Cape Winelands Vacation Packages

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Top Cape Winelands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Point B Guest House

Point B Guest House

4 out of 5
Green Point
Price was CA $2,930, price is now CA $2,496 per person
CA $2,496
per person
Dec 16 - Dec 23
just found
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
9/10 Wonderful! (17 reviews)
Gem in Cape Town will definitely stay again - extremely helpfull staff and amazing hospitality

Reviewed on Aug 15, 2026

Hemelberg Guesthouse

Hemelberg Guesthouse

3 out of 5
Price was CA $3,578, price is now CA $3,045 per person
CA $3,045
per person
Dec 16 - Dec 23
just found
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
No reviews

@Franschhoek Hotel

@Franschhoek Hotel

4.5 out of 5
Price was CA $3,739, price is now CA $3,191 per person
CA $3,191
per person
Dec 16 - Dec 23
just found
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (115 reviews)

Urban Elephant 16 on Bree

Urban Elephant 16 on Bree

4 out of 5
Cape Town City Centre
Price was CA $2,928, price is now CA $2,516 per person
CA $2,516
per person
Dec 16 - Dec 23
just found
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
9.4/10 Exceptional! (128 reviews)
We thoroughly enjoyed our stay at Urban Elephant, the location was good and felt safe,

Reviewed on Oct 19, 2026

Bay Reflections - Luxury Serviced Apartments

Bay Reflections - Luxury Serviced Apartments

5 out of 5
Camps Bay
Price was CA $6,876, price is now CA $5,180 per person
CA $5,180
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
10/10 Exceptional! (3 reviews)

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
A tree-lined street with a white building featuring a black door and a statue of a man on the sidewalk.

Stellenbosch Central

1 out of top 10 points of interest in this area

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

Find hotels in Stellenbosch Central

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Cape Winelands Hotel Deals

The Stellenbosch Hotel

The Stellenbosch Hotel

3 out of 5
Corner of Dorp and Andringa Streets Stellenbosch Western Cape
The price is CA $197 per night from Nov 11 to Nov 12
CA $197
CA $229 total
Nov 11 - Nov 12
includes taxes & fees
8.8/10 Excellent! (368 reviews)
"The hotel is very well located, close to restaurants, bars, markets, and shops. The breakfast is excellent, and the staff are helpful, attentive, and very friendly."

Reviewed on Nov 2, 2026

The Stellenbosch Hotel
One Marine Drive Boutique Hotel

One Marine Drive Boutique Hotel

5 out of 5
1 Marine Drive Hermanus Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $219 per night from Nov 17 to Nov 18
CA $219
CA $252 total
Nov 17 - Nov 18
includes taxes & fees
9.6/10 Exceptional! (187 reviews)
"Most supportive, genuine staff! Excellent place, if we were staying longer would have explored the spa. Super short walk to see the water. Breakfast was delicious, cooked to order. Great towels and pillows. Bed was very firm, but more than I prefer. The place was pristine, very impressive. Staff ..."

Reviewed on Oct 23, 2026

One Marine Drive Boutique Hotel
Aquila Private Game Reserve & Spa

Aquila Private Game Reserve & Spa

4 out of 5
off the R46 Touws River Western Cape
The price is CA $516 per night from Dec 3 to Dec 4
CA $516
CA $602 total
Dec 3 - Dec 4
includes taxes & fees
8.4/10 Very good! (228 reviews)
"Everything was absolutely fantastic! The staff, the safari drives, the accommodation and the food was so delicious, with options for any diet. Can't recommend enough and extremely good value for money."

Reviewed on Oct 11, 2026

Aquila Private Game Reserve & Spa
See all 2,326 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.
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Stay near popular Cape Winelands attractions

A well-maintained garden with raised beds, a variety of plants, and a backdrop of tall trees and mountains.

Boschendal Estate

9.4/10 (92 reviews)
Enjoy the delights of the wine grapes, restaurants and majestic lodgings in one of the country’s oldest and most prestigious wineries.
See properties

What to do in Cape Winelands

From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route

From Stellenbosch: Hop-On Hop-Off Southern Route Tour

CA $41
per adult
100% of travellers recommend
From Stellenbosch: Hop-On Hop-Off Southern Route Tour
Walking Tour of Stellenbosch

Walking Tour of Stellenbosch

CA $26
per adult
Walking Tour of Stellenbosch
Full Day Afrivista Wine Tours from Stellenbosch

Full Day Afrivista Wine Tours from Stellenbosch

CA $163
per adult
Full Day Afrivista Wine Tours from Stellenbosch
See all activities in Cape Winelands

Frequently asked questions

How much does a Cape Winelands vacation package cost?
Starting from just CA $2,496, 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.

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