Chartwell Holidays from £780

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Your Chartwell Holiday

Book a Chartwell holiday package and get ready for a wonderful getaway. Noted for its rich history and spectacular views, there's tons to keep you on the move in this captivating city. Every trip to Chartwell needs a well-thought-out itinerary. Fill yours with famous sights like Montecasino, Lion & Safari Park and Fourways Mall. No matter your travel plans or budget, putting together a tailored Chartwell holiday is a cinch with Expedia.

Price found within the past 48 hours. Click for updated prices.
Ten Bompas

Ten Bompas

5 out of 5
Randburg
per person
5 Sept - 8 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
8.2/10 Very Good! (11 reviews)
The Peech Hotel

The Peech Hotel

4 out of 5
per person
5 Sept - 8 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) 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

The Residence Boutique Hotel

The Residence Boutique Hotel

5 out of 5
Houghton Estate
per person
5 Sept - 8 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
9.8/10 Exceptional! (293 reviews)
Lovely property and very friendly/helpful staff. I would definitely recommend this hotel, we just wish we had had a few extra nights there.

Reviewed on 18 Jul 2025

Four Seasons Hotel The Westcliff, Johannesburg

Four Seasons Hotel The Westcliff, Johannesburg

5 out of 5
Randburg
per person
5 Sept - 8 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
9.6/10 Exceptional! (352 reviews)
Enjoyed our stay at the FS.

Reviewed on 31 Jul 2025

The Leonardo

The Leonardo

5 out of 5
Sandton
per person
5 Sept - 8 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Johannesburg (JNB)
9.2/10 Wonderful! (47 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

Where to stay in Chartwell

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

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 £102 per night from 24 Aug to 25 Aug
£102
24 Aug - 25 Aug
includes taxes & fees
8.8/10 Excellent! (1,706 reviews)
"We have stayed at the City Lodge for 1 night. It’s clean and most staff are generally friendly. It’s easy to get to from the airport. You can walk to it if you’re reasonable fit. We also stayed at the sister City Lodge which cost less. It has a better breakfast and the staff are very friendly. You ..."

Reviewed on 29 Jul 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 5 Aug to 6 Aug
£71
5 Aug - 6 Aug
includes taxes & fees
8.6/10 Excellent! (999 reviews)
"Very close to the airport, safe and convenient"

Reviewed on 30 Jul 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
The price is £60 per night from 3 Aug to 4 Aug
£60
3 Aug - 4 Aug
includes taxes & fees
9.2/10 Wonderful! (236 reviews)
"The hotel was beautiful, clean and friendly staff. Plenty amenities from restaurants to spas"

Reviewed on 26 Jul 2025

@Sandton Hotel
See all 2,401 properties in Chartwell
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

Why should I book my Chartwell holiday with Expedia?
Choose Expedia to arrange your next big break simply and all in the same place. Our insider tip for scoring the best deal on a Chartwell retreat? Bundle your airfares, hotel and/or car hire into a package holiday. Then add a couple of exciting tours and activities. Most bookings also have flexible cancellation policies, so there's no need to panic if you have to change your travel plans. Round-the-clock assistance with cancelling and amending your trip is on-hand via our Customer Service Portal link.
When is the best time of year to holiday in Chartwell?
Peak season falls in July, September and October and is an exciting time to visit — if you don't mind the crowds. November, December and January are generally quieter times of the year. Organise your visit to Chartwell based on what kind of holiday you want. June is the coolest month, when daytime temperatures average 12ºC. In January, the warmest period, you can expect temperatures of around 22ºC during the day.
What is the top hotel for my holiday in Chartwell?
Offering many of the conveniences and comforts of home, City Lodge Hotel at OR Tambo International Airport will make the perfect base for your Chartwell escape.
How do I get a cheap holiday to Chartwell?
Creating your own Chartwell holiday with Expedia is the easiest way to save. We have access to more than 400 partner airlines and 321,000 hotels globally. With such an awesome range to choose from, you'll have no trouble putting together your next dream holiday. Learn more about how you can save money on your holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Chartwell holiday?
Make sure your next holiday in Chartwell is an unforgettable one by checking out its major attractions. Montecasino, Lion & Safari Park, Mall of Africa and Kyalami Racetrack are some of the things worth seeing while you're in this city.
Do I need a visa for my Chartwell holiday?
Visa requirements for Chartwell vary depending on your nationality and reason for your visit. It's best to check official government websites to determine if you need a visa for your trip. This is also a good place to find the most up-to-date information, including details about application procedures and any supporting documentation you may need. Research your visa requirements well in advance to ensure a travel experience that's hassle free. Also check to see that your passport is valid for at least six months from your date of return.
What should I wear on my Chartwell holiday?
Do a little research into the sorts of things people in Chartwell wear, and maybe even look up style blogs for some fashion inspiration. Whatever your look, try to create a versatile travel wardrobe filled with pieces that work for your destination and showcase your unique sense of style. Check the weather forecast so you can pack your bags accordingly. The warmest month in Chartwell is January, with average daytime temperatures of 22ºC. If you're visiting in the coolest month of June, the mercury averages 12ºC during the day.
What does an Expedia Chartwell holiday include?
Choose from any combination of flights, hotels and hire cars. Once you've made your booking, add the fun stuff like tours and experiences. Want to pick your airfare class? That's possible too. The choice is all yours when it comes to creating your perfect Chartwell getaway. Explore a large range of property types and select one that matches your travel needs. The most in-demand holiday rentals here are guest houses and apartments. With Expedia, it's a breeze to design your Chartwell retreat just the way you like.
Does Expedia offer Book Now, Pay Later Chartwell holidays?
Yes. Expedia has joined forces with online lender Klarna to help you easily pay for your holiday in instalments. Simply select the payment plan best suited to your needs during checkout and take away the stress of budgeting for your next trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Browse our flexible payment options below:

  • Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budgets, so you can jet away on that well-deserved holiday now.
  • No-deposit holidays: Clicking on the "book now" button is much easier with this payment plan. With no upfront fee for your getaway, you can Book Now, Pay Later and start packing your suitcase.

Can I choose my airline with a Chartwell Expedia holiday?
Most definitely. Expedia has over 400 airline partners to choose from worldwide. With such a big range of choices, finding the perfect carrier to whisk you off to Chartwell will be easy.

Popular places to visit

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

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

Things to do

Soweto: Walking Tour with a Local Guide and Lunch

Soweto: Walking Tour with a Local Guide and Lunch

£29
per adult
Soweto: Walking Tour with a Local Guide and Lunch
Feeding the Giraffe at Lion Park

Half-Day Lion and Safari Park Tour

£72
per adult
Half-Day Lion and Safari Park Tour
From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour

From Johannesburg: Rhino & Lion Safari and Wonder Cave Tour

£82
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.