Theewaterskloof Vacations & Trips from $2,374
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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.
The Latest Theewaterskloof Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Labotessa Luxury Boutique Hotel
Cape Town City Centre
Price was $2,716, price is now $2,374 per person
$2,374
per person
Jun 11 - Jun 14
found 1 hour ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.8/10 Exceptional! (39 reviews)
We had a wonderful stay at Labotessa Hotel. Service was in a class all by itself, breakfast was delicious and included, and each day coming home we would feel like we were greeted by family. Highly recommend!!
Reviewed on Oct 18, 2025
Cape Cadogan Boutique Hotel
Cape Town City Centre
Price was $5,997, price is now $4,501 per person
$4,501
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (53 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
Constantia
Price was $4,692, price is now $3,923 per person
$3,923
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (164 reviews)
What a place! Everything is fabulous and the staff are exceptional. This was our 6th visit to the Cellars and it won’t be our last. The beautiful gardens together with the stylish interiors make for a luxurious and relaxing stay. The restaurant food is delicious too, what’s not to like?
Reviewed on Feb 6, 2026
One&Only Cape Town
Victoria and Alfred Waterfront
Price was $6,469, price is now $5,453 per person
$5,453
per person
May 31 - Jun 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (378 reviews)
Relaxing atmosphere near the Waterfront where you have all the activity; great service
Reviewed on Mar 2, 2026
Find the Best Theewaterskloof Vacation Packages
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 |
Theewaterskloof Hotel Deals
Southern Sun de Wagen
Aan-de-Wagenweg Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $195 total per night from Apr 12 to Apr 13
$195 total
Apr 12 - Apr 13
Total with taxes and fees
9.6/10 Exceptional! (69 reviews)
The room was really clean, spacious and had lots of amenities. The bathroom was lovely and the bed was very comfy. The hotel is in a good location within walking distance of lots of shops and restaurants
Reviewed on Feb 21, 2026
Whale Coast All Suite Hotel
c/o Lord Roberts & Royal Roads Hermanus Western Cape
$83 nightly
The price is $96 total per night from Apr 7 to Apr 8
$96 total
Apr 7 - Apr 8
Total with taxes and fees
Oude Werf Hotel
30 Church Street Stellenbosch Western Cape
$186 nightly
The price is $216 total per night from Apr 13 to Apr 14
$216 total
Apr 13 - Apr 14
Total with taxes and fees
9.2/10 Wonderful! (352 reviews)
I can’t fault this hotel or the service. Loved everything. Beautiful hotel and such lovely staff. Nice pool area with either full sun or shaded areas around the pool. The rooms were really nice with a balcony overlooking the pool area. Breakfast was really good. Lots of choice and great quality. ...
Reviewed on Feb 20, 2026
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
