Windermere Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*

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Your Windermere Vacation

The best way to experience this vibrant city is with a customized Windermere vacation package. Stay in the neighborhood of De Waterkant, which is great for cafes, nightlife and shopping or go someplace else — our package deals are all about you. You'll want to do some exploring during your trip to Windermere. Carve out some time for big-name attractions such as University of Cape Town, GrandWest Casino & Entertainment World and Grand West. Stop daydreaming and start doing. Explore the multitude of options on Expedia today and finally put your Windermere vacation plans in motion!

Top Holiday Package Deals in Windermere

Price found within the past 48 hours. Click for updated prices.
Saxenburg Wine Farm

Saxenburg Wine Farm

3.5 out of 5
Price was CA $2,223, price is now CA $2,160 per person
CA $2,160
per person
May 12 - May 16
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Cape Town (CPT)
No reviews
Waters Edge 511

Waters Edge 511

3.5 out of 5
Century City
Price was CA $2,385, price is now CA $2,275 per person
CA $2,275
per person
May 5 - May 11
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
No reviews
The Residences at Crystal Towers

The Residences at Crystal Towers

4 out of 5
Century City
Price was CA $2,368, price is now CA $2,264 per person
CA $2,264
per person
May 5 - May 11
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
8.6/10 Excellent! (150 reviews)
Amazing stay. Cant wait to go back.

Reviewed on Aug 24, 2025

Homestead Villas

Homestead Villas

4 out of 5
Bellville
Price was CA $2,259, price is now CA $2,162 per person
CA $2,162
per person
May 5 - May 11
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9/10 Wonderful! (22 reviews)
Very pleasant staff. Nice and safe environment. Clean swimming pool.

Reviewed on Jan 4, 2019

Excellent Guest House

Excellent Guest House

3.5 out of 5
Bellville
Price was CA $2,232, price is now CA $2,177 per person
CA $2,177
per person
May 5 - May 11
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Cape Town (CPT)
9.8/10 Exceptional! (22 reviews)
The property is phenomenal and well worth teh stay when you are in the area.

Reviewed on May 1, 2025

Where to stay in Windermere

Find the best Windermere areas and neighborhoods for the activities you enjoy most. Learn more about Windermere
Victoria and Alfred Waterfront

Victoria and Alfred Waterfront

1 out of top 10 points of interest in this area

Explore the oldest working harbour in the Southern Hemisphere, offering shopping, dining, and attractions like Battery Park, the 1882 clock tower, and Zeitz MOCAA contemporary art museum.

Find hotels in Victoria and Alfred Waterfront

Windermere Hotel Deals

Taj Cape Town

Taj Cape Town

5 out of 5
1 Wale Street Cape Town Western Cape
The price is CA $261 per night from Apr 24 to Apr 25
CA $261
CA $303 total
Apr 24 - Apr 25
includes taxes & fees
9.4/10 Exceptional! (1,003 reviews)
Clean room, kind staff

Reviewed on Apr 1, 2026

Taj Cape Town
Road Lodge Cape Town International Airport

Road Lodge Cape Town International Airport

3 out of 5
Adjoining BP Service & Filling Station Cape Town Western Cape
The price is CA $75 per night from May 2 to May 3
CA $75
CA $87 total
May 2 - May 3
includes taxes & fees
8.2/10 Very Good! (1,072 reviews)
Left early to get luggage checked in and off to Swiss Air departed at 08:00

Reviewed on Apr 2, 2026

Road Lodge Cape Town International Airport
Hotel Verde Cape Town Airport

Hotel Verde Cape Town Airport

4 out of 5
15 Michigan Street, Airport Industria Cape Town Western Cape
The price is CA $212 per night from May 5 to May 6
CA $212
CA $253 total
May 5 - May 6
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
Thanks. Lovely hotel

Reviewed on Apr 2, 2026

Hotel Verde Cape Town Airport
See all 6,494 properties in Windermere
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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Frequently asked questions

How much does a Windermere vacation package cost?
Get ready to book, because a trip to Windermere starts from an affordable CA $2,160. When you combine your flights, hotels and car rentals into a package, you'll enjoy the biggest bargains.
How do I get a cheap travel package to Windermere?
One of the easiest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we've got them all. Select the combination that best suits you and watch your savings grow. Of course, a package deal is never a one-size-fits-all. That's why we offer more than 550 air carriers and 1,000,000 hotels from all over the world, which lets you customize your Windermere adventure.
Where should I stay in Windermere?
With loads to explore in Windermere, it's a good idea to book a hotel close to its attractions. GrandWest Casino & Entertainment World, Grand West and N1 City Hospital are some good ones to add to your itinerary.
How far in advance should I book my Windermere vacation?
Be rewarded with the biggest variety and the cheapest prices by booking your adventure to Windermere nice and early. Airlines tend to sell flight tickets around 12 months before departure, so start locking things in as soon as you can. That being said, Expedia is dedicated to giving you the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Windermere travel package include?
Packages include hotels, flights and rental cars, but you can mix and match them to create your dream Windermere getaway. You can also add on some activities and experiences once you've made your booking. You're in control! When you combine your bookings with Expedia, you'll enjoy deals you won't find elsewhere.
What should I know before booking a Windermere travel package?
So many places to travel to, so many things to see. With a travel package, you'll be able to tick more of them off your list. Combine your hotels, rental cars and flights and score big savings.
Can I choose my airline with a Windermere Expedia vacation package?
You can, and with over 550 airlines to choose from around the world, you have loads of choice. Scroll through the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Windermere vacation package?
Yes, you can. We understand that life happens, so we're here to help if you have to make changes to your Windermere vacation package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Windermere

Camps Bay Beach

Camps Bay Beach

4.5/5(37 reviews)

See and be seen, admire beautiful sunsets and go hiking in the famous Twelve Apostles at one of Cape Town’s most stylish beaches.

Camps Bay Beach
Table Mountain

Table Mountain

4.5/5(82 reviews)

One of the world’s oldest mountains creates an iconic backdrop to the Cape Town skyline. Climb to the summit for breathtaking views of the surrounding coast.

Table Mountain
Boulders Beach

Boulders Beach

4.5/5(71 reviews)

Get a privileged close-up view of an African penguin colony among the spectacular rock formations at this beach that also offers excellent swimming conditions.

Boulders Beach

Things to do

Cape Town: 1.5-Hour Luxury Sunset Cruise with Prosecco

Cape Town: 1.5-Hour Luxury Sunset Cruise with Prosecco

CA $76
per adult
92% of travellers recommend
Cape Town: 1.5-Hour Luxury Sunset Cruise with Prosecco
Concluding the 2 sessions of the Robben Island tour, conducted by former inmates,Both Bus and Prisons cells tours were much inspiring and much informative.

Robben Island Half Day Tour with Pre-Booked Entry Tickets.

CA $80
per adult
Robben Island Half Day Tour with Pre-Booked Entry Tickets.
Table Mountain, Penguins & Cape Point Small Group Tour Cape Town

Table Mountain, Penguins & Cape Point Small Group Tour Cape Town

CA $75
per adult
94% of travellers recommend
Table Mountain, Penguins & Cape Point Small Group Tour Cape Town
See all activities in Cape Town
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.