Theewaterskloof Holidays from AU$4,886

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Your Theewaterskloof Holiday

Choose a holiday package to Theewaterskloof and make planning your getaway quick and easy. With all the logistics arranged before you leave, you can focus on enjoying every second in this lively destination. Get your trip to Theewaterskloof off to an unforgettable start by making Caledon your first stop. This is a popular city with visitors from near and far. Whether you're planning to travel on a shoestring or want to splurge, Expedia are here to help you tailor-make your next dream Theewaterskloof holiday.

The Latest Theewaterskloof Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Atlantic Palms

Atlantic Palms

4.5 out of 5
Sunset Beach
Price was AU$5,341, price is now AU$4,886 per person
AU$4,886
per person
18 Dec - 22 Dec
just found
Return direct flight included
Sydney (SYD) to Cape Town (CPT)
9/10 Wonderful! (11 reviews)
Nice place. Would go back again.

Reviewed on 30 Sept 2025

One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Price was AU$10,392, price is now AU$8,686 per person
AU$8,686
per person
18 Dec - 22 Dec
just found
Return direct flight included
Sydney (SYD) to Cape Town (CPT)
9.6/10 Exceptional! (363 reviews)
Lovely People and so accommodating!

Reviewed on 18 Oct 2025

The Cellars-Hohenort

The Cellars-Hohenort

5 out of 5
Constantia
Price was AU$6,451, price is now AU$5,819 per person
AU$5,819
per person
18 Dec - 22 Dec
just found
Return direct flight included
Sydney (SYD) to Cape Town (CPT)
9.6/10 Exceptional! (152 reviews)
The most amazing staff!!! Great rooms and food. Area and property very lovely. Would definitely come back!

Reviewed on 28 Aug 2025

Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

5 out of 5
Constantia
Price was AU$5,553, price is now AU$5,112 per person
AU$5,112
per person
18 Dec - 22 Dec
just found
Return direct flight included
Sydney (SYD) to Cape Town (CPT)
9.6/10 Exceptional! (88 reviews)
The breakfast was a highlight and the staff there were so cooperative and professional.Hard to beat the price, ambiance and service. The room was sumptuous! Maybe my top five place I have ever stayed!

Reviewed on 22 Oct 2025

The Halyard Apartments

The Halyard Apartments

4.5 out of 5
Cape Town City Centre
Price was AU$5,251, price is now AU$5,005 per person
AU$5,005
per person
18 Dec - 22 Dec
just found
Return direct flight included
Sydney (SYD) to Cape Town (CPT)
No reviews

Theewaterskloof Essential Information

Language
Afrikaans
Currency
South African rands
Closest Airport
Cape Town Intl. Airport (CPT)
Top Sights
Greyton Nature Reserve, Gifkloof and Greyton Nature Reserve

Our pick of the best Theewaterskloof Hotel Deals

The Caledon Hotel & Spa

The Caledon Hotel & Spa

4 out of 5
1 Nerina Avenue, Caledon, Western Cape
Fully refundableReserve now, pay when you stay
The price is AU$166 per night from 9 Nov to 10 Nov
AU$166
9 Nov - 10 Nov
includes taxes & fees
6.6/10 (3 reviews)
Terrible. Dirty
Poor quality rooms. Bathroom doors are rotten and carpets are stained. Room 206 had a smell similar to a public hospital. The beds are soft and over used.

Reviewed on 7 Apr 2025

The Caledon Hotel & Spa
Boschendal Farm Estate

Boschendal Farm Estate

4.5 out of 5
Pniel Road, Groot Drakenstein, Franschhoek, Western Cape
Fully refundableReserve now, pay when you stay
The price is AU$456 per night from 3 Nov to 4 Nov
AU$456
3 Nov - 4 Nov
includes taxes & fees
9.4/10 Exceptional! (145 reviews)
Very good

Reviewed on 30 Oct 2025

Boschendal Farm Estate
Oude Werf Hotel

Oude Werf Hotel

4 out of 5
30 Church Street, Stellenbosch, Western Cape
The price is AU$499 per night from 4 Nov to 5 Nov
AU$499
4 Nov - 5 Nov
includes taxes & fees
9.2/10 Wonderful! (342 reviews)
Beds were super comfortable! Breakfast was yummy!! Staff was very attentive!

Reviewed on 19 Oct 2025

Oude Werf Hotel
See all 1,542 properties in Theewaterskloof
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 Theewaterskloof holiday package cost?
Perhaps less than you imagined — from just AU$4,886, in fact! By combining hotels, flights and car rentals into a customized holiday package, your getaway to Theewaterskloof is just a few clicks away.
How do I get a cheap travel package to Theewaterskloof?
Combine your bookings with Expedia to save on your next trip. With over 550 airlines and 1 000 000 properties across the world, your Theewaterskloof holiday package can be customized exactly to suit your budget. With all those extra dollars, why not add one or more exciting tours and experiences? It's an easy way to unlock even more bargains. That holiday you've always dreamed of in Theewaterskloof is much closer than you thought!
What are the top hotels in Theewaterskloof?
The Post House and Fiore Guest Accommodation know how to make their guests feel welcome in Greyton. If you also plan to visit Caledon, have a look at Endless Vineyards At Wildekrans Wine Estate and Fiore Guest Accommodation. Both are top picks with travellers.
How far in advance should I book my Theewaterskloof holiday?
It's tricky picking the perfect time for airfares, but we generally say the earlier, the better. Many international journeys on Expedia become available to compare up to a year in advance. If you're booking last minute, don't worry. Discounted prices occasionally appear just weeks before departure dates.
What does an Expedia Theewaterskloof travel package include?
Hotels, car rentals and flights — we bring you the very best bargains. All you have to do is pick your preferred combination. Once you've made your booking, you can add on the exciting stuff like experiences and tours. Our travel packages make it simple to craft an amazing Theewaterskloof getaway.
What should I know before booking a Theewaterskloof travel package?
Find deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save big dollars just for bundling your bookings. Whether you're heading away on a winter adventure or kicking back on a warm beach, your dream getaway is just a few clicks away.
Can I choose my airline with a Theewaterskloof Expedia holiday package?
Yes, and with more than 550 airlines to pick from worldwide, you have plenty of choice. Browse the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Theewaterskloof holiday package?
Yes, you can. We get that even the best-laid plans can go awry, so we're happy to help if you need to make changes to your Theewaterskloof holiday package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for more information. Also, check your itinerary for the finer details on change fees.

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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.