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 $4,200 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.
Kilima Franschhoek

Kilima Franschhoek

CA $2,234
per person
Nov 7 - Nov 13
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
10/10 Exceptional! (2 reviews)
Queen Victoria Hotel & Manor House by NEWMARK

Queen Victoria Hotel & Manor House by NEWMARK

Victoria and Alfred Waterfront
CA $3,717
per person
Nov 7 - Nov 13
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.4/10 Exceptional! (437 reviews)
Breakfests were fine, but the lunches and dinners in the restaurant were not so good.

Reviewed on Aug 27, 2026

Babylonstoren

Babylonstoren

CA $6,794
per person
Nov 7 - Nov 13
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (79 reviews)
Atlantic Palms

Atlantic Palms

Sunset Beach
CA $2,813
per person
Nov 7 - Nov 13
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9/10 Wonderful! (20 reviews)
Very good ocean view overlooking the pool.

Reviewed on Mar 9, 2026

The Log Collective

The Log Collective

CA $3,125
per person
Nov 7 - Nov 13
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.8/10 Exceptional! (39 reviews)
The staff were exceptionally pleasant. The room was very clean and homey. The setting is beautiful. Wonderful place.

Reviewed on Feb 16, 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.

A beach with a cityscape and mountains in the background.

Strand

This relaxed coastal town welcomes visitors with its sweeping beach and surf spots, farmers market, mountain scenery and nature walks.

A coastal scene with waves crashing onto rocks, a distant mountain, and a clear sky.

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.

A coastal town with a mountain backdrop, sandy beach, and clear blue sky.

Gordons Bay Central

While visiting Gordons Bay Central, you might make a stop by sights like Bikini Beach and Cape Floral Region Protected Areas.

A coastal city with a large bay, a mountain range, and a rocky outcrop.

Mountainside

If you're spending some time in Mountainside, Kogelberg Biosphere Reserve and Cape Floral Region Protected Areas are top sights worth seeing.

Ready to book your vacation to Cape Winelands?

Choose your dates

Cape Winelands Hotel Deals

Cultivar Guest Lodge

Cultivar Guest Lodge

Bonniemile Road Off M12 Stellenbosch Western Cape
CA $112
CA $129 total
Sep 22 - Sep 23
includes taxes & fees
9.2/10 Wonderful! (151 reviews)
"Very comfortable. Great breakfast and scenic views. Nicely furnished."

Reviewed on Aug 16, 2026

Cultivar Guest Lodge
Asara Wine Estate & Hotel

Asara Wine Estate & Hotel

Polkadraai Road, Stellenbosch Stellenbosch Western Cape
Fully refundableReserve now, pay when you stay
CA $131
CA $156 total
Oct 18 - Oct 19
includes taxes & fees
9.4/10 Exceptional! (311 reviews)
"thank you!!! All the hospitality we received will never be forgotten."

Reviewed on Sep 7, 2026

Asara Wine Estate & Hotel
One Marine Drive Boutique Hotel

One Marine Drive Boutique Hotel

1 Marine Drive Hermanus Western Cape
Fully refundableReserve now, pay when you stay
CA $187
CA $215 total
Sep 22 - Sep 23
includes taxes & fees
9.6/10 Exceptional! (178 reviews)
"This really is a classy boutique hotel. Well positioned. Beautifully appointed. Friendly and attentive staff. Can't fault it!"

Reviewed on Sep 6, 2026

One Marine Drive Boutique Hotel
See all 2,341 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.

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
A stone monument with a plaque, a rocky shoreline, and the Indian Ocean and Atlantic Ocean.

Cape Agulhas

9.4/10 (38 reviews)
Explore the great outdoors at Cape Agulhas, a lovely green space in L'Agulhas. Stroll along the area's seaside or simply enjoy its restaurants.
See properties
A winding mountain road, a valley with scattered houses, and a range of mountains in the background.

Franschhoek Pass

9.4/10 (84 reviews)
Commune with nature and explore the great outdoors at Franschhoek Pass during your travels in Franschhoek. Discover the mountain views and wineries in this relaxing area.
See properties
A rocky shoreline with rugged mountains in the background.

Kogel Bay Beach

9.6/10 (17 reviews)
Relax on the sand, take part in watersports and barbecue in front of beautiful ocean views at this attractive seaside location.
See properties

De Zalze Golf Club

9.4/10 (9 reviews)
Enjoy a round of golf in Stellenbosch at De Zalze Golf Club. While in this relaxing area, you can savor the wineries.
See properties

Erinvale Golf Club

10.0/10 (3 reviews)
Enjoy a round of golf in Cape Town at Erinvale Golf Club. While you're here, you can savor the wineries.
See properties

Elgin

7.8/10 (14 reviews)
Commune with nature and explore the great outdoors at Elgin during your travels in Grabouw. Wander the gardens and parks while you're in the area.
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 $41
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 $26
per adult
Walking Tour of Stellenbosch
Full Day Afrivista Wine Tours from Stellenbosch

Full Day Afrivista Wine Tours from Stellenbosch

CA $164
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 $2,234, 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.

Explore a world of travel with Expedia

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