Windsor Holidays from £1,138

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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.
Five O'clock Zen Boutique Guest House

Five O'clock Zen Boutique Guest House

3 out of 5
Price was £1,264, price is now £1,138 per person
£1,138
per person
16 Aug - 23 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
10/10 Exceptional! (7 reviews)
A gem of a stay. Quality furnishings and linen. Comfy bed. Spacious room. Super friendly staff. Best breakfast ever. Host clearly enjoys hosting and goes above and beyond to ensure all is as perfect as can be. Handy location to a variety of restaurants and shopping. Quiet area and huge beautifully manicured property. Would stay again.

Reviewed on 21 Mar 2026

Peermont Mondior At Emperors Palace

Peermont Mondior At Emperors Palace

4 out of 5
O.R. Tambo
Price was £1,667, price is now £1,520 per person
£1,520
per person
16 Aug - 23 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
7.8/10 Good! (329 reviews)
Try booking any where else before booking here.How this hotel is a 4 star hotel baffles the mind. Disgusting rooms got moved to another room due to how bad the first room was , 2nd one was just as bad, had to get our own cleaning supplies to clean the bathroom and room. Staff stand screaming at each other in the hallways with no regard to any of the people in the rooms, buffet breakfast was cold with some of the items visibly there for a long period of time I Wouldn't serve it to my dog . Had a extractor fan in the bathroom that would not switch off and was making a massive noise to which the maintenence teams solution was sticking toilet paper in it and telling us thats all he can do

Reviewed on 26 Jun 2026

1945 On Kloof Guesthouse

1945 On Kloof Guesthouse

5 out of 5
Price was £1,371, price is now £1,264 per person
£1,264
per person
16 Aug - 23 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
10/10 Exceptional! (17 reviews)
Great place to stay. This was my second stay. Pleasent a previous.

Reviewed on 26 Jun 2026

The Lakewood Hotel

The Lakewood Hotel

3 out of 5
Johannesburg South
Price was £1,294, price is now £1,195 per person
£1,195
per person
16 Aug - 23 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
10/10 Exceptional! (3 reviews)
Did not use the pool

Reviewed on 26 Sept 2025

Blue Hills Lodge & Conference Centre

Blue Hills Lodge & Conference Centre

3.5 out of 5
Midrand
Price was £1,259, price is now £1,168 per person
£1,168
per person
16 Aug - 23 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
10/10 Exceptional! (2 reviews)
Beautiful room, great staff and nice breakfast.

Reviewed on 3 May 2026

Where to stay in Windsor

Find the best Windsor areas and neighborhoods for the activities you enjoy most. Learn more about Windsor
A modern glass building with a reflective facade, surrounded by a cityscape and distant hills.

Sandton

4 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

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 Kempton Park Gauteng
The price is £128 per night from 22 Jul to 23 Jul
£128
22 Jul - 23 Jul
includes taxes & fees
9/10 Wonderful! (1,992 reviews)
"Our flight into Johannesburg was delayed by 24 hours, and the desk staff was especially helpful in rearranging our reservations. This was so helpful at a time when we were tired and frustrated."

Reviewed on 2 Jul 2026

City Lodge Hotel at OR Tambo International Airport
Southern Sun O.R Tambo

Southern Sun O.R Tambo

4 out of 5
Airport Grounds, Jones Road, / Kempton Park Gauteng
Fully refundableReserve now, pay when you stay
The price is £107 per night from 27 Jul to 28 Jul
£107
27 Jul - 28 Jul
includes taxes & fees
8.6/10 Excellent! (1,626 reviews)
"The property is a 3 minute drive from the airport but it's not walkable, so you must take one of their shuttles which drives every 15 minutes. The hotel itself is nice but the heater in my room wasn't working."

Reviewed on 30 Jun 2026

Southern Sun O.R Tambo
Sandton Sun & Towers

Sandton Sun & Towers

5 out of 5
Cnr. Fith And Alice Streets Johannesburg Gauteng
Fully refundableReserve now, pay when you stay
The price is £183 per night from 18 Jul to 19 Jul
£183
18 Jul - 19 Jul
includes taxes & fees
9.2/10 Wonderful! (614 reviews)
"Clean. Convenient. Friendly Staff. Perfect Business Hotel."

Reviewed on 29 Jun 2026

Sandton Sun & Towers
See all 3,004 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.
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Frequently asked questions

How much does a Windsor travel package cost?
Starting from just £1,138, 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.

Things to do

From Johannesburg: Lion & Safari Park Half-Day Tour

From Johannesburg: Lion & Safari Park Half-Day Tour

£147
per adult
From Johannesburg: Lion & Safari Park Half-Day Tour
Soweto: Guided Bicycle Tour with Lunch

Soweto: Guided Bicycle Tour with Lunch

£39
per adult
Soweto: Guided Bicycle Tour with Lunch
From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour

From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour

£89
per adult
From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour
See all activities in Johannesburg

* 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.