Theewaterskloof Holidays

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Top hotels in Theewaterskloof

The Caledon Hotel & Spa

The Caledon Hotel & Spa

1 Nerina Avenue Caledon Western Cape
Fully refundableReserve now, pay when you stay
€121
19 Aug - 20 Aug
includes taxes & fees
The Caledon Hotel & Spa
The Spier Hotel

The Spier Hotel

R310 Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
€342
9 Aug - 10 Aug
includes taxes & fees
9.2/10 Wonderful! (581 reviews)
"Amazing Property with Excellent interior design of both rooms and lobby / Restaurant It’s a place detox from the world, Where you wake up to the birds chirping and the sound of the river with beautiful meadows surrounding the resort The only negative experience was the check in staff ☹️"

Reviewed on 25 Jul 2026

The Spier Hotel
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
€139
29 Aug - 30 Aug
includes taxes & fees
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 25 Jul 2026

Asara Wine Estate & Hotel
See all 1,614 properties in Theewaterskloof
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 , 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

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.
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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.
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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.
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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.
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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.
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Greyton Saturday morning Market

You can do some window-shopping at Greyton Saturday morning Market during your stay in Greyton. You can enjoy the restaurants while in the area.
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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.
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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.
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What to do in Theewaterskloof

The view

Stanford Mountain Ride 2 Hours

€33
per adult
Stanford Mountain Ride 2 Hours
Hermanus Whale Watching Day Tour

Hermanus Whale Watching Day Tour

€24
per adult
Hermanus Whale Watching Day Tour
Beach Ride - De Kelders I Gansbaai

Beach Ride - Stanford

€64
per adult
Beach Ride - Stanford
See all activities in Theewaterskloof
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.