Theewaterskloof Vacations & Trips from $1,911
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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.
The Robertson Small Hotel
Price was $2,397, price is now $1,911 per person
$1,911
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.8/10 Exceptional! (106 reviews)
Beautiful, peaceful hotel. Lovely room and excellent surroundings. Food and service excellent.
Looking forward to returning soon.
Reviewed on Apr 11, 2026
Dock House Boutique Hotel & Spa by NEWMARK
Victoria and Alfred Waterfront
Price was $3,808, price is now $3,322 per person
$3,322
per person
Dec 3 - Dec 8
found 1 day ago
Roundtrip flight included
New York (NYC) to Cape Town (CPT)
9.6/10 Exceptional! (94 reviews)
The staff were incredible throughout, we loved them and their friendly helpful ways and will miss them.
The situation is also excellent with many amenities nearby.
Room service was also excellent BUT the noise from the Irish pub over the road was awful and completely disrupted our sleep on the 2nd night which was a Friday night, and partially disrupted it on the Saturday night.
Breakfast at the Dock House Boutique hotel was also really uninspiring - small room felt claustrophobic and the food was very plain with croissants and bread that seemed a couple days old.
I think we could have done better at another local hotel.
Reviewed on Jul 22, 2026
Cloud 9 Boutique Hotel and Spa
Cape Town City Centre
Price was $3,298, price is now $2,939 per person
$2,939
per person
Dec 17 - Dec 23
just found
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.2/10 Wonderful! (237 reviews)
The property is modern. Awesome staff. Super helpful for just a one night stay. Walking distance to various bars and restaurants. The delicious packed breakfast was ready at 4:00 AM for our ride to the airport! Amazing!
Reviewed on Oct 24, 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
The Stellenbosch Hotel
Corner of Dorp and Andringa Streets Stellenbosch Western Cape
$147 nightly
The price is $171 total per night from Nov 28 to Nov 29
$171 total
Nov 28 - Nov 29
Total with taxes and fees
8.8/10 Excellent! (366 reviews)
"Great stay, the breakfast was sensational."
Reviewed on Oct 26, 2026
One Marine Drive Boutique Hotel
1 Marine Drive Hermanus Western Cape
Fully refundableReserve now, pay when you stay
$157 nightly
The price is $181 total per night from Nov 17 to Nov 18
$181 total
Nov 17 - Nov 18
Total with taxes and fees
9.6/10 Exceptional! (187 reviews)
"Most supportive, genuine staff! Excellent place, if we were staying longer would have explored the spa. Super short walk to see the water. Breakfast was delicious, cooked to order. Great towels and pillows. Bed was very firm, but more than I prefer. The place was pristine, very impressive. Staff ..."
Reviewed on Oct 23, 2026
Asara Wine Estate & Hotel
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $136 total per night from Oct 31 to Nov 1
$136 total
Oct 31 - Nov 1
Total with taxes and fees
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.
Stay near popular Theewaterskloof attractions
What to do in Theewaterskloof
Hermanus Cliff Walk History Tour - a walk back in time
$21
per adult
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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.
