A white colonial-style building with a steeply pitched roof, surrounded by lush greenery and a mountainous backdrop.

Cape Winelands Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Cape Winelands Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Jan 1 - Jan 8

    Charles Hope Boutique Hometel + Flight

    Cape Town City Centre
    6 nights
    4.5 star property
    9.4/10 - Exceptional (28 reviews)
    Roundtrip • Montreal (YUL) - Cape Town (CPT)
    YUL - CPT • 2 stops CPT - YUL • 2 stops
    CA $4,619
    CA $4,081
    per traveller
    found 21 hours ago
    Charles Hope Boutique Hometel
  • Jan 1 - Jan 8

    One&Only Cape Town + Flight

    Victoria and Alfred Waterfront
    6 nights
    5.0 star property
    9.6/10 - Exceptional (395 reviews)
    "One of a kind"
    Reviewed October 29, 2026
    Roundtrip • Montreal (YUL) - Cape Town (CPT)
    YUL - CPT • 2 stops CPT - YUL • 2 stops
    CA $13,441
    CA $11,334
    per traveller
    found 21 hours ago
    One&Only Cape Town
  • Jan 1 - Jan 8

    Hippo Boutique Hotel + Flight

    Cape Town City Centre
    6 nights
    4.0 star property
    9.0/10 - Wonderful (413 reviews)
    "The location is excellent - right near Kloof st. The hotel felt very safe. My room was quite large and had nice amenities. However, the property felt more like an upscale hostel than a boutique hotel. There was constantly noise coming from downstairs (music, party sounds, etc). If that wasn't enough, the fumes of fried food from the restaurant below permeated my room. Between the oily smell and the noise, I did not sleep particularly well."
    Reviewed August 10, 2026
    Roundtrip • Montreal (YUL) - Cape Town (CPT)
    YUL - CPT • 2 stops CPT - YUL • 2 stops
    CA $4,747
    CA $4,145
    per traveller
    found 21 hours ago
    Hippo Boutique Hotel
  • Jan 1 - Jan 8

    Neighbourgood Harrington + Flight

    Cape Town City Centre
    6 nights
    4.0 star property
    9.6/10 - Exceptional (125 reviews)
    "The guys at the bottom floor were absolutely amazing! They were so helpful and seemed like they were always looking out for us. The cafe/bar attached to the hotel is awesome and we really enjoyed the room!"
    Reviewed October 24, 2026
    Roundtrip • Montreal (YUL) - Cape Town (CPT)
    YUL - CPT • 2 stops CPT - YUL • 2 stops
    CA $5,361
    CA $4,691
    per traveller
    found 21 hours ago
    Neighbourgood Harrington
  • Jan 1 - Jan 8

    Newkings Boutique Hotel + Flight

    Sea Point
    6 nights
    4.0 star property
    8.8/10 - Excellent (116 reviews)
    "Very central. Great room. Clean. Very comfortable space."
    Reviewed July 3, 2026
    Roundtrip • Montreal (YUL) - Cape Town (CPT)
    YUL - CPT • 2 stops CPT - YUL • 2 stops
    CA $4,946
    CA $4,358
    per traveller
    found 21 hours ago
    Newkings Boutique Hotel

Discover the most popular places to visit in Cape Winelands

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Cape Winelands Hotel Deals

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.

Frequently Asked Questions

How much does a Cape Winelands vacation package cost?

Starting from just CA $4,081, a vacation package is your portal to cheaper travel. Put together your Cape Winelands trip by selecting from our comprehensive range of airfares, hotels and rental cars.

How do I get a cheap travel package to Cape Winelands?

Find flights that suit your schedule, add a hotel room to your booking and watch the savings grow with a Cape Winelands vacation package. It's that simple! From hotels and flights to activities and rental cars, Expedia makes traveling cheaply a cinch. And with more than 550 partner airlines and 1,000,000 hotels around the globe to pick from, you'll never be short of choice.

What are the top hotels in Cape Winelands?

If you'd like to stay in the Century City neighborhood, some top options are The Table Bay Hotel and Hotel Verde Cape Town Airport. Big Bay is another popular Cape Winelands area. We recommend Taj Cape Town or AC Hotel by Marriott Cape Town Waterfront if you prefer this end of town.

How far in advance should I book my Cape Winelands vacation?

The earlier, the better. Air carriers typically advertise flight tickets up to a year ahead of departure, and this is when you can pick up some of the cheapest prices. Just been told you need to take your vacation time next week? No need to worry. Expedia are never short on fantastic deals to send you on the getaway of your dreams, at a price you can afford.

What does an Expedia Cape Winelands travel package include?

That depends on what you want. If you're traveling by yourself, you might decide to bundle hotels and flights. Bringing the whole family to Cape Winelands? A travel package that includes hotels, rental cars and flights might suit you better. Expedia gives you the flexibility and freedom to tailor your travel package.

What should I know before booking a Cape Winelands travel package?

You'll pick up big savings when you bundle your hotels, flights and rental cars into a package. Not just that, booking everything together makes trip planning much easier. So why waste your time or money? Whether you're organizing an upscale romantic escape or a low-cost family break, have a look at our package deals today.

Can I choose my airline with a Cape Winelands Expedia vacation package?

Expedia has access to more than 550 airline partners globally, so you definitely can. Simply choose your preferred air carrier and create the perfect Cape Winelands vacation.

If I'm not able to travel, can I cancel my Cape Winelands vacation package?

It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your Cape Winelands vacation package. If you made your booking in the last 24 hours, you may be eligible for a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal for more information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.