Theewaterskloof Vacations & Trips from $1,682
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Chic Loft In The Heart Of Cape Town
Cape Town City Centre
Price was $2,257, price is now $1,682 per person
$1,682
per person
Jan 21 - Jan 25
found 18 hours ago
Roundtrip non-stop flight included
Nairobi (NBO) to Cape Town (CPT)
10/10 Exceptional! (2 reviews)
The location, apartment and facilities were excellent and the hospitality was on the same standard.
Situated close to the V&A waterfront and Bo Kaap, there was little need for taxis or public transport, and there are plenty of coffee shops, supermarkets and excellent restaurants within 2 or 3 minutes walk.
If we're in Cape Town again, we will seek out the loft.
Reviewed on Aug 19, 2026
Labotessa Luxury Boutique Hotel
Cape Town City Centre
Price was $4,311, price is now $3,354 per person
$3,354
per person
Jan 22 - Jan 27
found 22 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
10/10 Exceptional! (43 reviews)
Amazing experience. Really feels like home. Well worth the price. Only thing maybe is to improve the quality of the happy hour bar snacks and food which was not that great.
Otherwise amazing.
Reviewed on Jul 15, 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
$146 nightly
The price is $170 total per night from Nov 12 to Nov 13
$170 total
Nov 12 - Nov 13
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
$156 nightly
The price is $179 total per night from Nov 3 to Nov 4
$179 total
Nov 3 - Nov 4
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
$97 nightly
The price is $111 total per night from Nov 30 to Dec 1
$111 total
Nov 30 - Dec 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
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Theewaterskloof
- Vacations and getaways similar to Theewaterskloof
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
