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.
Charles Hope Cape Town

Charles Hope Cape Town

4 out of 5
Cape Town City Centre
Price was CA $2,243, price is now CA $1,806 per person
CA $1,806
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Cape Town (CPT)
10/10 Exceptional! (2 reviews)
From the great staff in the restaurant and front desk , to amazing housekeeping I was amazed by the great service ! The location is central to everything you could want in Cape Town. I found this to be a perfect stay for my needs !

Reviewed on Jan 26, 2026

The Cellars-Hohenort

The Cellars-Hohenort

5 out of 5
Constantia
Price was CA $5,186, price is now CA $3,893 per person
CA $3,893
per person
Apr 16 - Apr 22
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (154 reviews)
What a place! Everything is fabulous and the staff are exceptional. This was our 6th visit to the Cellars and it won’t be our last. The beautiful gardens together with the stylish interiors make for a luxurious and relaxing stay. The restaurant food is delicious too, what’s not to like?

Reviewed on Feb 6, 2026

Cape Heritage Hotel

Cape Heritage Hotel

4 out of 5
Cape Town City Centre
Price was CA $2,402, price is now CA $1,914 per person
CA $1,914
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Cape Town (CPT)
9.8/10 Exceptional! (291 reviews)
Great location for discovering Cape Town.

Reviewed on Oct 27, 2025

O' Two Hotel

O' Two Hotel

4 out of 5
Sea Point Promenade
Price was CA $3,450, price is now CA $2,757 per person
CA $2,757
per person
Apr 30 - May 6
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Cape Town (CPT)
9.6/10 Exceptional! (55 reviews)
excellent location, clean rooms, friendly staff

Reviewed on Feb 11, 2026

One&Only Cape Town

One&Only Cape Town

5 out of 5
Victoria and Alfred Waterfront
Price was CA $7,062, price is now CA $5,685 per person
CA $5,685
per person
Apr 21 - Apr 27
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Cape Town (CPT)
9.6/10 Exceptional! (366 reviews)
The most amazing hotel. Beyond amazing

Reviewed on Nov 26, 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 which includes a marina

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

Windermere Hotel Deals

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 $80 per night from Mar 1 to Mar 2
CA $80
CA $93 total
Mar 1 - Mar 2
includes taxes & fees
8.2/10 Very Good! (1,071 reviews)
Yes, price was also competitive

Reviewed on Feb 10, 2026

Road Lodge Cape Town International Airport
ONOMO Hotel Waterfront

ONOMO Hotel Waterfront

3.5 out of 5
24 Alfred Street, V& A Waterfront Cape Town Western Cape
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from Mar 12 to Mar 13
CA $156
CA $181 total
Mar 12 - Mar 13
includes taxes & fees
8.8/10 Excellent! (325 reviews)
The helpful and helpful staff

Reviewed on Feb 5, 2026

ONOMO Hotel Waterfront
AC Hotel by Marriott Cape Town Waterfront

AC Hotel by Marriott Cape Town Waterfront

4 out of 5
Dockrail Road, Foreshore Cape Town Western Cape
The price is CA $281 per night from Mar 15 to Mar 16
CA $281
CA $327 total
Mar 15 - Mar 16
includes taxes & fees
9.2/10 Wonderful! (685 reviews)
Friendly staff, comfy bed, great buffet breakfast, great air con and black out curtains!

Reviewed on Feb 2, 2026

AC Hotel by Marriott Cape Town Waterfront
See all 6,500 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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 $1,806. 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 showing a beach and a coastal town

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 featuring mountains and landscape views

Table Mountain

4.5/5(80 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
Cape of Good Hope featuring landscape views, a sandy beach and general coastal views

Cape of Good Hope

5/5(19 reviews)

Experience the stunning scenery and a wealth of native wildlife at what is almost Africa’s most southerly point.

Cape of Good Hope

Things to do

Cape Town: 1.5-Hour Luxury Sunset Cruise with Prosecco

Cape Town: 1.5-Hour Luxury Sunset Cruise with Prosecco

CA $79
per adult
90% of travellers recommend
Cape Town: 1.5-Hour Luxury Sunset Cruise with Prosecco
Quad biking at Atlantis White Sand Dunes Cape Town

WILDX 60min Atlantis Dunes Cape Town QUAD BIKE ADVENTURE + PHOTO

CA $68
per adult
WILDX 60min Atlantis Dunes Cape Town QUAD BIKE ADVENTURE + PHOTO
Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour

Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour

CA $136
per adult
Boulders Beach Penguins and Seal Island Boat Trip Half Day Tour
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.