Windsor Holidays from £639

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Your Windsor Holiday

Your next big journey is calling with a holiday package to Windsor. Relaxation, entertainment and nonstop great times — you're sure to find it in this neighbourhood. When it's time to take in the sights, you'll find loads of popular attractions nearby including Cresta Shopping Centre, Randpark Golf Club and Delta Park. Visit one, two or all during your trip to Windsor. Expedia can put your travel plans into action. Book your ultimate Windsor holiday today.

Price found within the past 48 hours. Click for updated prices.
Hyatt House Johannesburg, Sandton

Hyatt House Johannesburg, Sandton

3.5 out of 5
Sandton
per person
6 Aug - 11 Aug
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9.2/10 Wonderful! (55 reviews)
Stayed for 2 nights and treated like family... great place to stay! KO

Reviewed on 17 Mar 2024

Radisson Blu Gautrain Hotel

Radisson Blu Gautrain Hotel

4 out of 5
Sandton
per person
6 Aug - 11 Aug
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
8.8/10 Excellent! (1,000 reviews)
A great location for conferences in the area.

Reviewed on 1 May 2024

Home Suite Hotels Rosebank

Home Suite Hotels Rosebank

4 out of 5
per person
6 Aug - 11 Aug
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9.8/10 Exceptional! (70 reviews)
The room was large and comfortable with nice private balcony. The staff was outstanding: professional, personable and customer driven. Always smiling and helpful. Recommend highly.

Reviewed on 14 May 2024

Radisson RED Hotel, Johannesburg Rosebank

Radisson RED Hotel, Johannesburg Rosebank

4.5 out of 5
Dunkeld
per person
6 Aug - 11 Aug
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
7.4/10 Good! (16 reviews)
New property in a great location walkable to mall and they have a shuttle that takes you to both malls. The rooms are quite small unless you upgrade to a suite. Priced well. Very friendly staff. Nice rooftop bar.

Reviewed on 28 Dec 2023

Hyatt House Johannesburg Rosebank

Hyatt House Johannesburg Rosebank

4 out of 5
Melrose
per person
6 Aug - 11 Aug
Return direct flight included
Accra (ACC) to Johannesburg (JNB)
9/10 Wonderful! (67 reviews)
Located in an area of Rosebank that is accessible and the property is nice and clean. The staff and service were excellent.

Reviewed on 19 May 2024

Where to stay in Windsor

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

3 out of top 10 points of interest in this area

Travellers to Sandton praise its popular shops. If you've got some more time to explore, be sure to stop by Nelson Mandela Square and Sandton City Mall.

Find hotels in Sandton

Top hotels in Windsor

Premier Hotel OR Tambo
Premier Hotel OR Tambo
4 out of 5
73 Gladiator Street, Rhodesfield, Kempton Park, Gauteng
Fully refundableReserve now, pay when you stay
The price is £65 per night from 25 May to 26 May
£65
per night
25 May - 26 May
8.6/10 Excellent! (1,004 reviews)
"Great rooms and prices."

Reviewed on 17 May 2024

Premier Hotel OR Tambo
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 £75 per night from 17 Jun to 18 Jun
£75
per night
17 Jun - 18 Jun
8.6/10 Excellent! (1,181 reviews)
"The property was nice but the room had a few issues.The phone in the room did not work … very unsafe when you are staying in a foreign city scary no phone service in an emergency. The desk did not tell us the phones were not working. The air conditioner did not work. Guest were having a party until ..."

