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.
Charles Hope Boutique Hometel

Charles Hope Boutique Hometel

4.5 out of 5
Cape Town City Centre
Price was CA $2,838, price is now CA $2,534 per person
CA $2,534
per person
Aug 19 - Aug 25
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.2/10 Wonderful! (16 reviews)
I really enjoyed the stay and hospitality of staff as everyone was attentive and helpful. The breakfast was great as well. I look forward to another stay in the future.

Reviewed on Mar 25, 2026

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Cape Town City Centre
Price was CA $8,725, price is now CA $6,280 per person
CA $6,280
per person
Aug 19 - Aug 25
found 23 hours ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22. We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.

Reviewed on Mar 24, 2026

The Cellars-Hohenort

The Cellars-Hohenort

5 out of 5
Constantia
Price was CA $4,488, price is now CA $3,835 per person
CA $3,835
per person
Aug 24 - Aug 30
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Cape Town (CPT)
9.6/10 Exceptional! (168 reviews)
The property and grounds are so beautiful. The staff were very helpful. The spa is stand out some of the best therapists and treatments we have ever had.

Reviewed on Mar 31, 2026

The Three Boutique Hotel

The Three Boutique Hotel

4 out of 5
Cape Town City Centre
Price was CA $3,442, price is now CA $2,957 per person
CA $2,957
per person
Aug 24 - Aug 30
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Cape Town (CPT)
9.2/10 Wonderful! (115 reviews)
Staff were very helpful and friendly - just a small hiccup re Uber food the 1st night. Quiet location; unique building

Reviewed on Feb 4, 2025

Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

5 out of 5
Constantia
Price was CA $3,599, price is now CA $3,200 per person
CA $3,200
per person
Aug 24 - Aug 30
found 4 hours ago
Roundtrip flight included
Vancouver (YVR) to Cape Town (CPT)
9.6/10 Exceptional! (98 reviews)
Impeccable service and peaceful, beautiful surroundings.

Reviewed on May 28, 2026

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 CA $151 per night from Jun 8 to Jun 9
CA $151
CA $177 total
Jun 8 - Jun 9
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 $94 per night from Jun 23 to Jun 24
CA $94
CA $108 total
Jun 23 - Jun 24
includes taxes & fees
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

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 $277 per night from Jun 19 to Jun 20
CA $277
CA $327 total
Jun 19 - Jun 20
includes taxes & fees
Asara Wine Estate & Hotel
See all 1,556 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 vacation package cost?
Perhaps less than you imagined — from just CA $2,534, 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.