Theewaterskloof Vacations & Trips from ¥410,694

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The Latest Theewaterskloof Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Pepperclub Hotel

Pepperclub Hotel

Cape Town City Centre
¥410,694
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Cape Town (CPT)
8.8/10 Excellent! (519 reviews)
Exceptional stay. Comfortable suite with a wonderful restful sleep. Very accommodating wrt check in and check out and luggage etc Delicious dining and breakfast buffet with very attentive staff. Would stay again for sure.

Reviewed on Sep 27, 2026

Queen Victoria Hotel & Manor House by NEWMARK

Queen Victoria Hotel & Manor House by NEWMARK

Victoria and Alfred Waterfront
¥477,860
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Cape Town (CPT)
9.4/10 Exceptional! (437 reviews)
Breakfests were fine, but the lunches and dinners in the restaurant were not so good.

Reviewed on Aug 27, 2026

The Tree House Boutique Hotel

The Tree House Boutique Hotel

Cape Town City Centre
¥424,572
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Cape Town (CPT)
9.6/10 Exceptional! (242 reviews)
If staying in Cape Town, I would highly recommend staying at the Tree House. The rooms are modern and clean, the breakfast is great. However, the real value of this hotel is the staff. You could not ask for a kinder group of people. From the moment you arrive to the time you need to check out, the staff are always checking if there is anything they can help with, or any places they can recommend. That type of atmosphere is very hard to capture and this team do it seamlessly. 100% will return if I am ever in Cape Town.

Reviewed on Jul 24, 2026

Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Waterfront
¥456,421
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Cape Town (CPT)
9.2/10 Wonderful! (1,001 reviews)
Radisson Collection Hotel, Waterfront Cape Town

Radisson Collection Hotel, Waterfront Cape Town

Mouille Point
¥451,571
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip flight included
Honolulu (HNL) to Cape Town (CPT)
9/10 Wonderful! (539 reviews)

Theewaterskloof Hotel Deals

Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
¥38,991
¥45,288 total
Nov 1 - Nov 2
includes taxes & fees
9.4/10 Exceptional! (314 reviews)
"We were blown away by this beautiful Estate! We were given the most lovely room right in front of the pond. Lots of birds and ducks to watch all evening and morning and beautiful grounds to walk around. The pool was delightful for swimming and our room was huge and bed so comfortable! Staff was totally ..."

Reviewed on Sep 22, 2026

Asara Wine Estate & Hotel
Misty Waves Boutique Hotel

Misty Waves Boutique Hotel

21 Marine Drive Hermanus Western Cape
¥17,429
¥20,240 total
Oct 16 - Oct 17
includes taxes & fees
9/10 Wonderful! (266 reviews)
"Such a beautiful place with such lovely friendly service. Very comfortable bed and fabulous food"

Reviewed on Sep 17, 2026

Misty Waves Boutique Hotel
Cultivar Guest Lodge

Cultivar Guest Lodge

Bonniemile Road Off M12 Stellenbosch Western Cape
¥16,499
¥18,974 total
Oct 6 - Oct 7
includes taxes & fees
9.2/10 Wonderful! (153 reviews)
"The property was lovely, the breakfast was varied and we really enjoyed it. The garden and pool area is amazing and peaceful. The staff were lovely and helpful"

Reviewed on Sep 28, 2026

Cultivar Guest Lodge
See all 1,653 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 vacation package cost?
Perhaps less than you imagined — from just ¥410,694, 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

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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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.
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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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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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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.
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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.
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What to do in Theewaterskloof

Stanford Mountain Ride 1 Hour

Stanford Mountain Ride 1 Hour

¥4,633
per adult
Stanford Mountain Ride 1 Hour
Hermanus Whale Watching Day Tour

Hermanus Whale Watching Day Tour

¥4,392
per adult
Hermanus Whale Watching Day Tour
Hermanus Cliff Walk History Tour - a walk back in time

Hermanus Cliff Walk History Tour - a walk back in time

¥3,378
per adult
Hermanus Cliff Walk History Tour - a walk back in time
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.