Cape Winelands Vacation Packages 2026 from $2,576

Cape Winelands flight + hotel vacation packages

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

Nova Constantia Boutique Residence

Constantia

$2,576

per person

Jul 4 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

A full-service spa and an outdoor pool are featured at this luxury guesthouse. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and airport shuttle. Enjoy the outdoor tennis court and perks like free self parking.

Charming Langebaan Holiday Home With Panoramic Views

$4,004

per person

Jul 24 - Jul 30

found 8 hours ago

Roundtrip flight included

Washington (IAD) to Cape Town (CPT)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.

Radisson Collection Hotel, Waterfront Cape Town

Mouille Point

$2,801

per person

Jul 4 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

A full-service spa, a gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the outdoor pool and perks like free valet parking and a free shopping center shuttle.

Southern Sun Cape Town Waterfront

Cape Town City Centre

$2,603

per person

Jul 4 - Jul 10

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

A full-service spa, an outdoor pool, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. You'll appreciate the gym, bar/lounge, and laundry facilities.

Seasons of Serenity, Langebaan 8-sleeper

$2,585

per person

Jul 24 - Jul 30

found 8 hours ago

Roundtrip flight included

Washington (IAD) to Cape Town (CPT)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Laundry facilities and barbecue grills are also provided.

Top Cape Winelands hotels deals

Whale Coast All Suite Hotel

c/o Lord Roberts & Royal Roads Hermanus Western Cape

Free Cancellation

Reserve now, pay when you stay

$65 nightly

$75 total

May 31 - Jun 1

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

The Stellenbosch Hotel

Corner of Dorp and Andringa Streets Stellenbosch Western Cape

$110 nightly

$126 total

May 24 - May 25

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the free full breakfast each morning.

Breakfast included

Free WiFi

Asara Wine Estate & Hotel

Polkadraai Road, Stellenbosch Stellenbosch Western Cape

Free Cancellation

Reserve now, pay when you stay

$136 nightly

$158 total

May 23 - May 24

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

Mamma Mia Langebaan 6-sleeper

5 Kythnos St Langebaan Western Cape

Get rates

Book a stay at this golf vacation home in Langebaan. Enjoy free WiFi, free parking, and satellite TV channels. Popular attractions Calypso Beach Beach and Langebaan Golf Course are located nearby.

Kitchen

Washer

Coopmanhuijs Boutique Hotel

33 Church Street Stellenbosch Western Cape

Free Cancellation

Reserve now, pay when you stay

$141 nightly

$162 total

May 24 - May 25

Total with taxes and fees

A full-service spa, an outdoor pool, and a restaurant are all featured at this luxury guesthouse. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and valet parking.

Pool

Breakfast included

Oude Werf Hotel

30 Church Street Stellenbosch Western Cape

$171 nightly

$199 total

Jun 13 - Jun 14

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

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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.

Popular places to visit

Spier Wine Estate

4.5/5(15 reviews)

You can enjoy a tasting or tour at Spier Wine Estate during your travels to Stellenbosch. While you're here, you can savor the wineries.

Stellenbosch University

4.5/5(46 reviews)

Enjoy the collegiate vibe when you visit Stellenbosch University, during your trip to Stellenbosch. Wander the area's picturesque gardens or simply enjoy one of its wineries.

Boschendal Estate

5/5(9 reviews)

You can enjoy a tasting or tour at Boschendal Estate during your travels to Franschhoek. While in this relaxing area, you can savor the wineries.

Frequently asked questions

How much are vacation packages to Cape Winelands?

Travelocity provides package deals to Cape Winelands, as well as flights and hotels, starting at just $2,576. With the money you save, you could purchase some cool tours or maybe even add on a few extra nights to your vacation.

How long should my Cape Winelands vacation be?

If you're looking for some guidance, most visitors spend about 3 nights in Cape Winelands. But to uncover the true essence of this place, stay a few extra days. That way you can explore more and really experience the local culture.

Where can I get the best vacation package deals for Cape Winelands?

You can grab awesome Cape Winelands package deals with Travelocity. Select from as many as 400 air carriers and 1,000,000 worldwide properties and turn those travel dreams into a reality.

Why should I book my Cape Winelands vacation bundle via Travelocity?

With top-quality service, 24/7 support and some of the most gorgeous escapes imaginable, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Will I save money on my Cape Winelands car rental if I book it with hotels and flights?

Bundling your bookings into a Cape Winelands vacation package will leave you with some serious savings. You can choose a flight and car; a hotel, car and flight; or a hotel and car. You won't find a better way to discover the greater Cape Winelands region than from the comfort of your own rental car. You can also add experiences and activities to your Travelocity package.

What is there to do in Cape Winelands?

While getting off the beaten track is no doubt rewarding, you shouldn't miss the big attractions that make a place famous. GrandWest Casino & Entertainment World and Boschendal Estate are a couple of them in Cape Winelands.

Where should I stay when visiting Cape Winelands?

Many people opt to spend their nights at the Corner House Residence. It's sure to be a good base for your Cape Winelands vacation.