$101 Cheap flights to Theewaterskloof

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Cheap flights to Theewaterskloof from $101 One Way, $202 Round Trip

$202 return flights and $101 one-way flights to Theewaterskloof were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Deals For This Weekend's Flights

OriginDestinationTravel DatesFlights From*
JNBCape TownJune 19 to June 22$255
FCOCape TownJune 19 to July 5$914
AMSCape TownJune 19 to July 5$1,104
LHRCape TownJune 19 to June 28$1,120
LHRCape TownJune 19 to June 28$1,120
YYZCape TownJune 19 to July 5$1,323
LAXCape TownJune 19 to June 23$1,727
JFKCape TownJune 20 to October 31$1,844
JFKCape TownJune 20 to October 31$1,844
*Prices include taxes and fees

Find The Perfect Hotel For After Your Flight

Our Top Theewaterskloof Apartment Hotels

Endless Vineyards at Wildekrans Wine Estate

Endless Vineyards at Wildekrans Wine Estate

3.5 out of 5
Wildekrans Wine Estate, R43 Bot River Western Cape
$101 nightly
The price is $116 total per night from Jun 21 to Jun 22
$116 total
Jun 21 - Jun 22
Total with taxes and fees
Stay at this cottage in Bot River. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Library and Lebanon Nature Reserve are located ...
8.8/10 Excellent! (13 reviews)
"Pre-check in comms and answering cell number after arrival were very poorly handled. Would have been better to be able to chat to someone to get the details from a human than just a board at reception when we arrived."

Reviewed on Jan 30, 2026

Opens in a new windowEndless Vineyards at Wildekrans Wine Estate
Lekkerdroom Farm

Lekkerdroom Farm

2.5 out of 5
Plot 79 Caledon Western Cape
Stay at this cottage in Caledon. Enjoy free parking, an airport shuttle (surcharge), and a garden. Popular attractions Phillipskop Mountain Reserve and Rivendell ...
10/10 Exceptional! (1 review)
Quiet time on a farm. Beautiful environment .
"We had a beautiful stay and this picturesque farm. We thoroughly enjoyed watching the zebra, buck and camels. Our nine month old puppy had a blast. The owner and his wife were extremely friendly and made us feel at home."

Reviewed on Jun 5, 2017

Opens in a new windowLekkerdroom Farm
Riverstone House

Riverstone House

4 out of 5
9 Buitekant Street Greyton Western Cape
Stay at this vacation home in Greyton. Enjoy private plunge pools, a garden, and a picnic area. Popular attractions Greyton Saturday morning Market and Greyton ...
Opens in a new windowRiverstone House
Save an average of 15% on thousands of hotels when you're signed in
Swaynekloof Farm

Swaynekloof Farm

3 out of 5
Van Der Stel Pass Road Bot River Western Cape
Book a stay at this family-friendly cottage in Bot River. Enjoy free parking, 2 outdoor pools, and a garden. Popular attractions Community Library and Gabrielskloof ...
Opens in a new windowSwaynekloof Farm
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.

Score Epic Theewaterskloof Accommodation Deals

The Caledon Hotel & Spa

The Caledon Hotel & Spa

3 out of 5
1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $126 total per night from Jun 18 to Jun 19
$126 total
Jun 18 - Jun 19
Total with taxes and fees
Book a stay at this spa hotel in Caledon. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions The Caledon Casino and SA Forest Adventures ...
Opens in a new windowThe Caledon Hotel & Spa
Whale Coast All Suite Hotel

Whale Coast All Suite Hotel

4 out of 5
c/o Lord Roberts & Royal Roads Hermanus Western Cape
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $90 total per night from Jun 17 to Jun 18
$90 total
Jun 17 - Jun 18
Total with taxes and fees
Stay at this aparthotel in Hermanus. Enjoy free WiFi, free parking, and free bicycles on site. Popular attractions Village Square and Shopping Centre are located ...
9.2/10 Wonderful! (257 reviews)
"The photos are deceptive, the hotel is on the second story of a shopping mall. We struggled to find it as the directions said to go in the mall car park, signage and directions for the ‘hotel’ were hopeless. The room and bed itself were comfortable but the view was over a mall car park. The security ..."

Reviewed on Jun 2, 2026

Opens in a new windowWhale Coast All Suite Hotel
Oude Werf Hotel

Oude Werf Hotel

4 out of 5
30 Church Street Stellenbosch Western Cape
$181 nightly
The price is $210 total per night from Jun 29 to Jun 30
$210 total
Jun 29 - Jun 30
Total with taxes and fees
Book a stay at this family-friendly hotel in Stellenbosch. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (358 reviews)
"Great location , with cafes and bars all around. Safe shopping around."

