Windermere Holidays from AU$2,398

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

Your Windermere Holiday

Take in everything this neighbourhood has to offer with a tailor-made Windermere holiday package. However you imagine spending your days here, you'll find countless opportunities for adventure, relaxation and fun. Not sure where to go during your trip to Windermere? Nearby attractions such as GrandWest Casino & Entertainment World, Grand West and Mowbray Golf Club are great places to start. No matter your travel goals or budget, booking your perfect Windermere holiday is quick and easy with Expedia.

Top Holiday Package Deals in Windermere

Price found within the past 48 hours. Click for updated prices.
Pine Lodge George
Views Boutique Hotel & Spa
Fancourt
Oubaai Hotel Golf & Spa
Cinnamon Boutique

Our guide on where to stay in Windermere

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

Our pick of the best Windermere Hotel Deals

The Onyx Apartment Hotel by NEWMARK

The Onyx Apartment Hotel by NEWMARK

4 out of 5
57 Heerengracht Street, Cape Town, Western Cape
Fully refundableReserve now, pay when you stay
The price is AU$324 per night from 19 Oct to 20 Oct
AU$324
19 Oct - 20 Oct
includes taxes & fees
9.2/10 Wonderful! (534 reviews)
"Good service"

Reviewed on 9 Sept 2025

The Onyx Apartment Hotel by NEWMARK
Hotel Sky Cape Town

Hotel Sky Cape Town

3.5 out of 5
Lower Long St, Cape Town, Western Cape
The price is AU$214 per night from 8 Nov to 9 Nov
AU$214
8 Nov - 9 Nov
includes taxes & fees
8.4/10 Very Good! (283 reviews)
"Stayed for 1 night - great location if you're going to the CTICC, which I was - it's right across the road. The room was small but great, bed very comfy."

Reviewed on 6 Oct 2025

Hotel Sky Cape Town
Radisson RED V&A Waterfront, Cape Town

Radisson RED V&A Waterfront, Cape Town

3.5 out of 5
Silo 6, South Arm Road, V&A Waterfront, Cape Town, Western Cape
Fully refundableReserve now, pay when you stay
The price is AU$251 per night from 31 Oct to 1 Nov
AU$251
31 Oct - 1 Nov
includes taxes & fees
9/10 Wonderful! (686 reviews)
"The room was clean and the shower exalent"

Reviewed on 5 Oct 2025

Radisson RED V&A Waterfront, Cape Town
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.

Frequently asked questions

How much does a Windermere holiday package cost?
Get ready to book, because a trip to Windermere starts from an affordable AU$2,398. 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 holiday?
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 holiday!
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 holiday 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 holiday package?
Yes, you can. We understand that life happens, so we're here to help if you have to make changes to your Windermere holiday 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

Activities

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.