Windermere Vacations from $1,209
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Your Windermere Vacation
Enjoy unforgettable adventures when you book a Windermere vacation package. Whether you're a foodie, art enthusiast or just a traveler who loves experiencing new places, there's something for everyone in this interesting city. If a sightseeing tour is on the to-do list during your trip to Windermere, swing by big attractions like Lake Joseph Golf Club, Diamond In The Ruff Golf Course and The Port Carling Wall. Expedia is here to help you escape the everyday. Tailor your vacation to Windermere to suit your travel style, whatever that may be.
The Latest Windermere vacation packages
Price found within the past 48 hours. Click for updated prices.
Windermere House
$1,209
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Muskoka (YQA)
9.2/10 Wonderful! (1,011 reviews)
Our room was lovely, looking out over the lake and beautiful lawns and gardens. The breakfast buffet was delicious and all the staff we interacted were helpful and fun to talk with, especially the young summer staff. Lots of fun!
Reviewed on Aug 12, 2026
White Birches Cottages
$1,576
per person
Sep 15 - Sep 22
found 14 hours ago
Roundtrip flight included
Tucson (TUS) to Muskoka (YQA)
8.2/10 Very Good! (13 reviews)
Stayed with my family for two nights. The cottage is very quiet even though the cottages are located in close proximity to each other. The check in and check out was simple and easy. There are plenty of water activities available to take part in (paddle board, canoes, and kayak). We would stay here again.
Reviewed on Oct 11, 2025
Haliburton Post House
$1,534
per person
Oct 3 - Oct 8
found 9 hours ago
Roundtrip flight included
Knoxville (TYS) to Muskoka (YQA)
10/10 Exceptional! (3 reviews)
This is a very boutique type of property but with a very casual woodsy vibe. I say boutique as there are only a few cabins and I believe 3 main lodge rooms. Staff is not everywhere but when we checked in we got the most amazing greeting. The young lady in the diningroom in the morning is very sweet and helpful.
It should be noted that unless you book time in the restaurant there are no other facilities for food on site. This obviously is not an issue if you are in a cabin but the main lodge may pose one. We were in the lodge but were back and forth to another location. When the restaurant is open it is quite a busy place.
I cannot rate the ammenities other than the gym which was very well appointed and of a great size. There are many boats to use as well as a fire pit and some outdoor type games.
While we were there it was quiet and peaceful. The rooms are well appointed with good television options if you want to sit in and watch some TV. A mini fridge and a coffee maker are also available.
The location is wonderful and very easy to find.
Reviewed on Aug 12, 2026
Stay near popular Windermere attractions
Windermere Golf & Country Club
8.8/10 (29 reviews)
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 Marina
8.4/10 (48 reviews)
Explore the waterfront in Windermere with a trip to Windermere Marina. Stroll along the lakeside in this relaxing area, or seek out the golf courses.
What to do in Windermere
Private 4 Day Algonquin Park Backcountry Canoe Trip
$1,062
per adult
Windermere Hotel Deals
Windermere House
2508 Windermere Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
$277 nightly
$313 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,024 reviews)
"Our room was lovely, looking out over the lake and beautiful lawns and gardens. The breakfast buffet was delicious and all the staff we interacted were helpful and fun to talk with, especially the young summer staff. Lots of fun!"
Reviewed on Aug 12, 2026
Muskoka Tiny Home
Windermere ON
9.6/10 Exceptional! (8 reviews)
"Very clean and modern Nice location."
Reviewed on Aug 7, 2026
Charming Muskoka Wilderness Cottage
Windermere ON
9.6/10 Exceptional! (12 reviews)
"We really enjoyed our little getaway and found the cottage to be a lovely, peaceful place to relax. It was clean, updated, comfortable, and welcoming when we arrived. The property and views were beautiful, and we loved spending time outside, especially sitting on the deck watching the beavers. The ..."
Reviewed on Aug 11, 2026
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.
Find the Best Windermere Vacation Packages
Windermere Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Hardy Lake Provincial Park, Muskoka Lakes Winery and Aspen Valley Wildlife Sanctuary |
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Frequently asked questions
How much does a Windermere vacation package cost?
You can grab a vacation package to this destination from $1,209 on Expedia. But how much your vacation 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?
If you'd like to score a cheap Windermere vacation package, consider visiting in September, November and December. You'll generally find lower prices on accommodations and flights during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Windermere?
Usually, a handful of days is enough to check out the main sights during your Windermere vacation. But if you'd like to have time to chill out or go on day trips, think about extending your trip.
Is it worth booking a vacation package to Windermere?
Well known for its watersports, golfing and a host of other highlights, you can be certain Windermere is a good vacation destination. Some of the most popular attractions to put on your to-do list? Check out Windermere Golf & Country Club and Windermere Marina during your Windermere vacation.
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 personalize your search by "Amenities," "Property type," "Traveler 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 vacation as a package?
Expedia vacation 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 personalized Windermere vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation 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.
Does Expedia offer Book Now, Pay Later Windermere vacation packages?
If you're like us, you love going away but are not a fan of the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the cost of your Windermere vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