Reviewed on 16 May 2024

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 £72 per night from 26 May to 27 May
£72
per night
26 May - 27 May
8.2/10 Very Good! (1,007 reviews)
"Very very good airport hotel"

Reviewed on 18 May 2024

Southern Sun O.R. Tambo International Airport
See all 2,030 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Windsor travel package cost?
Starting from just £639, a package is your gateway to low-priced travel. Build your own Windsor adventure by choosing from our extensive range of flights, hotels and rental cars.
If I'm not able to travel, can I cancel my Windsor travel package?
Whether it’s your hotel, flight or rental car, you can cancel or alter it. Booked your Windsor travel package in the last 24 hours? You may be able to make changes or cancellations for free. If it’s been longer than that, you may be charged a fee by your hotel, airline or car rental company. For more details, take a look at our Customer Service Portal. We’re here to help you every step of the way.
How do I get a cheap travel package to Windsor?
Find flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Windsor travel package. It’s that simple! From flights and hotels to tours and rental cars, Expedia makes travelling cheap and easy. And with over 550 airlines and 1,000,000 hotels globally to pick from, you won’t be short of choice.
Does Expedia offer Book Now, Pay Later Windsor holidays?
Good news! We do. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan that suits best during checkout and take away the stress of budgeting for your next trip. Don’t forget to bundle your flights, accommodation and activities with Expedia to get the biggest bang for your buck. Consider these flexible payment options below:

  • Pay monthly holidays: Klarna offers convenient monthly payment plans that work for all types of budgets, so you can book that well-deserved holiday now.
  • Pay in instalments holidays: Into the idea of paying down your holiday in multiple transactions? Then go for this Book Now, Pay Later option with Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the full total upfront) makes it easier to click that “book now” button, consider a low deposit holiday payment plan from Klarna.

Where should I stay in Windsor?
Stay where the action happens. Many visitors like to book hotels in the vicinity of popular attractions, such as Cresta Shopping Centre, Randpark Golf Club and Delta Park.
What are the top hotels in Windsor?
Make a reservation at Four Seasons Hotel The Westcliff, Johannesburg. It’s one of this neighbourhood’s most in-demand properties. Another great option in Windsor is Sierra on Main.
How far in advance should I book my Windsor holiday?
Reserving your spot early with Expedia means one less thing to worry about. Most air carriers display prices up to 12 months prior to take off. This is generally the cheapest time to book. If circumstances have left you booking late, incredible deals to Windsor will sometimes occur a few weeks before departure.
What does an Expedia Windsor travel package include?
With Expedia, you can choose a combination of car rentals, hotels and flights to build your perfect Windsor package. Once you’ve made your booking, you can add on the fun things like tours and activities. Remember — the more you bundle, the more deals you’ll score!
What should I know before booking a Windsor travel package?
A package can be more affordable than individually booking all you need for your trip. For example, combine your hotels, flights and rental cars and save a packet. Whatever your holiday goals are, you’re bound to find a package that fits your budget.
Can I choose my airline with a Windsor Expedia travel package?
You can, and with more than 550 airlines to choose from worldwide, you’re not short on choice. Have a look through the available options and see which airline best fits your budget and needs.

Popular places to visit

Image for Montecasino

Montecasino

4.5/5(16 reviews)

With shops, theaters and a bird park among the attractions, there’s fun for all the family during the day and night at this Tuscan-themed entertainment center.

Montecasino
Image for Gold Reef City Casino

Gold Reef City Casino

4.5/5(10 reviews)

Thrilling roller coasters, a 19th-century gold mine, cultural shows and a petting zoo provide entertainment for all ages at this popular theme park.

Gold Reef City Casino
Image for Nelson Mandela Square

Nelson Mandela Square

4.5/5(34 reviews)

Indulge in some retail therapy, dine in an open-air piazza and browse the stalls of an antique fair at this commercial and entertainment center.

Nelson Mandela Square

Things to do

Image for Johannesburg and Soweto: Half Day Tour

Johannesburg and Soweto: Half Day Tour

£49
Per adult
100% of travellers recommend
Johannesburg and Soweto: Half Day Tour
Image for Hartbeespoort: Aerial Cable Car Ride

Hartbeespoort: Aerial Cable Car Ride

£13
Per adult
Hartbeespoort: Aerial Cable Car Ride
Image for Classic Flight

Classic Flight

£130
Per adult
Classic Flight
See all activities in Johannesburg

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.