Cape Winelands Cheap Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Flight and Cheap hotel deals in Cape Winelands
Price found within the past 48 hours. Click for updated prices.
Cape Finest Guesthouse
Cape Town City Centre
Price was CA $2,489, price is now CA $2,375 per person
CA $2,375
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (57 reviews)
Fabulous boutique hotel ina scenic, historic location with easy access to the best of Cape Town. Beautiful rooms, lovely staff. Highly recommended.
Reviewed on Apr 5, 2025
Cape Cadogan Boutique Hotel
Cape Town City Centre
Price was CA $3,843, price is now CA $3,281 per person
CA $3,281
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22.
We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.
Reviewed on Mar 24, 2026
Zevenwacht Wine Estate
Kuils River
Price was CA $2,497, price is now CA $2,395 per person
CA $2,395
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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 $2,528, price is now CA $2,436 per person
CA $2,436
per person
Aug 14 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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
Southern Sun Cape Town Waterfront
Cape Town City Centre
Price was CA $2,614, price is now CA $2,519 per person
CA $2,519
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
8.8/10 Excellent! (307 reviews)
Great location for CTICC events. Rooms was slightly dated, but staff was helpful and friendly and facilities were generally good.
Reviewed on May 31, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cape Winelands
View all trips5* Cheap holidays in Cape Winelands
Price found within the past 48 hours. Click for updated prices.
Radisson Collection Hotel, Waterfront Cape Town
Sea Point Promenade
Price was CA $2,615, price is now CA $2,555 per person
CA $2,555
per person
Aug 14 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9/10 Wonderful! (521 reviews)
Rooms were clean and spacious and the shuttle to the V&A was a great feature. Breakfast buffet was delicious and extensive. I would definitely stay here again
Reviewed on Jun 10, 2026
Cape Cadogan Boutique Hotel
Cape Town City Centre
Price was CA $3,843, price is now CA $3,281 per person
CA $3,281
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22.
We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.
Reviewed on Mar 24, 2026
The Cellars-Hohenort
Constantia
Price was CA $2,774, price is now CA $2,714 per person
CA $2,714
per person
Aug 14 - Aug 15
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (169 reviews)
The property and grounds are so beautiful. The staff were very helpful. The spa is stand out some of the best therapists and treatments we have ever had.
Reviewed on Mar 31, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cape Winelands
View all trips3 Night Cheap holidays in Cape Winelands
Price found within the past 48 hours. Click for updated prices.
Radisson Collection Hotel, Waterfront Cape Town
Sea Point Promenade
Price was CA $2,615, price is now CA $2,555 per person
CA $2,555
per person
Aug 14 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9/10 Wonderful! (521 reviews)
Rooms were clean and spacious and the shuttle to the V&A was a great feature. Breakfast buffet was delicious and extensive. I would definitely stay here again
Reviewed on Jun 10, 2026
Cape Cadogan Boutique Hotel
Cape Town City Centre
Price was CA $3,023, price is now CA $2,794 per person
CA $2,794
per person
Aug 14 - Aug 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22.
We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.
Reviewed on Mar 24, 2026
The Cellars-Hohenort
Constantia
Price was CA $2,774, price is now CA $2,714 per person
CA $2,714
per person
Aug 14 - Aug 15
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.6/10 Exceptional! (169 reviews)
The property and grounds are so beautiful. The staff were very helpful. The spa is stand out some of the best therapists and treatments we have ever had.
Reviewed on Mar 31, 2026
Don't see what you're looking for?
See all available trips from Columbus to Cape Winelands
View all trips4 Night Cheap holidays in Cape Winelands
Price found within the past 48 hours. Click for updated prices.
Cape Cadogan Boutique Hotel
Cape Town City Centre
Price was CA $3,843, price is now CA $3,281 per person
CA $3,281
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22.
We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.
Reviewed on Mar 24, 2026
Cape Finest Guesthouse
Cape Town City Centre
Price was CA $2,489, price is now CA $2,375 per person
CA $2,375
per person
Aug 23 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Cape Town (CPT)
9.6/10 Exceptional! (57 reviews)
Fabulous boutique hotel ina scenic, historic location with easy access to the best of Cape Town. Beautiful rooms, lovely staff. Highly recommended.
Reviewed on Apr 5, 2025
Don't see what you're looking for?
See all available trips from Columbus to Cape Winelands
View all tripsCheap Hotels in Cape Winelands
Fisherhaven Traveller's Lodge - Hostel
20 China Marais Ave, Fisherhaven Hermanus Western Cape
Stay at this hostel in Hermanus. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Rooisand Nature Reserve and Kleinmond Beach are located ...
10/10 Exceptional! (14 reviews)
"Great hosts Friendly helpful Great communication"
Reviewed on Feb 12, 2026
The surf shack
12 fourie street Hermanus Western Cape
Stay at this hostel in Hermanus. Enjoy free breakfast, free WiFi, and a free beach shuttle. Popular attractions Shopping Centre and Whale Museum are located ...
10/10 Exceptional! (2 reviews)
"Really awesome little surf house and surf school in Hermanus . Sarah the owner really took care of all our needs and organised all our surfing lessons and a very special whale boat trip to see the southern wright whales. The surf house is just a short walk into the town centre along the beautifull ..."
Reviewed on Apr 6, 2024
Trails End Bike Hotel
41 Worcester Street Grabouw Western Cape
Book a stay at this spa hostel in Grabouw. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Oak Valley Estate and Eskom Palmiet Visitor ...
10/10 Exceptional! (15 reviews)
"Amazing stay at TrailsEnd. Perfect for a group. Great pump track and trails! Better signage on mtn bike trails would be helpful! Lots of love and effort going into the trails here."
Reviewed on Jan 4, 2024
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.
Things to do
From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route
CA $40
per adult
100% of travellers recommend
Full Day Afrivista Wine Tours from Stellenbosch
CA $161
per adult
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
