Cape Winelands Vacation Packages 2026 from $2,781

Cape Winelands flight + hotel vacation packages

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

Bliss Boutique Hotel

Sunset Beach

$2,781

per person

Aug 8 - Aug 14

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Cape Town (CPT)

This guesthouse features a restaurant, an outdoor pool, and a bar/lounge. Families will appreciate the children's pool, onsite laundry facilities, and babysitting. Enjoy the a rooftop terrace and free perks like cooked-to-order breakfast and valet parking.

21 Nettleton

Clifton

Save 100% on your flight

$6,165

per person

Aug 8 - Aug 14

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Cape Town (CPT)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and free perks like full breakfast and free self parking. You'll appreciate the area shuttle, business center, and free WiFi in public areas.

Cape Grace, A Fairmont Managed Hotel

Victoria and Alfred Waterfront

$7,527

per person

Aug 8 - Aug 14

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Cape Town (CPT)

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like English breakfast and valet parking.

Colona Castle

Muizenberg

$2,953

per person

Aug 8 - Aug 14

found 1 day ago

Roundtrip flight included

Baltimore (BWI) to Cape Town (CPT)

This luxury country house features a full-service spa, a water park, and a restaurant. Bring the family and enjoy the mini golf, children's pool, and waterslide. Enjoy the outdoor pool and free perks like English breakfast and valet parking.

Radisson Collection Hotel, Waterfront Cape Town

Sea Point Promenade

$3,026

per person

Aug 8 - Aug 14

found 1 day ago

Roundtrip flight included

Baltimore (BWI) 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.

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

$76 nightly

$88 total

Jun 26 - Jun 27

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

$210 total

Jul 20 - Jul 21

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 Spier Hotel

R310 Stellenbosch Stellenbosch Western Cape

Free Cancellation

Reserve now, pay when you stay

$341 nightly

$392 total

Jun 22 - Jun 23

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

Aquila Private Game Reserve & Spa

off the R46 Touws River Western Cape

$339 nightly

$394 total

Jun 26 - Jun 27

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

Cultivar Guest Lodge

Bonniemile Road Off M12 Stellenbosch Western Cape

$77 nightly

$88 total

Jun 22 - Jun 23

Total with taxes and fees

An attached winery and 2 outdoor pools are some of this guesthouse's featured amenities. Families will appreciate the playground and onsite laundry facilities. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Asara Wine Estate & Hotel

Polkadraai Road, Stellenbosch Stellenbosch Western Cape

Free Cancellation

Reserve now, pay when you stay

$114 nightly

$133 total

Jun 23 - Jun 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

Don't see what you're looking for?

See all available properties in Cape Winelands

View all properties

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.

Boschendal Estate

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.

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.

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 $2,781. 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.