Theewaterskloof Vacation Packages 2026 from $2,114

Theewaterskloof flight + hotel vacation packages

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

Point B Guest House

Green Point

$2,114

per person

Nov 5 - Nov 11

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. Enjoy the sauna and perks like free self parking.

Cape Cadogan Boutique Hotel

Cape Town City Centre

Save 100% on your flight

$4,718

per person

Nov 5 - Nov 11

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the seasonal outdoor pool and free full breakfast each morning.

One&Only Cape Town

Victoria and Alfred Waterfront

$5,300

per person

Nov 5 - Nov 11

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. There's fun for all ages with a free kid's club and a playground, and families will appreciate the onsite laundry facilities. Enjoy the 24-hour gym and free perks like buffet breakfast and valet parking.

Taj Cape Town

Cape Town City Centre

$2,874

per person

Nov 5 - Nov 11

found 1 day ago

Roundtrip flight included

New York (NYC) to Cape Town (CPT)

A full-service spa, 2 restaurants, and an indoor pool are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Radisson RED V&A Waterfront, Cape Town

Victoria and Alfred Waterfront

$2,656

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip non-stop flight included

New York (NYC) to Cape Town (CPT)

This smoke-free hotel includes 2 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and airport shuttle. Enjoy the a rooftop terrace and visit the 2 bars/lounges and poolside bar for drinks.

Top Theewaterskloof hotels deals

The Caledon Hotel & Spa

1 Nerina Avenue Caledon Western Cape

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$120 total

Aug 24 - Aug 25

Total with taxes and fees

This hotel features a casino, a full-service spa, and hot springs. There's fun for all ages with a playground and an arcade/game room, and babysitting is an added bonus. Enjoy a meal in one of the 3 restaurants and free perks like free self parking and WiFi in public areas.

Pool

Spa

The Spier Hotel

R310 Stellenbosch Stellenbosch Western Cape

$407 nightly

$468 total

Aug 18 - Aug 19

Total with taxes and fees

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this hotel. Families will appreciate the free kid's club, onsite laundry facilities, and in-room childcare. Relax with a drink at the bar/lounge and enjoy perks like free valet parking and free WiFi.

Pool

Spa

Asara Wine Estate & Hotel

Polkadraai Road, Stellenbosch Stellenbosch Western Cape

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$136 total

Sep 4 - Sep 5

Total with taxes and fees

This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the outdoor pool and free perks like full breakfast and valet parking.

Pool

Breakfast included

Oude Werf Hotel

30 Church Street Stellenbosch Western Cape

$216 nightly

$251 total

Aug 22 - Aug 23

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Guests will appreciate free perks like valet parking and WiFi in public areas.

Pool

Parking included

Misty Waves Boutique Hotel

21 Marine Drive Hermanus Western Cape

$70 nightly

$83 total

Aug 18 - Aug 19

Total with taxes and fees

A restaurant and an outdoor pool are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.

Pool

Parking included

Whale Coast All Suite Hotel

c/o Lord Roberts & Royal Roads Hermanus Western Cape

Free Cancellation

Reserve now, pay when you stay

$176 nightly

$202 total

Sep 10 - Sep 11

Total with taxes and fees

This aparthotel features a restaurant, an area shuttle, and free self parking. WiFi in public areas is free. A coffee shop, a terrace, and a grocery/convenience store are also on offer.

Kitchen

Parking included

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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

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.

See properties

Photos of local treasures

Browse Theewaterskloof vacation photos for more inspiration

A barren landscape with dead trees and a mountain range in the background.

A sunset over a beach with lounge chairs and a pool.

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

A waterfall cascading into a calm pool surrounded by rocky terrain and sparse vegetation.

A natural pool surrounded by rocky terrain and sparse vegetation.

Frequently asked questions

How much are vacation packages to Theewaterskloof?

Travelocity has flight and hotel packages from as low as $2,114. With these kinds of deals, you'll be saying hello to Theewaterskloof before too long.

Where can I get the best vacation package deals for Theewaterskloof?

It's simple — head to Travelocity. With as many as 400 airlines and 1,000,000 properties around the world, it's easy to find a Theewaterskloof package deal that satisfies your wanderlust.

Why should I book my Theewaterskloof vacation bundle with Travelocity?

With our Price Match Guarantee, we'll match any better price you're able to find. Add to that our 24/7 customer support and top-shelf service and your dream vacation is closer than ever before.

Can I save money on my Theewaterskloof car rental if I bundle it with a hotel or flight?

You certainly can with our Theewaterskloof vacation packages. With one of these, there are lots of ways to stretch your budget further. Combine any two or more car, hotel, flight and tour bookings and watch your savings pile up. With a rental car, all the attractions in and around Theewaterskloof are an unforgettable road trip away.

Which airport is best for Theewaterskloof?

Cape Town Intl. Airport (CPT) is the main airport that offers flights in and out of Theewaterskloof.

What is there to do in Theewaterskloof?

A diverse and impressive destination, Theewaterskloof boasts some excellent things to see and do. Gabrielskloof Wine Estate and Greyton Saturday morning Market are a couple of the most renowned here.