Windermere Vacations from $1,855

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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.

The Sir David Boutique Guest House

Bloubergstrand

$1,855

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Nassau (NAS) to Cape Town (CPT)

9.8/10 Exceptional! (24 reviews)

such a well appointed room. the board room was a bonus area to work in and the beakfast room was beautiful

Reviewed on Jun 14, 2026

Cape Cadogan Boutique Hotel

Cape Town City Centre

$3,310

per person

Oct 25 - Oct 30

found 1 hour ago

Roundtrip 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

Kilima Franschhoek

$1,981

per person

Oct 9 - Oct 14

found 1 day ago

Roundtrip flight included

Nassau (NAS) to Cape Town (CPT)

10/10 Exceptional! (2 reviews)

One&Only Cape Town

Victoria and Alfred Waterfront

$5,933

per person

Oct 24 - Oct 30

found 12 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Cape Town (CPT)

9.6/10 Exceptional! (389 reviews)

POD Camps Bay

Camps Bay

$3,812

per person

Oct 25 - Oct 30

found 1 hour ago

Roundtrip flight included

Atlanta (ATL) to Cape Town (CPT)

9.8/10 Exceptional! (230 reviews)

Splendid!

Reviewed on Jul 9, 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.

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.

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.

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 Houses of Parliament, and jump on the metro at Woodstock Station or Esplanade Station to see more of the city.

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.

Windermere Hotel Deals

Taj Cape Town

1 Wale Street Cape Town Western Cape

Fully refundableReserve now, pay when you stay

$156 nightly

$179 total

Aug 9 - Aug 10

Total with taxes and fees

9.6/10 Exceptional! (1,003 reviews)

"I had an amazing 6 nights stay at this property. Must say the the hospitality of staff were superb. I was upgraded to a higher category room by Mink, front desk manager. The conscirge, Tariq is very best. He helped me plan the day trips to wineries and other day trips. Will certainly stay again in ..."

Reviewed on Aug 6, 2026

Hotel Verde Cape Town Airport

15 Michigan Street, Airport Industria Cape Town Western Cape

$109 nightly

$126 total

Aug 9 - Aug 10

Total with taxes and fees

9.6/10 Exceptional! (1,006 reviews)

"We really appreciated the proximity of this hotel to the airport. The free shuttle was a big plus. We arrived at almost midnight due to flight delays and were gratified to see that the bar and kitchen was open until 1 a.m. The morning breakfast buffet was wonderful. Every staff member with whom we ..."

Reviewed on Aug 5, 2026

Road Lodge Cape Town International Airport

Adjoining BP Service & Filling Station Cape Town Western Cape

$49 nightly

$57 total

Aug 9 - Aug 10

Total with taxes and fees

8.2/10 Very Good! (1,086 reviews)

"Very plain and simple if you just need a bed. No elevator or it was not working so had to lug luggage up two flights of stairs. Room small but everything worked. I would book it again if arriving too late to go into town. It is NOT walkable from airport need a taxi or uber to take you 1 km"

Reviewed on Aug 7, 2026

See all 6,362 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.