Theewaterskloof Vacations & Trips from $1,981
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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.
Cape Cadogan Boutique Hotel
Cape Town City Centre
$3,843
per person
Oct 23 - Oct 31
found 3 hours ago
Roundtrip non-stop flight included
Miami (MIA) 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
Le Petit Bijou Boutique Aparthotel
$2,440
per person
Oct 23 - Oct 31
found 3 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Cape Town (CPT)
9.6/10 Exceptional! (17 reviews)
Very well appointed apartment as described. Great spot close to shops, restaurants etc. Garage parking a bonus. Balcony perfect for watching the world go by! Comfortable beds and settees. Too cold to use the pool though...
Reviewed on Mar 10, 2026
Asara Wine Estate & Hotel
$2,846
per person
Oct 23 - Oct 31
found 3 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Cape Town (CPT)
9.4/10 Exceptional! (309 reviews)
top tier staff, excellent at assisting with transport and spa appts. also the wine is phenomenal and we really liked the breakfast. would love to visit again but during summer when it is more lively
Reviewed on Jul 25, 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 Caledon Hotel & Spa
1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
$106 nightly
$124 total
Sep 6 - Sep 7
Total with taxes and fees
The Spier Hotel
R310 Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
$343 nightly
$394 total
Aug 13 - Aug 14
Total with taxes and fees
Asara Wine Estate & Hotel
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
$141 nightly
$162 total
Aug 29 - Aug 30
Total with taxes and fees
9.4/10 Exceptional! (310 reviews)
"top tier staff, excellent at assisting with transport and spa appts. also the wine is phenomenal and we really liked the breakfast. would love to visit again but during summer when it is more lively"
Reviewed on Jul 25, 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.
Stay near popular Theewaterskloof attractions
Gabrielskloof Wine Estate
9.4/10 (3 reviews)
You can enjoy a tasting or tour at Gabrielskloof Wine Estate during your travels to Bot River. Amble around this relaxing area's seaside, or seek out the golf courses.
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.
Paul Cluver Wines
You can enjoy a tasting or tour at Paul Cluver Wines during your travels to Grabouw. Discover the area's spas and seek out its golf courses.
Greyton Nature Reserve
Explore the great outdoors at Greyton Nature Reserve, a lovely green space in Greyton. You can enjoy the restaurants while in the area.
Eskom Palmiet Visitor Centre
You can spend time browsing the exhibits at Eskom Palmiet Visitor Centre during your trip to Grabouw. While you're in the area, stroll along the seaside.
Greyton Saturday morning Market
You can enjoy retail therapy at Greyton Saturday morning Market during your stay in Greyton. You can enjoy the restaurants while in the area.
Caledon Library
After visiting Caledon Library, make a plan to see the other sights and activities in Caledon. Make some time to visit the casinos while you're in the area.
Dutch Reformed Church
Dutch Reformed Church is just one of the places to see in Greyton, so why not enjoy the other things to explore during your travels? You can enjoy the restaurants while in the area.
What to do in Theewaterskloof
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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.
