Theewaterskloof Vacations & Trips from $2,215

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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 destinations in Theewaterskloof

A town with industrial buildings, a river, and surrounding hills.

Caledon

Caledon
A hummingbird hovering over a red flower in a garden with various other flowers and greenery.

Greyton

Greyton

The Latest Theewaterskloof Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Diamond House Guest House

Diamond House Guest House

Camps Bay
$2,215
per person
Dec 1 - Dec 7
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) to Cape Town (CPT)
No reviews
Absolutely divine experience from the host to the property, amenities and views! The host greeted us warmly and took the best care of our needs, every special request and the most amazing attention to detail in our suite xoxo the views were stunning on the pool deck, ocean views, sunsets were incredible! Free breakfast every morning was an amazing spread of fruits, meat, hot plate ready to order and you also have a breathtaking view of the sunrise while drinking coffee soaking in the sun. 10/10 would stay here every visit to capetown, the host was incredibly attentive and really cared about his guests and our experience I couldn’t sing my praises loud enough he was the best ! Thank you for having us! You made a lasting impression 100/10 😊

Reviewed on Sep 30, 2026

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

Cape Town City Centre
$2,306
per person
Nov 12 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.6/10 Exceptional! (55 reviews)
Nice place

Reviewed on Aug 13, 2026

Babylonstoren

Babylonstoren

$2,848
per person
Nov 12 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
9.6/10 Exceptional! (82 reviews)
Delaire Graff Lodges & Spa

Delaire Graff Lodges & Spa

$4,766
per person
Dec 15 - Dec 17
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.6/10 Exceptional! (55 reviews)
Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Hotel by NEWMARK

Victoria and Alfred Waterfront
$2,966
per person
Dec 1 - Dec 7
found 7 hours ago
Roundtrip non-stop flight included
New York (NYC) to Cape Town (CPT)
9.2/10 Wonderful! (1,003 reviews)

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

The Stellenbosch Hotel

Corner of Dorp and Andringa Streets Stellenbosch Western Cape
$171 nightly
$197 total
Oct 15 - Oct 16
Total with taxes and fees
8.8/10 Excellent! (362 reviews)
"On-site secure parking. Very friendly staff. Clean and comfortable rooms. Great location. Very good breakfast."

Reviewed on Sep 13, 2026

The Stellenbosch Hotel
One Marine Drive Boutique Hotel

One Marine Drive Boutique Hotel

1 Marine Drive Hermanus Western Cape
Fully refundableReserve now, pay when you stay
$134 nightly
$154 total
Oct 13 - Oct 14
Total with taxes and fees
One Marine Drive Boutique Hotel
Arabella Hotel Golf & Spa

Arabella Hotel Golf & Spa

R44 Kleinmond Kleinmond Western Cape
Fully refundableReserve now, pay when you stay
$184 nightly
$213 total
Oct 11 - Oct 12
Total with taxes and fees
Arabella Hotel Golf & Spa
See all 1,651 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.

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

Hermanus Whale Watching Day Tour

Hermanus Whale Watching Day Tour

$28
per adult
Hermanus Whale Watching Day Tour
Steam Train to Elgin Railway Market

Vintage Train to Elgin Railway Market

$61
per adult
Vintage Train to Elgin Railway Market
Stanford Mountain Ride 1 Hour

Stanford Mountain Ride 1 Hour

$30
per adult
Stanford Mountain Ride 1 Hour
See all activities in Theewaterskloof
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