Title: Cape Winelands Vacation Packages & Trips 2026 from CA $1,753 | Expedia.ca [Cape Winelands Travel Guide](https://expedia.ca/Cape-Winelands.dx6051525)[Hotels in Cape Winelands](https://expedia.ca/Cape-Winelands-Hotels.d6051525.Travel-Guide-Hotels)[Vacation Rentals in Cape Winelands](https://expedia.ca/Cape-Winelands-Vacation-Rentals.d6051525.Travel-Guide-VacationRentals)[Flights to Cape Winelands](https://expedia.ca/Cheap-Flights-To-Cape-Winelands.d6051525.Travel-Guide-Flights)[Things to do in Cape Winelands](https://expedia.ca/Things-To-Do-In-Cape-Winelands.d6051525.Travel-Guide-Activities)[Cape Winelands Car Rentals](https://expedia.ca/Car-Rentals-In-Cape-Winelands.d6051525.Car-Rental-Guide) ![](https://images.trvl-media.com/place/6066821/a094678c-4d53-414f-93a9-29f23e17bdd9.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Cape Winelands Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Cape Winelands Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Urban Elephant Express The Flamingo](https://images.trvl-media.com/lodging/114000000/113260000/113257500/113257442/66935f2b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Urban Elephant Express The Flamingo Sea Point CA $1,753 per person Feb 2 - Feb 7 found 3 hours ago Roundtrip non-stop flight included Toronto (YTO) to Cape Town (CPT) No reviews It was a fine stay. Value for money. The shower is great with strong water pressure. Will stay again if i ever visit again. Reviewed on Dec 6, 2025 ![O' Two Hotel](https://images.trvl-media.com/lodging/46000000/45870000/45862400/45862303/0aad2e6d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### O' Two Hotel Sea Point Promenade CA $2,218 per person Feb 20 - Feb 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Cape Town (CPT) 9.6/10 Exceptional! (55 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 ![One&Only Cape Town](https://images.trvl-media.com/lodging/3000000/2450000/2442800/2442736/w3840h2557x0y3-e3929b14_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### One&Only Cape Town Victoria and Alfred Waterfront CA $4,542 per person Feb 20 - Feb 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Cape Town (CPT) 9.6/10 Exceptional! (366 reviews) The most amazing hotel. Beyond amazing Reviewed on Nov 26, 2025 ![Nova Constantia Boutique Residence](https://images.trvl-media.com/lodging/3000000/2820000/2814500/2814447/37a4b84f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Nova Constantia Boutique Residence Constantia CA $2,604 per person Feb 2 - Feb 7 found 3 hours ago Roundtrip non-stop flight included Toronto (YTO) to Cape Town (CPT) 9.6/10 Exceptional! (89 reviews) Perfect location, beautiful accommodation and a very helpful host. Strongly recommended. Reviewed on Dec 2, 2025 ![Taj Cape Town](https://images.trvl-media.com/lodging/4000000/3020000/3016400/3016361/457d7663_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Taj Cape Town Cape Town City Centre CA $2,043 per person Feb 20 - Feb 24 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Cape Town (CPT) 9.4/10 Exceptional! (1,002 reviews) Excellent room and breakfast. Friendly staff and a beautiful hotel Reviewed on Dec 15, 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](https://expedia.ca/Cape-Winelands.dx6051525) ![Stellenbosch which includes landscape views, farmland and mountains](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/56000/56906-Western-Cape.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### 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 hotel + flight trips in Stellenbosch Central](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Stellenbosch%20Central&DestID=553248635974587469&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Strand showing a beach, a city and a coastal town](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/177000/177767-Strand.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Strand This relaxed coastal town welcomes visitors with its sweeping beach and surf spots, farmers market, mountain scenery and nature walks. [Find hotel + flight trips in Strand](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Strand&DestID=6051422&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Melkbosstrand You'll enjoy the beaches and golf courses in Melkbosstrand. You might want to make time for a stop at Atlantic Beach Golf Club or Melkbosstrand Library. [Find hotel + flight trips in Melkbosstrand](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Melkbosstrand&DestID=6053334&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Raithby Gardens and restaurants are some noteworthy features of Raithby. Make a stop by Eikendal Winery while you're visiting, and jump aboard the metro at Firgrove Station to get around town. [Find hotel + flight trips in Raithby](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Raithby&DestID=6051423&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Die Boord 4/5(1 area review) If you're looking for some top things to see and do in Die Boord and surrounding area, you can visit Dorp Street and Stellenbosch Golf Club. [Find hotel + flight trips in Die Boord](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Die%20Boord&DestID=553248635976383878&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Cape Winelands? Choose your dates ## Cape Winelands Hotel Deals ![Whale Coast All Suite