Chartwell Vacations from $414

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Your Chartwell Vacation

Book a Chartwell vacation 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 vacation is a cinch with Expedia.

The Latest Chartwell Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Pepper Tree BnB

Pepper Tree BnB

Sandton
$414
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Harare (HRE) to Johannesburg (JNB)
8.6/10 Excellent! (20 reviews)
24 On Basil Boutique Luxury Hotel

24 On Basil Boutique Luxury Hotel

Randburg
$475
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Harare (HRE) to Johannesburg (JNB)
No reviews
Serviced apartment collection Rosebank

Serviced apartment collection Rosebank

Rosebank
$451
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Harare (HRE) to Johannesburg (JNB)
8/10 Very Good! (6 reviews)
I dont have the right room when I check in no compensation, no response when I write.

Reviewed on Jul 30, 2026

Midrand Conference Centre

Midrand Conference Centre

Midrand
$507
per person
Nov 25 - Nov 29
found 16 hours ago
Roundtrip flight included
Harare (HRE) to Johannesburg (JNB)
7.8/10 Good! (46 reviews)
Good safe hotel with excellent staff. Extremely close to the Gallagher conference center and perfect for exhibitors/visitors to the show.

Reviewed on Sep 11, 2026

Kyalami Creek Luxury Apartments

Kyalami Creek Luxury Apartments

Midrand
$437
per person
Dec 9 - Dec 12
found 1 day ago
Roundtrip flight included
Harare (HRE) to Johannesburg (JNB)
9.2/10 Wonderful! (20 reviews)

Where to stay in Chartwell

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

A noteworthy feature of Sandton is its popular shops. While you're in town, be sure to stop and check out Nelson Mandela Square and Sandton City Mall.

A cityscape with a prominent cylindrical skyscraper, a stadium, and surrounding residential and commercial buildings.

Rosebank

1 out of top 10 points of interest in this area

Rosebank is known for its ample dining options, and you can make a stop by Rosebank Mall and The Zone @ Rosebank Shopping Center while in the area.

A tree-lined street with purple flowers.

O.R. Tambo

1 out of top 10 points of interest in this area

While visiting O.R. Tambo, you might make a stop by sights like International Terminal Duty Free Mall and Emperors Palace Casino.

Two large cooling towers with colorful murals, surrounded by trees and power lines.

Soweto

You'll enjoy the museums and churches in Soweto. You might want to make time for a stop at Maponya Mall or Mandela's House.

An aerial view of a residential area with houses, winding roads, and a river.

Midrand

1 out of top 10 points of interest in this area

You'll enjoy the gardens and spas in Midrand. You might want to make time for a stop at Mall of Africa or Kyalami Racetrack.

Chartwell Hotel Deals

City Lodge Hotel at OR Tambo International Airport

City Lodge Hotel at OR Tambo International Airport

Above Multi-Storey Parkade 2, Level 5 Kempton Park Gauteng
$143 nightly
$165 total
Nov 11 - Nov 12
Total with taxes and fees
9/10 Wonderful! (2,097 reviews)
"I stayed here to wait out an overnight flight connection, and it was good for that purpose. Rooms were clean and satisfactory but not especially spacious. It was quiet. Had the breakfast buffet which was good, not included in the room rate. The hotel restaurant serves all day. I thought it was overpriced, ..."

Reviewed on Oct 18, 2026

City Lodge Hotel at OR Tambo International Airport
Sandton Sun & Towers

Sandton Sun & Towers

Cnr. Fith And Alice Streets Johannesburg Gauteng
Fully refundableReserve now, pay when you stay
$195 nightly
$227 total
Nov 3 - Nov 4
Total with taxes and fees
Sandton Sun & Towers
Southern Sun O.R Tambo

Southern Sun O.R Tambo

Airport Grounds, Jones Road, / Kempton Park Gauteng
Fully refundableReserve now, pay when you stay
$106 nightly
$124 total
Oct 31 - Nov 1
Total with taxes and fees
Southern Sun O.R Tambo
See all 3,311 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.

Things to do

5 Day Luxury Kruger National Park Safari

5 Day Luxury Kruger National Park Safari

$1,846
per traveler
5 Day Luxury Kruger National Park Safari
Soweto: Guided Bicycle Tour with Lunch

Soweto: Guided Bicycle Tour with Lunch

$52
per adult
Soweto: Guided Bicycle Tour with Lunch
Johannesburg and Soweto: Half Day Tour

Johannesburg and Soweto: Half-Day Tour

$71
per adult
100% of travellers recommend
Johannesburg and Soweto: Half-Day Tour
See all activities in Johannesburg

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.