Theewaterskloof Vacation Packages

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Your Theewaterskloof Vacation

Choose a vacation 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 vacation.

Top vacation destinations in Theewaterskloof

FlightsFlightsHotelsHotels

Caledon

Caledon

Top Theewaterskloof Vacation Deals

Price found within the past 48 hours. Click for updated prices.
First Group Cape Gordonia

First Group Cape Gordonia

4 out of 5
Gordon's Bay
Price was CA $3,110, price is now CA $2,622 per person
CA $2,622
per person
Jun 16 - Jun 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Cape Town (CPT)
9.4/10 Exceptional! (8 reviews)
Kilima Franschhoek

Kilima Franschhoek

5 out of 5
Price was CA $3,591, price is now CA $2,700 per person
CA $2,700
per person
May 24 - May 29
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
10/10 Exceptional! (2 reviews)
Wechmarshof

Wechmarshof

4.5 out of 5
Price was CA $4,577, price is now CA $3,776 per person
CA $3,776
per person
May 24 - May 29
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
No reviews
The Library

The Library

2.5 out of 5
Price was CA $3,829, price is now CA $3,192 per person
CA $3,192
per person
May 24 - May 29
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
10/10 Exceptional! (1 review)
Boschendal Farm Estate

Boschendal Farm Estate

4.5 out of 5
Price was CA $6,698, price is now CA $5,605 per person
CA $5,605
per person
May 24 - May 29
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.4/10 Exceptional! (170 reviews)
Property very beautiful a big. Rooms are not very clean and need some maintenance.

Reviewed on Apr 21, 2026

Theewaterskloof Hotel Deals

The Caledon Hotel & Spa

The Caledon Hotel & Spa

3 out of 5
1 Nerina Avenue Caledon Western Cape
The price is CA $150 per night from Apr 29 to Apr 30
CA $150
CA $176 total
Apr 29 - Apr 30
includes taxes & fees
The 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
The price is CA $79 per night from May 6 to May 7
CA $79
CA $91 total
May 6 - May 7
includes taxes & fees
9.2/10 Wonderful! (251 reviews)
The 3 bedroom apartment is large and has a balcony with a braai. The main bedroom has it own bathroom (bath and shower) while the other bedrooms share a bathroom (shower only) via the passage upstairs. There is a WC downstairs in the living space and large kitchen. There is a great view of the mountains. ...

Reviewed on Apr 8, 2026

Whale Coast All Suite Hotel
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
The price is CA $192 per night from Apr 27 to Apr 28
CA $192
CA $225 total
Apr 27 - Apr 28
includes taxes & fees
Asara Wine Estate & Hotel
See all 1,530 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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All Inclusive Vacations
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Frequently asked questions

How much does a Theewaterskloof vacation package cost?
Perhaps less than you imagined — from just CA $2,622, in fact! By combining hotels, flights and car rentals into a customized vacation 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 vacation 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 vacation 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 travelers.
How far in advance should I book my Theewaterskloof vacation?
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 vacation 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 vacation 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 vacation 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.