Cape Winelands Vacation Packages 2026 from $2,327

Cape Winelands flight + hotel vacation packages

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

Kilima Franschhoek

$2,327

per person

Jul 17 - Jul 21

found 10 hours 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. Relax with a drink at the bar/lounge and enjoy free perks like full breakfast and free self parking. Free WiFi in public areas, a terrace, and a garden are also on offer.

Babylonstoren

$3,485

per person

Jul 3 - Jul 8

found 15 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

This luxury hotel features an attached winery, a full-service spa, and 2 restaurants. Enjoy the outdoor pool and free perks like full breakfast and free self parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.

Cape Cadogan Boutique Hotel

Cape Town City Centre

$4,080

per person

May 30 - Jun 5

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) 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.

Delaire Graff Lodges & Spa

$5,402

per person

Jul 17 - Jul 21

found 10 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

This luxury lodge features an attached winery, a full-service spa, and 3 restaurants. Business travelers can take advantage of the free WiFi in public areas. Enjoy the outdoor pool and free perks like continental breakfast and free self parking.

Leeu Estates

$3,334

per person

Jul 17 - Jul 21

found 10 hours ago

Roundtrip non-stop flight included

Chicago (ORD) to Cape Town (CPT)

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

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

$47 nightly

$54 total

May 10 - May 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

Asara Wine Estate & Hotel

Polkadraai Road, Stellenbosch Stellenbosch Western Cape

Free Cancellation

Reserve now, pay when you stay

$161 nightly

$187 total

May 6 - May 7

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

$185 nightly

$215 total

May 17 - May 18

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

The Stellenbosch Hotel

Corner of Dorp and Andringa Streets Stellenbosch Western Cape

$139 nightly

$160 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

Clouds Estate

Helshoogte Road Stellenbosch Western Cape

$224 nightly

$260 total

May 24 - May 25

Total with taxes and fees

An attached winery, a full-service spa, and 2 outdoor pools are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and airport shuttle. A restaurant and a bar/lounge offer onsite options for dining and drinks, and laundry facilities are provided.

Pool

Spa

Coopmanhuijs Boutique Hotel

33 Church Street Stellenbosch Western Cape

$161 nightly

$185 total

May 5 - May 6

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

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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

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

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

You can enjoy a tasting or tour at Boschendal Estate during your travels to Franschhoek. While in this quaint 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 $2,327. 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.