Cape Winelands Vacation Packages

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Top Cape Winelands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Charles Hope Cape Town

Charles Hope Cape Town

4 out of 5
Cape Town City Centre
Price was CA $2,113, price is now CA $1,629 per person
CA $1,629
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
No reviews
Neighbourgood Harrington

Neighbourgood Harrington

4 out of 5
Cape Town City Centre
Price was CA $4,364, price is now CA $1,975 per person
CA $1,975
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (51 reviews)
The staff was helpful and the rooms were spacious and clean.

Reviewed on May 6, 2025

O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
Price was CA $3,613, price is now CA $2,412 per person
CA $2,412
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (47 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

The Halyard Apartments

The Halyard Apartments

4.5 out of 5
Cape Town City Centre
Price was CA $2,607, price is now CA $2,114 per person
CA $2,114
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
No reviews
Glen Avon Lodge Boutique Hotel

Glen Avon Lodge Boutique Hotel

5 out of 5
Constantia
Price was CA $2,645, price is now CA $2,173 per person
CA $2,173
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (21 reviews)
Lovely people making us feel so at home... Excellent chef Solomon - dinners were a 5 star event! Nice comfortable suite with pleasing gardens well cared for by gardener Nixon. Nothing was too much trouble for Lisa in reception and the lovely waitresses Ashley and Beauty

Reviewed on Mar. 18, 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
5/5(15 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

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Cape Winelands Hotel Deals

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 $256 per night from Aug 25 to Aug 26
CA $256
CA $297 total
Aug 25 - Aug 26
includes taxes & fees
9.4/10 Exceptional! (142 reviews)
"Just wonderful! We loved staying in the farmhouse. The farm is great and beautiful. The staff are so helpful and kind. We loved every minute of our stay."

Reviewed on Aug. 19, 2025

Boschendal Farm Estate
The Stellenbosch Hotel

The Stellenbosch Hotel

3 out of 5
Corner of Dorp and Andringa Streets, Stellenbosch, Western Cape
The price is CA $138 per night from Aug 30 to Aug 31
CA $138
CA $158 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (322 reviews)
"Loved it. Whole staff helpful, amazing breakfast. Blueberry muffins were excellent!"

Reviewed on Jun. 26, 2025

The Stellenbosch Hotel
Lord Charles Hotel, Somerset West, a Tribute Portfolio Hotel

Lord Charles Hotel, Somerset West, a Tribute Portfolio Hotel

4 out of 5
Corner Main Road (M9) & Broadway Blvd, R44, Somerset West, Cape Town, Western Cape
The price is CA $133 per night from Aug 23 to Aug 24
CA $133
CA $155 total
Aug 23 - Aug 24
includes taxes & fees
8.4/10 Very Good! (42 reviews)
An Island of Peace and Quiet Surrounded by Gardens
"A wonderful location, friendly staff, a great pub, and a delicious breakfast!!"

Reviewed on Aug. 5, 2025

Lord Charles Hotel, Somerset West, a Tribute Portfolio Hotel
See all 2,121 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
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Discover the most popular places to visit in Cape Winelands

Spier Wine Estate

Spier Wine Estate

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

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

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 $102
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 $587
per adult
Hot Air Balloon in Stellenbosch
Stellenbosch: Wine Tasting Safari

Stellenbosch North Guided Wine Safari (Tastings Excluded)

CA $58
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 $1,629, 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.