Cape Winelands Vacation Packages 2026 from $1,865

Cape Winelands flight + hotel vacation packages

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

Caline VIP Mews

$1,865

per person

May 29 - May 31

found 15 hours ago

Roundtrip flight included

New York (JFK) to Cape Town (CPT)

This guesthouse features an outdoor pool and a poolside bar. A snack bar/deli, dry cleaning, and locker space are also on offer.

Cape Cadogan Boutique Hotel

Cape Town City Centre

$2,485

per person

May 29 - May 31

found 15 hours ago

Roundtrip flight included

New York (JFK) 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

$2,776

per person

May 29 - May 31

found 15 hours ago

Roundtrip flight included

New York (JFK) 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.

Medindi Manor

Mowbray

$1,942

per person

May 29 - May 31

found 15 hours ago

Roundtrip flight included

New York (JFK) to Cape Town (CPT)

This guesthouse doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the express check-out, laundry service, and airport shuttle. Enjoy the outdoor pool and conveniences like a terrace and laundry facilities.

Zevenwacht Wine Estate

Kuils River

$1,904

per person

May 29 - May 31

found 15 hours ago

Roundtrip flight included

New York (JFK) to Cape Town (CPT)

This hotel features a full-service spa and a seasonal outdoor pool. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and airport shuttle. Enjoy the sauna and perks like free self parking.

Top Cape Winelands hotels deals

Southern Sun de Wagen

Aan-de-Wagenweg Stellenbosch Western Cape

Free Cancellation

Reserve now, pay when you stay

$160 nightly

$188 total

Mar 29 - Mar 30

Total with taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like cooked-to-order breakfast and free self parking.

Pool

Breakfast included

Aquila Private Game Reserve & Spa

off the R46 Touws River Western Cape

$309 nightly

$362 total

Apr 22 - Apr 23

Total with taxes and fees

A full-service spa, 2 outdoor pools, and a restaurant are all featured at this lodge. There's fun for all ages with a free kid's club and mini golf, and barbecue grills are available on site. Enjoy the indoor pool and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Whale Coast All Suite Hotel

c/o Lord Roberts & Royal Roads Hermanus Western Cape

$82 nightly

$95 total

Apr 7 - Apr 8

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

Oude Werf Hotel

30 Church Street Stellenbosch Western Cape

$182 nightly

$212 total

Apr 12 - Apr 13

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

Clouds Estate

Helshoogte Road Stellenbosch Western Cape

$192 nightly

$225 total

Apr 1 - Apr 2

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

Boschendal Farm Estate

Pniel Road Franschhoek Western Cape

$400 nightly

$460 total

Apr 2 - Apr 3

Total with taxes and fees

An attached winery, 2 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A coffee shop, a terrace, and a garden are also on offer.

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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.

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.

Magníficas as vinícolas dessa bela região.

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.

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 $1,865. 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.