Windermere Vacations from $2,049

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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!

The Latest Windermere Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Nova Constantia Boutique Residence

Nova Constantia Boutique Residence

5 out of 5
Constantia
Price was $2,304, price is now $2,049 per person
$2,049
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (96 reviews)
This hotel was so welcoming! A great "suburban" location if you don't want to be in the heart of a busy city. It is relaxing, not bustling, which is exactly what I was looking for. They were exceptionally helpful when I had a couple of special needs. Highly recommended.

Reviewed on Apr 1, 2026

Cape Cadogan Boutique Hotel

Cape Cadogan Boutique Hotel

5 out of 5
Cape Town City Centre
Price was $3,747, price is now $2,896 per person
$2,896
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
We stayed here from March 14 th to March 22. We booked 2 rooms and the stay was awesome. It was right at the city center. The staff was so attentive and very courteous and friendly. The rooms were spacious, neat and comfortable. Breakfast was included and was awesome.

Reviewed on Mar 24, 2026

Delaire Graff Lodges & Spa

Delaire Graff Lodges & Spa

5 out of 5
Price was $4,526, price is now $3,901 per person
$3,901
per person
Jul 18 - Jul 20
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Cape Town (CPT)
9.6/10 Exceptional! (54 reviews)
Gorgeous estate about an hour from Capetown. Top of the line amenities, lodging and excellent restaurants. Sunset views, vineyards and mountains. Staff was very well trained and no nickel and diming . Quiet and peaceful stay after a few hectic days in Capetown. Highly recommend.

Reviewed on Mar 25, 2026

Babylonstoren

Babylonstoren

5 out of 5
Price was $3,251, price is now $2,859 per person
$2,859
per person
Jul 18 - Jul 20
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Cape Town (CPT)
9.6/10 Exceptional! (78 reviews)
Great place to stay but the cottages lack good lighting in the living room and comfy seating outside. That said we enjoyed our stay

Reviewed on Feb 27, 2026

Radisson RED V&A Waterfront, Cape Town

Radisson RED V&A Waterfront, Cape Town

3.5 out of 5
Victoria and Alfred Waterfront
Price was $2,468, price is now $2,193 per person
$2,193
per person
Jul 30 - Aug 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Cape Town (CPT)
9.2/10 Wonderful! (787 reviews)
Great stay would come again

Reviewed on May 5, 2026

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

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
Fully refundableReserve now, pay when you stay
$177 nightly
The price is $205 total per night from May 15 to May 16
$205 total
May 15 - May 16
Total with taxes and fees
9.4/10 Exceptional! (1,009 reviews)
The Taj was a very enjoyable stay. The selection of breakfast items was huge and well prepared. The rooms clean and well appointed. The staff were outstanding.

Reviewed on May 2, 2026

Taj Cape Town
Hotel Verde Cape Town Airport

Hotel Verde Cape Town Airport

4 out of 5
15 Michigan Street, Airport Industria Cape Town Western Cape
$125 nightly
The price is $148 total per night from May 9 to May 10
$148 total
May 9 - May 10
Total with taxes and fees
9.6/10 Exceptional! (1,005 reviews)
Great location, everything one needs in short term accommodation. Helpful and friendly staff. Good food, lovely park like setting. Highly recommend.

Reviewed on May 8, 2026

Hotel Verde Cape Town Airport
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
$52 nightly
The price is $60 total per night from May 16 to May 17
$60 total
May 16 - May 17
Total with taxes and fees
8.2/10 Very Good! (1,084 reviews)
We enjoyed our one night stay in a vlean an comfortable room. Reception staff were friendly anx very effective. Parking was fine and save.

Reviewed on May 8, 2026

Road Lodge Cape Town International Airport
See all 6,567 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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Discover the most popular places to visit in Windermere

Table Mountain

Table Mountain

4.5/5(444 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
Camps Bay Beach

Camps Bay Beach

4.5/5(218 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
Long Street

Long Street

4/5(203 reviews)

Admire the Victorian architecture of the buildings and the quirky atmosphere in the bookstores and museums of this iconic street.

Long Street

Things to do

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

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

$49
per adult
WILDX 60min Atlantis Dunes Cape Town QUAD BIKE ADVENTURE + PHOTO
A basket of bowls of food

Cape Town African Dinner & Interactive Drumming Experience

$167
per traveler
80% of travellers recommend
Cape Town African Dinner & Interactive Drumming Experience
Sandboarding in Cape Town for 2hours

Sandboarding in Cape Town for 2hours

$21
per adult
Sandboarding in Cape Town for 2hours
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.