Cape Winelands Vacation Packages
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Top Cape Winelands Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Urban Elephant The Rose
Cape Town City Centre
Price was CA $956, price is now CA $665 per person
CA $665
per person
Jun 14 - Jun 21
just found
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.8/10 Exceptional! (21 reviews)
Suite 406 was our gorgeous oasis in Cape Town Kenny is a friendly, generous gentleman who helped us every step of the way! The Urban Elephant @ The Rose is highly recommended by us!
Reviewed on Apr 6, 2026
Taj Cape Town
Cape Town City Centre
Price was CA $1,507, price is now CA $1,201 per person
CA $1,201
per person
Jun 14 - Jun 21
just found
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.4/10 Exceptional! (1,002 reviews)
The hotel is very well located, with great views of Table Mountain and shopping areas nearby. The hotel staff was excellent, and the restaurant and breakfast exceeded expectations. Overall, I highly recommend this hotel to anyone.
Reviewed on May 9, 2026
Zevenwacht Wine Estate
Kuils River
Price was CA $1,077, price is now CA $865 per person
CA $865
per person
Jun 14 - Jun 21
just found
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
8.4/10 Very Good! (22 reviews)
Very roomy cottage, staff is nice. Breakfast is great. Cleaning crew did an excellent job of cleaning the cottage. Only issue was no air-conditioning.
Reviewed on Dec 27, 2025
Wild Olive Guest House
Claremont
Price was CA $1,106, price is now CA $931 per person
CA $931
per person
Jun 14 - Jun 21
just found
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.6/10 Exceptional! (92 reviews)
We thoroughly enjoyed every minute and every aspect of our stay at the Wild Olive. The food was amazing and the staff genuinely friendly and kind. You'll not regret the decision to spend your holiday here!
Reviewed on Nov 14, 2025
Medindi Manor
Mowbray
Price was CA $1,173, price is now CA $992 per person
CA $992
per person
Jun 14 - Jun 21
just found
Roundtrip flight included
Johannesburg (JNB) to Cape Town (CPT)
9.8/10 Exceptional! (34 reviews)
I cannot begin to express the level of hospitality the staff has spills upon me. They were thorough, kind, informative and I’ve already recommended them to friends and relatives who will be making their way to Cape Town within the next month or so.
Reviewed on Mar 23, 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
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, Stellenbosch Town Hall and Dorp Street are top sights worth seeing.
Cape Winelands Hotel Deals
Asara Wine Estate & Hotel
Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $220 per night from Jun 1 to Jun 2
CA $220
CA $259 total
Jun 1 - Jun 2
includes taxes & fees
Whale Coast All Suite Hotel
c/o Lord Roberts & Royal Roads Hermanus Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from May 18 to May 19
CA $82
CA $95 total
May 18 - May 19
includes taxes & fees
9.2/10 Wonderful! (254 reviews)
very spacious, just next to the beach. big supermarkets are nearby, easy to park your car as well
Reviewed on Apr 30, 2026
The Stellenbosch Hotel
Corner of Dorp and Andringa Streets Stellenbosch Western Cape
The price is CA $198 per night from May 23 to May 24
CA $198
CA $227 total
May 23 - May 24
includes taxes & fees
8.8/10 Excellent! (359 reviews)
Fantastic breakfast and excellent location!
Reviewed on May 9, 2026
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.
Discover the most popular places to visit in Cape Winelands
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.
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.
Franschhoek Wine Tram
4/5(5 reviews)
Enjoy an outing to Franschhoek Wine Tram during your stay in Franschhoek. While in this quaint area, you can savor the wineries.
What to do in Cape Winelands
From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route
CA $40
per adult
100% of travellers recommend
STELLENBOSCH : DWARSRIVIER DUIWELS KLOOF HIKE
CA $83
per adult
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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.
