Theewaterskloof Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Our pick of the best Theewaterskloof Hotel 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
The price is NZ$215 per night from 14 July to 15 July
NZ$215
14 July - 15 July
includes taxes & fees
The Caledon Hotel & Spa
The Spier Hotel

The Spier Hotel

4 out of 5
R310 Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
The price is NZ$683 per night from 26 June to 27 June
NZ$683
26 June - 27 June
includes taxes & fees
9.2/10 Wonderful! (580 reviews)
"I loved this wine farm ! I found it online and booked and the only thing I regretted was our stay was only two nights ! I will definitely stay here again if I return to stellenbosch !"

Reviewed on 13 Apr 2026

The Spier Hotel
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
The price is NZ$155 per night from 28 June to 29 June
NZ$155
28 June - 29 June
includes taxes & fees
9.2/10 Wonderful! (258 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 2 June 2026

Whale Coast All Suite Hotel
See all 1,564 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.

Frequently asked questions

How much does a Theewaterskloof holiday package cost?
Perhaps less than you imagined — from just , 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.