Windsor Holidays from £1,026

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

    Packages with flights are ATOL protected

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.
Melrose Place Boutique Hotel

Melrose Place Boutique Hotel

3.5 out of 5
Sandton
Price was £1,146, price is now £1,026 per person
£1,026
per person
20 Jun - 26 Jun
found 18 hours ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
9.2/10 Wonderful! (50 reviews)
I had an excellent stay at Melrose Place Boutique Hotel. The staff, hospitality, ambience, location, security were all top notch. I will be back!

Reviewed on 11 May 2026

The Houghton Hotel, Spa, Wellness & Golf

The Houghton Hotel, Spa, Wellness & Golf

5 out of 5
Houghton Estate
Price was £1,273, price is now £1,108 per person
£1,108
per person
20 Jun - 26 Jun
found 18 hours ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
9.4/10 Exceptional! (237 reviews)
Overall great place… have stayed there a number of times. But the last time was disappointing…I ordered room service at 9:20 pm and never got it delivered. Much less than i would expect even from a one star hotel let alone a hotel of this calibre

Reviewed on 16 May 2026

Hyde Johannesburg Rosebank

Hyde Johannesburg Rosebank

4 out of 5
Rosebank
Price was £1,291, price is now £1,133 per person
£1,133
per person
20 Jun - 26 Jun
found 18 hours ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
9.6/10 Exceptional! (203 reviews)
Nice clean property in a good location. Breakfast was very good.

Reviewed on 26 Apr 2026

Park Hyatt Johannesburg

Park Hyatt Johannesburg

5 out of 5
Price was £2,226, price is now £2,002 per person
£2,002
per person
20 Jun - 26 Jun
found 18 hours ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
10/10 Exceptional! (1 review)
DaVinci Suites

DaVinci Suites

5 out of 5
Sandton
Price was £1,613, price is now £1,456 per person
£1,456
per person
20 Jun - 26 Jun
found 18 hours ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
8.8/10 Excellent! (90 reviews)
Its a lovely hotel and the location is great. Just feel the some updating in the rooms is required in terms of the drawers and cupboards being chipped or broken, all lights not working. Other than that great hotel.

Reviewed on 31 Mar 2026

Where to stay in Windsor

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

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
9/10 Wonderful! (1,944 reviews)
No frills place but inside terminal above carpark. Pool small and unheated but pleasant. Gym v small. Staff helpful

Reviewed on 18 May 2026

Get rates
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 £99 per night from 15 Jun to 16 Jun
£99
15 Jun - 16 Jun
includes taxes & fees
8.6/10 Excellent! (1,626 reviews)
Easy check in, clean comfortable room

Reviewed on 18 May 2026

Southern Sun O.R Tambo
Protea Hotel by Marriott O.R. Tambo Airport

Protea Hotel by Marriott O.R. Tambo Airport

4 out of 5
Corner of York and Gladiator Streets Kempton Park Gauteng
Fully refundableReserve now, pay when you stay
The price is £89 per night from 29 May to 30 May
£89
29 May - 30 May
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Nice breakfast.

Reviewed on 10 May 2026

Protea Hotel by Marriott O.R. Tambo Airport
See all 2,763 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 £1,026, 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

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
Johannesburg , South Africa - 20 Jan 2020: Nelson Mandela square in Sandton city mall, a famous tourist place in Johannesburg

Nelson Mandela Square

4.5/5(35 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
Apartheid Museum

Apartheid Museum

4.5/5(22 reviews)

Reflect on the impact and legacy of apartheid and learn about the contribution of Nelson Mandela and others to South Africa's new constitution.

Apartheid Museum

Things to do

Soweto: Guided Bicycle Tour with Lunch

Soweto: Guided Bicycle Tour with Lunch

£38
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

£87
per adult
From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour
From Johannesburg: Lion & Safari Park Half-Day Tour

From Johannesburg: Lion & Safari Park Half-Day Tour

£144
per adult
From Johannesburg: Lion & Safari Park Half-Day 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.