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
Caledon
Top Theewaterskloof Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Babylonstoren
CA $4,388
per person
Nov 12 - Nov 15
found 14 hours ago
Roundtrip flight included
Vancouver (YVR) to Cape Town (CPT)
9.6/10 Exceptional! (79 reviews)
Very romantic spot for a weekend get away from Cape Town. So many activities and the best spa I have come across in South Africa.
Reviewed on Aug 31, 2026
Theewaterskloof Hotel Deals
The Caledon Hotel & Spa
1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
CA $170
CA $197 total
Sep 20 - Sep 21
includes taxes & fees
Asara Wine Estate & Hotel
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
CA $139
CA $164 total
Oct 4 - Oct 5
includes taxes & 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
Oude Werf Hotel
30 Church Street Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
CA $354
CA $409 total
Sep 6 - Sep 7
includes taxes & fees
9.2/10 Wonderful! (365 reviews)
"Lovely hotel, lovely staff would recommend"
Reviewed on Aug 3, 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.
Frequently asked questions
How much does a Theewaterskloof vacation package cost?
Perhaps less than you imagined — from just CA $2,289, 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.
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.
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.
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.
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.
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.
What to do in Theewaterskloof
Hermanus Cliff Walk History Tour - a walk back in time
CA $30
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
