Theewaterskloof Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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

Top hotels in Theewaterskloof

The Stellenbosch Hotel

The Stellenbosch Hotel

3 out of 5
Corner of Dorp and Andringa Streets Stellenbosch Western Cape
The price is S$196 per night from 16 Dec to 17 Dec
S$196
16 Dec - 17 Dec
includes taxes & fees
8.8/10 Excellent! (371 reviews)
"Courteous staff from the reception through the restaurant and kitchen. Very well kept accommodation, would recommend it for sure."

Reviewed on 13 Nov, 2026

The Stellenbosch Hotel
Babylonstoren

Babylonstoren

5 out of 5
Babylonstoren Road Franschhoek Western Cape
The price is S$811 per night from 16 Nov to 17 Nov
S$811
16 Nov - 17 Nov
includes taxes & fees
Babylonstoren
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

5 out of 5
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
The price is S$137 per night from 16 Nov to 17 Nov
S$137
16 Nov - 17 Nov
includes taxes & fees
Asara Wine Estate & Hotel
See all 1,667 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.

Stay near popular Theewaterskloof attractions

Oak Valley Estate

You can enjoy a tasting or tour at Oak Valley Estate during your travels to Grabouw. Discover the spas in this relaxing area or seek out its golf courses.
See properties

What to do in Theewaterskloof

Beach Ride - De Kelders I Gansbaai

Beach Ride - Stanford

S$102
per adult
Beach Ride - Stanford
Hermanus Whale Watching Day Tour

Hermanus Whale Watching Day Tour

S$35
per adult
Hermanus Whale Watching Day Tour
From Cape Town: Full Day Guided Hermanus and Whale Tour

From Cape Town: Full Day Guided Hermanus and Whale Tour

S$94
per adult
90% of travellers recommend
From Cape Town: Full Day Guided Hermanus and Whale Tour
See all activities in Theewaterskloof

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.