Windsor Holidays from £607

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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.
24 On Basil Boutique Aparthotel

24 On Basil Boutique Aparthotel

4 out of 5
Randburg
Price was £685, price is now £607 per person
£607
per person
29 Sept - 3 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Johannesburg (JNB)
No reviews
The Peech Hotel

The Peech Hotel

4 out of 5
Price was £1,690, price is now £1,348 per person
£1,348
per person
22 Sept - 28 Sept
found 1 day ago
Return direct flight included
London (STN) to Johannesburg (JNB)
9.8/10 Exceptional! (118 reviews)
Highly recommend the Peech Hotel in Johannesburg. Absolutely beautiful grounds and accommodations at this boutique hotel. The staff was outstanding and the 2 onsite restaurants were great.

Reviewed on 17 May 2025

Hyde Johannesburg Rosebank

Hyde Johannesburg Rosebank

4 out of 5
Rosebank
Price was £872, price is now £763 per person
£763
per person
29 Sept - 3 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Johannesburg (JNB)
9.6/10 Exceptional! (129 reviews)
Staff was very accommodating - helped us find a safe, reliable, and affordable tour. Was communicative through Expedia responding quickly while traveling there. I would recommend any of my friends/family to stay here.

Reviewed on 16 Aug 2025

The Leonardo

The Leonardo

5 out of 5
Sandton
Price was £1,050, price is now £939 per person
£939
per person
29 Sept - 3 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Johannesburg (JNB)
9.2/10 Wonderful! (48 reviews)
Exceptional unit and beautiful building, lobby and amenities. Great location close to Mandela Square, Sandton City. Buffet breakfast was quite average compared to the otherwise exceptional unit, building and service.

Reviewed on 6 Jan 2025

The Houghton Hotel, Spa, Wellness & Golf

The Houghton Hotel, Spa, Wellness & Golf

5 out of 5
Houghton Estate
Price was £837, price is now £760 per person
£760
per person
29 Sept - 3 Oct
found 19 hours ago
Return direct flight included
London (LHR) to Johannesburg (JNB)
9.4/10 Exceptional! (196 reviews)
Good, large property with plenty parking and in a quiet neighborhood. Dining options are few and there’s no shopping onsite, but you can drive to different areas easily. Rooms are modern and well built.

Reviewed on 5 Aug 2025

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

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, OR Tambo International Airport, Kempton Park, Gauteng
The price is £112 per night from 14 Sept to 15 Sept
£112
14 Sept - 15 Sept
includes taxes & fees
8.8/10 Excellent! (1,714 reviews)
"Very convenient and safe . Staff are not welcoming"

Reviewed on 16 Aug 2025

City Lodge Hotel at OR Tambo International Airport
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 £71 per night from 30 Aug to 31 Aug
£71
30 Aug - 31 Aug
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"It’s near the airport and overall was an okay experience. Rooms are a little run down. Broken handles, leaking shower but nothing unsafe."

Reviewed on 16 Aug 2025

Premier Hotel OR Tambo
@Sandton Hotel

@Sandton Hotel

3 out of 5
5 Benmore Rd, Sandton, Gauteng
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (247 reviews)
"The room we were given was on the 9th floor. We ask for another room higher up & they upgraded us with no extra cost. The room was beautiful with a wraparound balcony on the 19th floor. Need less to say we were very satisfied with our accommodation plus the staff were very friendly & accommodating. ..."

Reviewed on 18 Aug 2025

Get rates
@Sandton Hotel
See all 2,400 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 £607, 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

Montecasino

Montecasino

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
Nelson Mandela Square

Nelson Mandela Square

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
Gold Reef City showing a statue or sculpture, art and a city

Gold Reef City Casino

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

Things to do

Johannesburg city

Half-Day Johannesburg City Tour with Pickup

£75
per adult
Half-Day Johannesburg City Tour with Pickup
Johannesburg Full-Day Tou

Johannesburg Full-Day Tour(Soweto/Jo-Burg & Apartheid Museum)

£103
per adult
100% of travellers recommend
Johannesburg Full-Day Tour(Soweto/Jo-Burg & Apartheid Museum)
Johannesburg, Apartheid Museum & Soweto

Johannesburg, Apartheid Museum & Soweto

£143
per adult
Johannesburg, Apartheid Museum & Soweto
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.