Reviewed on Jun 4, 2026

Opens in a new windowOude Werf Hotel
Save an average of 15% on thousands of hotels when you're signed in
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

5 out of 5
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $135 total per night from Jun 18 to Jun 19
$135 total
Jun 18 - Jun 19
Total with taxes and fees
Book a stay at this luxury hotel in Stellenbosch. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the property condition in our reviews. ...
Opens in a new windowAsara Wine Estate & Hotel
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.

Family Friendly Hotels in Theewaterskloof

Endless Vineyards at Wildekrans Wine Estate

Endless Vineyards at Wildekrans Wine Estate

3.5 out of 5
Wildekrans Wine Estate, R43 Bot River Western Cape
$101 nightly
The price is $116 total per night from Jun 21 to Jun 22
$116 total
Jun 21 - Jun 22
Total with taxes and fees
Stay at this cottage in Bot River. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Community Library and Lebanon Nature Reserve are located ...
8.8/10 Excellent! (13 reviews)
"Pre-check in comms and answering cell number after arrival were very poorly handled. Would have been better to be able to chat to someone to get the details from a human than just a board at reception when we arrived."

Reviewed on Jan 30, 2026

Opens in a new windowEndless Vineyards at Wildekrans Wine Estate
Lekkerdroom Farm

Lekkerdroom Farm

2.5 out of 5
Plot 79 Caledon Western Cape
Stay at this cottage in Caledon. Enjoy free parking, an airport shuttle (surcharge), and a garden. Popular attractions Phillipskop Mountain Reserve and Rivendell ...
10/10 Exceptional! (1 review)
Quiet time on a farm. Beautiful environment .
"We had a beautiful stay and this picturesque farm. We thoroughly enjoyed watching the zebra, buck and camels. Our nine month old puppy had a blast. The owner and his wife were extremely friendly and made us feel at home."

Reviewed on Jun 5, 2017

Opens in a new windowLekkerdroom Farm
Old Mac Daddy - Campground
Great for families

Old Mac Daddy - Campground

2 out of 5
Elgin Valley Grabouw Western Cape
Book a stay at this beach holiday park in Grabouw. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Ross Gower Wines and Lebanon Nature ...
8/10 Very Good! (1 review)

Families like: Outdoor pool, playground, babysitting, on the beach

Very novel in great location
"Opposite of trailer trash! This is trailer glam. All finishes are high quality backed by good design effort in individual units, siting and the central Scandinavian style barn building. Great venue for mountain biking weekends and fireplaces will make this a nice winter setting too."

Reviewed on Mar 15, 2014

Opens in a new windowOld Mac Daddy - Campground
Save an average of 15% on thousands of hotels when you're signed in
Swaynekloof Farm
Great for families

Swaynekloof Farm

3 out of 5
Van Der Stel Pass Road Bot River Western Cape
Book a stay at this family-friendly cottage in Bot River. Enjoy free parking, 2 outdoor pools, and a garden. Popular attractions Community Library and Gabrielskloof ...

Families like: Outdoor pools, lazy river, kitchen, playground

Opens in a new windowSwaynekloof Farm
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.

Need a Car For After Your Flight?

Theewaterskloof

Why search for low cost fares on your flights to Theewaterskloof when Orbitz offers the guaranteed lowest prices on foreign and domestic flights? When you travel with Orbitz you can benefit from:

Bargain Flights to Theewaterskloof

Orbitz offers massive discounts and substantial last-minute savings on your Theewaterskloof flights. Orbitz ensures that you can find, plan and reserve your flights any destination with ease, all while enjoying the guaranteed lowest prices available anywhere.

Cutting-Edge Mobile Tools to Keep You In The Know

Orbitz sends you free alerts and updates on your Theewaterskloof flight wherever you are in the world. Once you have downloaded the free app for your iPhone, Android, or iPad, you can review or alter any travel plans that you have made or even book a future flight for business or pleasure. If you need to reserve a hotel room when booking your flight, you will find exclusive deals on our mobile site.

Frequent Flyer Program Enrolment

Orbitz finds you the lowest fares, but you can still add your miles to your frequent flyer program to earn miles or points on selected flights to Theewaterskloof. When making your booking, reference your frequent flyer number to receive discounts in the future.

Outstanding Customer Service

Orbitz values your business and wants to ensure that all of your flights are as easy as possible to book. If you have booked a flight to Theewaterskloof but need to cancel it, you may be able to do so online. If you have any questions or need help, the dedicated Orbitz customer service team is always standing by.

