Cape Winelands Vacation Packages

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Top Cape Winelands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (43 reviews)
Cute boutique. Lobby smelled great. Jug of ice cold water flavored with lemon or cucumbers or strawberries, nice touch. Great decor. Staff friendly and receptive and helpful. The room although small had great windows, view of golf course. Terrace view of ocean. Shower very hot which was outstanding. . Thin walls could hear shower next door. Terrace close together could smell smoke from room next door. Would prefer no smoking Period.

Reviewed on Jul. 13, 2025

21 Nettleton

21 Nettleton

5 out of 5
Clifton
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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

One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Save 100% on your flight
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (359 reviews)
Overall service was enthusiastic and friendly. Breakfast was excellent but had a disappointing meal at Nobu. Facilities showing its age and could do with an update. Neighborhood was safe and nice restaurants within walking distance. There are probably better options at this price point.

Reviewed on Jul. 1, 2025

Steenberg Hotel & Spa

Steenberg Hotel & Spa

5 out of 5
Steenberg Estate
per person
Aug 31 - Sep 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (152 reviews)
Staff and service were excellent. Beautiful rooms

Reviewed on May 20, 2025

President Hotel

President Hotel

4 out of 5
Sea Point
per person
Aug 21 - Aug 27
found 8 hours ago
Roundtrip flight included
Edmonton (YEG) to Cape Town (CPT)
8.6/10 Excellent! (671 reviews)
Amazing place to stay for family

Reviewed on Jun. 14, 2025

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 which includes landscape views, farmland and mountains

Stellenbosch Central

1 out of top 10 points of interest in this area

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

Find hotels in Stellenbosch Central

Ready to book your vacation to Cape Winelands?

 

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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
The price is CA $86 per night from Jul 23 to Jul 24
CA $86
CA $99 total
Jul 23 - Jul 24
includes taxes & 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
The price is CA $240 per night from Jul 24 to Jul 25
CA $240
CA $281 total
Jul 24 - Jul 25
includes taxes & fees
9.4/10 Exceptional! (137 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

Boschendal Farm Estate
Oude Werf Hotel

Oude Werf Hotel

4 out of 5
30 Church Street, Stellenbosch, Western Cape
The price is CA $189 per night from Aug 2 to Aug 3
CA $189
CA $221 total
Aug 2 - Aug 3
includes taxes & 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 2,139 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Cape Winelands

Spier Wine Estate

Spier Wine Estate

4.5/5(5 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
Franschhoek Wine Tram

Franschhoek Wine Tram

4/5(5 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
Boschendal Estate featuring drinks or beverages

Boschendal Estate

5/5(1 review)

Enjoy the delights of the wine grapes, restaurants and majestic lodgings in one of the country’s oldest and most prestigious wineries.

Boschendal Estate

What to do in Cape Winelands

Franschhoek wine Tram & Stellenbosch Town Full day tour

Franschhoek wine Tram & Stellenbosch Town Full day tour

CA $101
per adult
100% of travellers recommend
Franschhoek wine Tram & Stellenbosch Town Full day tour
Private Hot Air Balloon Tour in Stellenbosch

Hot Air Balloon in Stellenbosch

CA $578
per adult
Hot Air Balloon in Stellenbosch
Stellenbosch: Wine Tasting Safari

Stellenbosch North Guided Wine Safari (Tastings Excluded)

CA $48
per adult
Stellenbosch North Guided Wine Safari (Tastings Excluded)
See all activities in Cape Winelands

Frequently asked questions

How much does a Cape Winelands vacation package cost?
Starting from just CA $2,568, 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.