Hotel](https://images.trvl-media.com/lodging/6000000/5610000/5608900/5608801/2e74dec6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Whale Coast All Suite Hotel c/o Lord Roberts & Royal Roads Hermanus Western Cape Fully refundableReserve now, pay when you stay CA $172 CA $198 total Dec 18 - Dec 19 includes taxes & fees 9/10 Wonderful! (241 reviews) Room clean, staff very friendly and helpful. Location very convenient- could safely walk everywhere in town. We did have a problem with our air conditioner, causing us to move to another room the next day, which was a bit inconvenient, but overall, a good experience. Can recommend this to families ... Reviewed on Dec 4, 2025 [](https://expedia.ca/Hotel-Search?startDate=18%2F12%2F2025&endDate=19%2F12%2F2025&selected=5608801&PinnedHotelID=5608801&HadPinnedHotel=true®ionId=6051525) ![Boschendal Farm Estate](https://images.trvl-media.com/lodging/16000000/15430000/15426100/15426059/053ee01c_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Boschendal Farm Estate Pniel Road Franschhoek Western Cape CA $670 CA $778 total Dec 17 - Dec 18 includes taxes & fees 9.4/10 Exceptional! (154 reviews) Everything about Boschendal was fantastic. Full stop. If you doubt this review, Boschendal is not for you. More than full marks. Reviewed on Dec 12, 2025 [](https://expedia.ca/Hotel-Search?startDate=17%2F12%2F2025&endDate=18%2F12%2F2025&selected=15426059&PinnedHotelID=15426059&HadPinnedHotel=true®ionId=6051525) ![De Zalze Lodge](https://images.trvl-media.com/lodging/2000000/1760000/1753000/1752930/5b390b92_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### De Zalze Lodge Strand Road R44 Stellenbosch Western Cape CA $253 CA $291 total Dec 20 - Dec 21 includes taxes & fees 8.6/10 Excellent! (163 reviews) The whole setup room breakfast service friendliness plus amazing golf course and clubhouse. Can’t go wrong there if a golfer. Reviewed on Jun 20, 2025 [](https://expedia.ca/Hotel-Search?startDate=20%2F12%2F2025&endDate=21%2F12%2F2025&selected=1752930&PinnedHotelID=1752930&HadPinnedHotel=true®ionId=6051525) [See all 2,152 properties in Cape Winelands](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=17%2F12%2F2025&endDate=18%2F12%2F2025®ionId=6051525) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Cape Winelands ![Spier Wine Estate](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/198000/198729-Spier-Wine-Estate.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### 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. [](https://expedia.ca/Spier-Wine-Estate-Cape-Town.d6168399.Vacation-Attraction) ![Boschendal Estate featuring drinks or beverages](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/199000/199165-Boschendal-Estate.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Boschendal Estate Enjoy the delights of the wine grapes, restaurants and majestic lodgings in one of the country’s oldest and most prestigious wineries. [](https://expedia.ca/Boschendal-Estate-Cape-Town.d6066821.Vacation-Attraction) ![Franschhoek Wine Tram](https://mediaim.expedia.com/destination/2/6630e0533b46ae470a09230466f78b55.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Franschhoek Wine Tram Enjoy an outing to Franschhoek Wine Tram during your stay in Franschhoek. While in this romantic area, you can savor the wineries. [](https://expedia.ca/Franschhoek-Wine-Tram-Cape-Town.d553248621562820549.Vacation-Attraction) ### What to do in Cape Winelands ![From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route](https://mediaim.expedia.com/localexpert/4850403/c06e3ebf-57b3-4ae9-90b9-01725b03f79a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### From Stellenbosch: Hop-On Hop-Off Wine Tour Southern Route CA $39 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/from-stellenbosch-hop-on-hop-off-wine-tour-southern-route.a4850403.activity-details) ![Full Day Afrivista Wine Tours from Stellenbosch ](https://mediaim.expedia.com/localexpert/1043020/ceb96852-e4df-4a87-85b5-9233eaa58d41.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Full Day Afrivista Wine Tours from Stellenbosch CA $126 per adult [](https://expedia.ca/things-to-do/full-day-afrivista-wine-tours-from-stellenbosch.a1043020.activity-details) ![Stellenbosch on Foot](https://mediaim.expedia.com/localexpert/693729/ed662d18-180b-4d02-bde7-170050d13fac.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Walking Tour of Stellenbosch CA $23 per adult [](https://expedia.ca/things-to-do/walking-tour-of-stellenbosch.a693729.activity-details) [See all activities in Cape Winelands](https://expedia.ca/things-to-do/search?rid=6051525) ## Explore a world of travel with Expedia - 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[Caledon Vacation Rentals ](https://www.expedia.ca/Caledon-Vacation-Rentals.d6056357.Travel-Guide-VacationRentals) - [Things to do in Bonnievale ](https://www.expedia.ca/Things-To-Do-In-Bonnievale.d3000000507.Travel-Guide-Activities) - [Things to do in Caledon ](https://www.expedia.ca/Things-To-Do-In-Caledon.d6056357.Travel-Guide-Activities) - [Things to do in Stanford ](https://www.expedia.ca/Things-To-Do-In-Stanford.d6280034.Travel-Guide-Activities) - [Things to do in Swellendam ](https://www.expedia.ca/Things-To-Do-In-Swellendam.d6051003.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. 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