Windermere Holidays

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Windermere Holiday

Our pick of the best Windermere Hotel Deals

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is NZ$316 per night from 7 Sept to 8 Sept
NZ$316
7 Sept - 8 Sept
includes taxes & fees
8.8/10 Excellent! (778 reviews)
"Great property and staff"

Reviewed on 4 Aug. 2025

Windermere House
JW Marriott The Rosseau Muskoka Resort & Spa

JW Marriott The Rosseau Muskoka Resort & Spa

4.5 out of 5
1050 Paignton House Road, Muskoka Lakes, ON
Fully refundableReserve now, pay when you stay
The price is NZ$774 per night from 2 Sept to 3 Sept
NZ$774
2 Sept - 3 Sept
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Overall, everything was excellent. However, our suite was located near the entrance on a lower level, and the sound insulation could be improved, as we frequently heard noise from guests entering and exiting the building."

Reviewed on 5 Aug. 2025

JW Marriott The Rosseau Muskoka Resort & Spa
Howard Johnson by Wyndham Gravenhurst

Howard Johnson by Wyndham Gravenhurst

2 out of 5
1165 Muskoka Rd South, Hwy 11 & Hwy 169, Gravenhurst, ON
Fully refundableReserve now, pay when you stay
The price is NZ$216 per night from 4 Sept to 5 Sept
NZ$216
4 Sept - 5 Sept
includes taxes & fees
7.8/10 Good! (948 reviews)
"I was disappointed that a breakfast wasn't served in the morning. I thought all hotels did that now."

Reviewed on 6 Aug. 2025

Howard Johnson by Wyndham Gravenhurst
See all 991 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.

Discover the most popular places to visit in Windermere

Windermere Golf & Country Club

Enjoy a round of golf in Windermere at Windermere Golf & Country Club. Stroll along the lakeside or visit the spas in this family-friendly area.

Windermere Golf & Country Club

Pine Ridges Golf Course

Enjoy a round of golf in Minett at Pine Ridges Golf Course. While in this family-friendly area, you can savour the top-notch restaurants.

Pine Ridges Golf Course

What to do in Windermere

Muskoka Ultimate Adventure

Muskoka Ultimate Adventure

NZ$241
per adult
Muskoka Ultimate Adventure
See all activities in Windermere

Frequently asked questions

How much does a Windermere holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday to Windermere costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Windermere?
Plan your trip for the off-peak season and you're likely to score cheap Windermere holiday packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Windermere?
The ideal duration of your Windermere holiday depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to check out all the leading attractions and explore some hidden gems along the way.
How to find the best Windermere package deals?
Finding a cheap Windermere package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can personalise your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Windermere package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Windermere holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the freedom to create a personalised Windermere holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Windermere?
If you're considering a spontaneous Windermere adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Windermere?

  1. Pick your travel dates: The things you plan to do in Windermere and your favourite season can help you decide when to get away.
  2. Plan your budget wisely: In addition to the cost of your accommodation, you should factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Windermere.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Windermere. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Windermere holiday package that brings all your bookings together.

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