just save valuable time — it’ll save you dollars too. A Windsor holiday package makes it a cinch to arrange the ideal trip. With more than 550 airlines around the world to select from, finding flights that suit your schedule will be no sweat. Not only that, we have over 1,000,000 hotels globally to pick from. Now that’s what we call choice. Whatever your budget, Expedia can show you the world.
Where should I stay in Windsor?
Stay where the action happens. Many travellers book hotels within easy reach of top attractions, such as Cresta Shopping Centre, Randpark Golf Club and Johannesburg Eye Hospital.
What are the top hotels in Windsor?
Get your trip off to a fantastic start by reserving a room at Isabel’s Guesthouse. It’s one of most sought-after hotels in Windsor. Another welcoming option is Khamanzi Lodge And Tours.
How far in advance should I book my Windsor holiday?
Search Expedia to compare international flights as soon as you’ve got your travel dates. In many cases, you can purchase a seat up to 12 months before departure. If you can’t find your preferred carrier, or you’ve left things to the last minute, don’t stress. The lowest prices to Windsor sometimes occur just weeks before departure.
What does an Expedia Windsor travel package include?
From airfares and hotels to car rentals, Expedia can help you create a Windsor package that’s right for you. Heading away for a while? Look into a rental car, flight and hotel bundle. If your break is short, a hotel and airfare deal could be what you’re after. Tours and activities can be added once you’ve made your booking. Our holiday packages make it a cinch to save and plan.
What should I know before booking a Windsor travel package?
You can save a tidy sum by combining your hotels, airfares and rental cars. Once you’ve created your package, you can add on things like activities or sightseeing tours. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with a Windsor Expedia holiday package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Simply choose your preferred air carrier and put together your ideal Windsor escape.
If I'm not able to travel, can I cancel my Windsor holiday package?
We totally get that life doesn’t always go according to plan. If you’ve locked in a Windsor holiday package and have to amend or cancel it, we can help. We recommend taking a look at our Customer Service Portal first for information. But generally speaking, if you’ve taken out your package within 24 hours, you may be able to cancel and rebook for free. If it’s more than 24 hours, your hotel, airline or car rental company may impose a charge.

Popular places to visit

Things to do

* 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.