Windermere Vacations from $890
Book a Hotel + Flight or Car together to unlock savings
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.
Algonquin Lakeside Resort
$890
per person
Sep 18 - Sep 21
found 18 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Muskoka (YQA)
6.6/10 (898 reviews)
The room could definitely have been cleaner. Air conditioner was rattling and filter was overloaded with dust. Screen door fell off every time we opened it. Baby ants in and out of the room. A step at the BBQ area was completely rotting and half missing, very dangerous. The room had a faint smell of cigarette smoke. Restaurant was not in operation. Not sure why. It was nice and quiet though we had a guy smoking pot right next to us the whole time he was outside. It could have been a lot nicer if property was maintained, rooms were cleaner, furniture and vents cleaned and weeds on patios sprayed. Fix rotting steps, someone could break an ankle out there at night. They had new chairs but couldn't be bothered to even take plastic and tags off. Fridge worked well, better than most. Lovely view. But so poorly maintained.
Reviewed on Aug 10, 2026
Muskoka Waterfront Retreat
$999
per person
Sep 18 - Sep 21
found 15 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Muskoka (YQA)
8.4/10 Very Good! (111 reviews)
This place is a complete scam. Upon arrival the reception area is locked and there is no one there to greet you or take you to your cabin. The cabin was not ready on time and we waited for it to be cleaned. This property is extremely run down and filthy inside cabins (reeked of mould, ripped curtains, soiled sofa, broken tiles, filthy stove & kitchen area, soiled bed frame, walls were grey with grime, bathroom is smaller than most powder rooms). The photos of the cabins must have been altered to look better. Inside the cabins is a total of 13x13 feet including living room, kitchen, bathroom and bedroom. There is no dresser or closet. The price for this was outrageous and I demanded a full refund upon arrival and returned home which ruined a weeks vacation. There is a number to call for support. It is clear at this point no one intends to help. There is an answering service set up screens calls. You are told the manager will call you back. They do not call back. I was hung up on when they “transferred me to a manager” 10+ times. The only help I received was from Expedia to regain my money. Do not waste any time or money here. Nothing about this place is on the up and up.
Reviewed on Aug 6, 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
$277 nightly
$313 total
Sep 10 - Sep 11
Total with taxes and fees
9.2/10 Wonderful! (1,021 reviews)
"Excellent stay thank you Very nice room Excellent restaurant"
Reviewed on Aug 10, 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 $890 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.