Windermere Vacation Packages

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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.
The Acre by Neighbourgood

The Acre by Neighbourgood

Cape Town City Centre
CA $4,271
per person
Dec 28 - Jan 4
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
No reviews
Mama Shelter Cape Town

Mama Shelter Cape Town

Cape Town City Centre
CA $6,593
per person
Dec 28 - Jan 4
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
No reviews
Protea Hotel by Marriott Cape Town Sea Point

Protea Hotel by Marriott Cape Town Sea Point

Sea Point
CA $5,493
per person
Dec 28 - Jan 4
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
8.2/10 Very good! (309 reviews)
We stayed at Sea Point location for a few days and the front desk and staff were very accommodating. Initially, there was an issue with the breakfast buffet which was supposed to be included; however, management was able to resolve it with the third-party booking party. I really appreciated the concierge at Protea Sea Point. Asa and Aqeela were very efficient and worked well with our group of 5. The Airport Shuttle was a fee, but the service was excellent...I would definitely use this hotel again!

Reviewed on Sep 10, 2026

Sugar Hotel

Sugar Hotel

Cape Town City Centre
CA $5,248
per person
Dec 28 - Jan 4
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9/10 Wonderful! (241 reviews)
Lalapanzi Lodge

Lalapanzi Lodge

Helderberg Rural
CA $4,377
per person
Dec 28 - Jan 4
found 2 hours ago
Roundtrip flight included
Montreal (YUL) to Cape Town (CPT)
9.8/10 Exceptional! (42 reviews)
Wonderful location. Peaceful. Comfortable suite. Staff were very helpful. Excellent service. Would stay again.

Reviewed on Sep 23, 2026

Where to stay in Windermere

Find the best Windermere areas and neighborhoods for the activities you enjoy most. Learn more about Windermere
A marina with boats docked, a large building with a sign reading "Spirit of Victoria," and a wooden dock with a 'Please Keep' sign.

Victoria and Alfred Waterfront

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
A coastal town with rocky shores, a beach, and mountains in the background.

Camps Bay

1 out of top 10 points of interest in this area

Affluent suburb with a picturesque bay, Camps Bay offers a variety of beaches, including the popular Camps Bay Beach and Glen Beach for surfing. Explore the open-air curio market at Koeël Bay and enjoy picnics at Oudekraal, all near hotels, restaurants, and shops.

Find hotels in Camps Bay
A coastal promenade with a beach, a dog, and a runner.

Sea Point

Bring the kids to the playgrounds and cafés in this dynamic, rejuvenated coastal area in the shadow of a mossy mountain.

Find hotels in Sea Point
A multi-story building with a green facade and white trim, labeled "TYNE BUILDINGS."

Cape Town City Centre

2 out of top 10 points of interest in this area

Known for its majestic mountain landscape and popular shops, there's plenty to explore in Cape Town City Centre. Check out top attractions like Cape Town City Hall and Castle of Good Hope, and jump on the metro at Woodstock Station or Esplanade Station to see more of the city.

Find hotels in Cape Town City Centre
A stadium with a circular roof and a brick facade.

Green Point

1 out of top 10 points of interest in this area

Travelers like the cocktail bars in Green Point, and Greenpoint Market is a top attraction you might want to visit.

Find hotels in Green Point

Windermere Hotel Deals

Taj Cape Town

Taj Cape Town

1 Wale Street Cape Town Western Cape
Fully refundableReserve now, pay when you stay
CA $253
CA $294 total
Oct 30 - Oct 31
includes taxes & fees
Taj Cape Town
The Rockefeller Hotel by NEWMARK

The Rockefeller Hotel by NEWMARK

12 Christiaan Barnard St Cape Town Western Cape
CA $147
CA $173 total
Nov 10 - Nov 11
includes taxes & fees
The Rockefeller Hotel by NEWMARK
Hotel Verde Cape Town Airport

Hotel Verde Cape Town Airport

15 Michigan Street, Airport Industria Cape Town Western Cape
CA $263
CA $303 total
Oct 26 - Oct 27
includes taxes & fees
9.6/10 Exceptional! (1,002 reviews)
"Really very good for an airport hotel. Super-friendly staff and good facilities. Very reasonable price too. Just five minutes from the airport via the free shuttle bus (10 past and 40 past the hour from the airport)."

Reviewed on Oct 18, 2026

Hotel Verde Cape Town Airport
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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 $4,271. 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.

Things to do

Cape Town: Boulders Beach & Cape Point Full-Day with Meals

Cape Town: Penguins & Cape of Good Hope Day Tour with Pickup

CA $41
per adult
Cape Town: Penguins & Cape of Good Hope Day Tour with Pickup
Cape Town: Table Mountain, Cape Point, & Penguins Group Tour

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

CA $87
per adult
100% of travellers recommend
Cape Town: Table Mountain, Cape Point, & Penguins Group Tour
Cape Town: Half-Day City Tour

Cape Town Uncovered : Half-Day City Tour and Table Mountain

CA $73
per adult
84% of travellers recommend
Cape Town Uncovered : Half-Day City Tour and Table Mountain
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.