Cape Winelands Vacation Packages

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Top Cape Winelands Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Cresta Grande Cape Town

Cresta Grande Cape Town

4 out of 5
Cape Town City Centre
Price was CA $2,584, price is now CA $2,282 per person
CA $2,282
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
8.8/10 Excellent! (104 reviews)
Quiet and good location. Breakfast good and friendly staff. Beds comfortable but terrible pillows. Way too large/thick for any woman and no thinner ones available

Reviewed on May 27, 2026

Cape Grace, A Fairmont Managed Hotel

Cape Grace, A Fairmont Managed Hotel

5 out of 5
Victoria and Alfred Waterfront
Price was CA $7,549, price is now CA $6,227 per person
CA $6,227
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.8/10 Exceptional! (154 reviews)
Great location. Great vibe. Great helpful and friendly staff. Sizeable rooms with views to Table Mountain and marina. Also quick and safe access to V/A marina area in evenings. Breakfast was amazing with selection of buffet and à la carte options.

Reviewed on May 29, 2026

The Tree House Boutique Hotel

The Tree House Boutique Hotel

5 out of 5
Cape Town City Centre
Price was CA $3,748, price is now CA $3,128 per person
CA $3,128
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (241 reviews)
If staying in Cape Town, I would highly recommend staying at the Tree House. The rooms are modern and clean, the breakfast is great. However, the real value of this hotel is the staff. You could not ask for a kinder group of people. From the moment you arrive to the time you need to check out, the staff are always checking if there is anything they can help with, or any places they can recommend. That type of atmosphere is very hard to capture and this team do it seamlessly. 100% will return if I am ever in Cape Town.

Reviewed on Jul 24, 2026

Radisson Collection Hotel, Waterfront Cape Town

Radisson Collection Hotel, Waterfront Cape Town

5 out of 5
Mouille Point
Price was CA $4,057, price is now CA $3,398 per person
CA $3,398
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9/10 Wonderful! (528 reviews)

InterContinental Table Bay Cape Town by IHG

InterContinental Table Bay Cape Town by IHG

5 out of 5
Victoria and Alfred Waterfront
Price was CA $5,434, price is now CA $4,745 per person
CA $4,745
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.2/10 Wonderful! (812 reviews)
The room was very clean. Our first room was facing a construction site and was noisy. Upon request, they moved us to a different room. It took them the whole day to get the room ready. The breakfast staff was numerous but slow. There were nice juices, but you need to ask for them. Coffee/tea service was very slow. The breakfast overall was amazing.

Reviewed on Jul 29, 2026

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

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 $504 per night from Aug 25 to Aug 26
CA $504
CA $581 total
Aug 25 - Aug 26
includes taxes & fees
8.2/10 Very good! (204 reviews)
"The WiFi was so bad and the guy who was in the front desk was rude"

Reviewed on Jul 10, 2026

Aquila Private Game Reserve & Spa
The Spier Hotel

The Spier Hotel

4 out of 5
R310 Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $476 per night from Aug 24 to Aug 25
CA $476
CA $547 total
Aug 24 - Aug 25
includes taxes & fees
9.2/10 Wonderful! (581 reviews)
"Amazing Property with Excellent interior design of both rooms and lobby / Restaurant It’s a place detox from the world, Where you wake up to the birds chirping and the sound of the river with beautiful meadows surrounding the resort The only negative experience was the check in staff ☹️"

Reviewed on Jul 25, 2026

The Spier Hotel
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

5 out of 5
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Aug 9 to Aug 10
CA $211
CA $245 total
Aug 9 - Aug 10
includes taxes & fees
9.4/10 Exceptional! (309 reviews)
"top tier staff, excellent at assisting with transport and spa appts. also the wine is phenomenal and we really liked the breakfast. would love to visit again but during summer when it is more lively"

Reviewed on Jul 25, 2026

Asara Wine Estate & Hotel
See all 2,287 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 Wine Tour Southern Route

CA $40
per adult
100% of travellers recommend
From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route
Walking Tour of Stellenbosch

Walking Tour of Stellenbosch

CA $25
per adult
Walking Tour of Stellenbosch
Full Day Afrivista Wine Tours from Stellenbosch

Full Day Afrivista Wine Tours from Stellenbosch

CA $160
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 $2,282, 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.