Frequently asked questions

Which airlines fly to Theewaterskloof?
Book a fare with one of the 22 airlines that operate services to Cape Town Intl. Airport (CPT) and come prepared for new adventures. This popular airport is a main gateway for exploring Theewaterskloof. When you're ready to cross off this region, these trusted carriers will get you there:

  • Airlink - 93 flights to Theewaterskloof per month
  • Qatar Airways - 17 flights to Theewaterskloof per month
  • British Airways - 17 flights to Theewaterskloof per month

How much is a flight to Theewaterskloof?
Travelers from near and far snapped up round-trip flight deals ranging from $202 to $1,844 this week to Theewaterskloof. Flying in from Johannesburg (JNB)? The cheapest one-way tickets were $101.
How to book the cheapest flight to Theewaterskloof?
Landing cheap flights to Theewaterskloof is as easy as booking your ticket with Orbitz. But if you want to make sure you're nabbing the best flight deals around, here are a few tips to keep your wallet happy:

  • Depending on your place of departure, click on the 'Nearby airports' function (located under the departure and arrival form fields). In some instances, other departure points offer cheaper airfares.
  • If you're flexible with when you fly out, click on the 'Show flexible dates' option. It'll show the flight deals for the days before and after your selected departure. Fares often vary depending on the day of the week.
  • Hit 'Show options' to refine your search results. You can choose your preferred seating class and airline here. Under 'Sort & Filter' to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • If you've sorted your travel dates, lock in your flight. Prices normally increase as the departure date nears.
  • Combine your flights, hotels and car rentals into a package deal and unlock great discounts. Save your hard-earned money for things you're really excited about, like exploring every corner of Theewaterskloof.
  • Don't fly during the busy season if you can. By steering clear of summer, school vacations and other popular dates, you can save big on your airfare.

What is the best time to book a flight to Theewaterskloof?
Generally speaking, January is the best time to purchase your airfare. This is followed by February and August. Keep this in mind while you browse for a cheap flight to Theewaterskloof.
What day of the week is the cheapest to book a flight to Theewaterskloof?
To score a great flight deal, make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to purchase seats to Theewaterskloof.
What is the cheapest day of the week to fly to Theewaterskloof?
If you're looking for cheap flights to Theewaterskloof, depart early in the week. Orbitz data from 2020 shows Monday is the most affordable day to fly out, followed by Tuesday. Saturday has the most expensive fares, so avoid flying on this day and do your wallet a favor.
What is the cheapest month to fly to Theewaterskloof?
To book cheap flights to Theewaterskloof, you should fly out in August. If getting a good deal on your plane ticket is your main priority, Orbitz data shows that this is generally an excellent month to jet off. June is when airfares are the least affordable.
Which airlines allow free cancellation?
Orbitz makes it easy to find airlines that offer flexibility. Simply choose "Filter by flexible change policies" when searching for your Theewaterskloof flights and bingo! We'll show you options that include free cancellation within 24 hours of booking, no change fees and of course, the best price.
What do I need for the flight to Theewaterskloof?
It's always smart to be prepared for anything when traveling. Keep in mind the following pointers for a smooth, stress-free flight:

  • In all cases you'll need identification. How much? This depends on where you're traveling to and from. When booking your flight, you are encouraged to use the same name, gender and birth date as indicated on your government-issued ID.
  • Pack some extra entertainment for your long trip to Theewaterskloof. If you're tired of watching movies, give your eyes a much-needed rest from all that screen time and read a book.
  • Cabin temperatures are often cold enough to give you goose pimples. Carry a hoodie even if you're vacationing during the peak of Theewaterskloof summer.

How do I get cheap first-class/business deals to Theewaterskloof?
If you think a business or first-class fare is beyond your reach, think again. Here are some practical tips to help you score a premium flight to Theewaterskloof for less:

  • Be flexible with your travel dates and hold out for big sales on first or business-class airfares.
  • Low-cost airlines offer first or business-class seating at a fraction of the usual cost. Skip the full-service carriers and go with one of these cheaper options.
  • Bid for an upgrade in online auctions (if available) or upgrade your ticket with points earned through loyalty programs.

What is the best time to go to Theewaterskloof?
Theewaterskloof is a wonderful place to explore at any time, but September, November and December are the most popular months. If you enjoy a warmer climate, visit after December 1. This marks the start of summer when average temperatures fluctuate from 60 ºF to 75 ºF.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.