Theewaterskloof Holidays
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Top Flight + Hotel Deals in Theewaterskloof
Price found within the past 48 hours. Click for updated prices.
Labotessa Luxury Boutique Hotel
Cape Town City Centre
€2,503
per person
30 Oct - 5 Nov
found 8 hours ago
Return direct flight included
Dublin (DUB) to Cape Town (CPT)
10/10 Exceptional! (42 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 15 Jul 2026
Le Petit Manoir Boutique Hotel
€1,860
per person
30 Oct - 5 Nov
found 8 hours ago
Return direct flight included
Dublin (DUB) to Cape Town (CPT)
9.8/10 Exceptional! (19 reviews)
We had an amazing stay, recommend to anyone! Rooms are fantastic, every little detail thought through. We will be back!
Reviewed on 6 Apr 2023
Top hotels in Theewaterskloof
The Caledon Hotel & Spa
1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
€122
21 Sept - 22 Sept
includes taxes & fees
Asara Wine Estate & Hotel
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
€112
12 Oct - 13 Oct
includes taxes & fees
9.4/10 Exceptional! (312 reviews)
"thank you!!! All the hospitality we received will never be forgotten."
Reviewed on 7 Sept 2026
Cultivar Guest Lodge
Bonniemile Road Off M12 Stellenbosch Western Cape
€80
21 Sept - 22 Sept
includes taxes & fees
9.2/10 Wonderful! (151 reviews)
"Very comfortable. Great breakfast and scenic views. Nicely furnished."
Reviewed on 16 Aug 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 holiday package cost?
Perhaps less than you imagined — from just €1,523, in fact! By combining hotels, flights and car rentals into a customized holiday 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 holiday 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 holiday 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 travellers.
How far in advance should I book my Theewaterskloof holiday?
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 holiday 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 holiday 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 holiday 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
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.
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.
Eskom Palmiet Visitor Centre
You can spend time studying the exhibits at Eskom Palmiet Visitor Centre during your trip to Grabouw. While you're in the area, stroll along the seaside.
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.
Ross Gower Wines
You can enjoy a tasting or tour at Ross Gower Wines during your travels to Grabouw. Discover the area's spas and seek out its golf courses.
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.
What to do in Theewaterskloof
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
