Cape Winelands Vacations from $1,473

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The Latest Cape Winelands vacation packages

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

@Franschhoek Hotel

3.5 out of 5
per person
Oct 1 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Cape Town (CPT)
9.4/10 Exceptional! (44 reviews)
Everyone made us feel very welcome. We had one small issue at the start and it was quickly taken care of.

Reviewed on Apr 17, 2025

21 Nettleton

21 Nettleton

5 out of 5
Clifton
per person
Aug 28 - Aug 31
found 9 hours ago
Roundtrip non-stop flight included
New York (JFK) to Cape Town (CPT)
10/10 Exceptional! (12 reviews)
A great experience. This is a house turned to Hotel. It was a unique experience and a quite pleasant one. The location and the views are incredible. The service was very customizable and personal. And the hotel it’s self is an art gallery. I recommend.

Reviewed on Mar 2, 2025

The Bungalow by Raw Africa Collection

The Bungalow by Raw Africa Collection

4 out of 5
per person
Oct 5 - Oct 11
found 4 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Cape Town (CPT)
9/10 Wonderful! (23 reviews)
The Old Rectory

The Old Rectory

3.5 out of 5
per person
Oct 5 - Oct 11
found 4 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Cape Town (CPT)
10/10 Exceptional! (28 reviews)
Sky Villa Boutique Hotel by Raw Africa Collection

Sky Villa Boutique Hotel by Raw Africa Collection

5 out of 5
per person
Oct 5 - Oct 11
found 4 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Cape Town (CPT)
9.6/10 Exceptional! (92 reviews)
This place is an absolute gem! My husband and I truly enjoyed this venue for our last few days in Plettenburg Baii! The venue is absolutely beautiful but I can say that this place wouldn’t be as beautiful as it was without the great staff. The service given was superb and it truly felt like home being there!

Reviewed on Jan 22, 2025

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Where to stay in Cape Winelands

Find the best Cape Winelands areas and neighborhoods for the activities you enjoy most. Learn more about Cape Winelands
Stellenbosch showing mountains, landscape views and farmland

Stellenbosch Central

1 out of top 10 points of interest in this area
4.5/5(31 area reviews)

If you're spending some time in Stellenbosch Central, Fick House and Dorp Street are top sights worth seeing.

Find hotels in Stellenbosch Central

Discover the most popular places to visit in Cape Winelands

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.

Stellenbosch University
Spier Wine Estate

Spier Wine Estate

4.5/5(15 reviews)

Enjoy food, wine and art and experience the majesty of birds of prey at one of the oldest wineries in South Africa.

Spier Wine Estate
Wine Tour

Franschhoek Wine Tram

4.5/5(20 reviews)

Enjoy an outing to Franschhoek Wine Tram during your stay in Franschhoek. While in this relaxing area, you can savor the wineries.

Franschhoek Wine Tram

What to do in Cape Winelands

Franschhoek wine Tram & Stellenbosch Town Full day tour

Franschhoek wine Tram & Stellenbosch Town Full day tour

$72
per adult
100% of travellers recommend
Franschhoek wine Tram & Stellenbosch Town Full day tour
Stellenbosch: Eastern Route Hop-On Hop-Off Wine Tour

Stellenbosch: Eastern Route Hop-On Hop-Off Wine Tour

$26
per adult
Stellenbosch: Eastern Route Hop-On Hop-Off Wine Tour
Stellenbosch: Wine Tasting Safari

Stellenbosch North Guided Wine Safari (Tastings Excluded)

$35
per adult
Stellenbosch North Guided Wine Safari (Tastings Excluded)
See all activities in Cape Winelands

Cape Winelands Hotel Deals

Whale Coast All Suite Hotel
Whale Coast All Suite Hotel
4 out of 5
c/o Lord Roberts & Royal Roads, Hermanus, Western Cape
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $71 total per night from Jul 23 to Jul 24
$71 total
Jul 23 - Jul 24
Total includes taxes and fees
9/10 Wonderful! (232 reviews)
"Excellent staff, service and location."

Reviewed on Jul 3, 2025

Whale Coast All Suite Hotel
Boschendal Farm Estate
Boschendal Farm Estate
4.5 out of 5
Pniel Road, Groot Drakenstein, Franschhoek, Western Cape
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (135 reviews)
"Absolutely spectacular — our favorite stay in South Africa! This has been by far the most spectacular place we stayed during our trip to South Africa. The customer service was incredible — every member of the team at Boschendal Farms made us feel so welcome. Our kids loved the day camps at the Tree ..."

Reviewed on Jul 3, 2025

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Boschendal Farm Estate
Oude Werf Hotel
Oude Werf Hotel
4 out of 5
30 Church Street, Stellenbosch, Western Cape
$141 nightly
The price is $164 total per night from Aug 12 to Aug 13
$164 total
Aug 12 - Aug 13
Total includes taxes and fees
9.2/10 Wonderful! (339 reviews)
"Amazing hotel with such great history and aesthetics. Without a doubt the best hotel in Stellenbosch."

Reviewed on May 8, 2025

Oude Werf Hotel
See all 2,137 properties in Cape Winelands
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.

Find the Best Cape Winelands Vacation Packages

Cape Winelands Essential Information

Language
Afrikaans
Currency
South African rands
Closest Airport
Cape Town Intl. Airport (CPT)

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Frequently asked questions

How much does a Cape Winelands vacation package cost?
Offering great value package deals from $1,473 on Expedia, you'll be thrilled with how little a vacation to Cape Winelands costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Cape Winelands?
You can typically find lower prices and better availability in April, November and December. Check out our cheap Cape Winelands vacation packages and you could get some great off-season discounts.
How many days is enough for Cape Winelands?
The ideal duration of your Cape Winelands vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to hit all the top attractions and explore some hidden treasures along the way.
How to find the best Cape Winelands package deals?
Begin your search for a Cape Winelands package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Cape Winelands package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cape Winelands adventure underway.
Is it cheaper to book a Cape Winelands vacation as a package?
You can enjoy significant savings on your Cape Winelands retreat by booking a customized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Cape Winelands?
If you've got your Cape Winelands vacation dates confirmed, book early to bag some terrific deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for traveling on a whim.
How to plan a trip to Cape Winelands?

  1. Choose your travel dates: What you want to do in Cape Winelands and your preferred season can help you decide when to go.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will probably be the biggest expense during your trip to Cape Winelands.
  3. Use Expedia's trip planning tool to explore Cape Winelands: Research every aspect of your trip to Cape Winelands with this comprehensive planner. Invite your friends and family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Think about how long you want to spend discovering Cape Winelands. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  5. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the ideal Cape Winelands vacation package for you.
  6. Book any activities or day trips: Now to the fun part --- organizing everything you want to do and see. Browse some of the incredible things to do in Cape Winelands and book your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Cape Winelands vacation packages?
If you're anything like us, you love going away but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the overall cost of your Cape Winelands break across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.