
Windermere Vacations from $932
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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.

Tay Motel
Price was $989, price is now $932 per person
$932
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
8.6/10 Excellent! (54 reviews)
The positives: Clean bed, linens and overall general upkeep was good.
The negatives: Some standard items that I would have expected were missing. There was no full length mirror in the room to double check your outfit before heading out. I also didn't an ironing board or iron but this might be available at the front desk, I didn't ask as I didn't need it. There was no coffee maker or kettle in the room. 2 bottles of water were provided and a mini fridge. The staff mentioned there was a Tims up the road, but I usually make my own coffee, even bringing my own press, but I still need a kettle.
Safety: The entry door features a single lock with just a twist knob between you and anyone driving by the highway. No secondary deadbolt or sliding bolt was installed on the main door. As a single female this made me a bit nervous.
All in all it wasn't terrible, as a clean bed is my biggest requirement and they fulfilled that, but I wouldn't stay again unless the safety concern was addressed.
Reviewed on Jul 1, 2026

Muskoka Waterfront Retreat
Price was $1,281, price is now $1,199 per person
$1,199
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
8.6/10 Excellent! (101 reviews)
very peaceful and quiet place. no outside traffic. other cottages are even at quiet distance so make it very comfortable. private beach too.
Reviewed on Jun 18, 2026

Port Cunnington Lodge
Price was $1,404, price is now $1,342 per person
$1,342
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
9.6/10 Exceptional! (31 reviews)
The site listed that there is onsite restaurant for breakfast, dinner and snacks . They site also lists that this is unique find because this property offers continental breakfast. None of that is true . The dinner at restaurant- reservation closes at 2pm and it’s an expensive buffet . No breakfast. They had croissants available for pick and go in a paper bag. Not even a comfy place to sit and peacefully eat. Nearest food place is in Huntsville which is 30 mins drive . Such a ridiculous false advertisement for a $450 night property . Such a shame that they advertise but don’t provide continental breakfast
Reviewed on Jul 5, 2026

Algonquin Lakeside Inn
Price was $1,071, price is now $1,027 per person
$1,027
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
6.6/10 (872 reviews)
Extremely disappointing experience. The place was dirty and poorly maintained, the furniture was broken, the toilet and AC did not work properly, and the amenities were in terrible condition. We also had a very upsetting privacy issue during our stay. Definitely not worth the money, and I would not recommend this place.
Reviewed on Jul 12, 2026

Sunnylea Resort
Price was $1,199, price is now $1,156 per person
$1,156
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
San Antonio (SAT) to Muskoka (YQA)
8.4/10 Very Good! (90 reviews)
We loved the pool and the easy access to the water toys like kayaks and paddle boards. They supplied the life jackets which was helpful and supplied all the linens, towels and even provided soap and shampoo. It is a beautiful firepit and nice sandy volleyball pit. There isn’t swimming off the dock, as the water is full of reeds but the water is clean and lots of opportunities to go out into deeper water to swim. We loved it!
Reviewed on Jul 7, 2026
Stay near popular Windermere attractions
What to do in Windermere

Private 4 Day Algonquin Park Backcountry Canoe Trip
$1,057
per adult
Windermere Hotel Deals

Windermere House
2508 Windermere Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
$288 nightly
The price is $326 total per night from Jul 14 to Jul 15
$326 total
Jul 14 - Jul 15
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
"Always excellent service at Windermere! The room was clean, comfortable and nicely decorated. The wait staff were very professional and a great buffet breakfast. They really go above and beyond!"
Reviewed on Jul 13, 2026

Muskoka Tiny Home
Windermere ON
9.6/10 Exceptional! (5 reviews)
"We absolutely loved our stay in the Muskoka Tiny House. It had everything we needed to cook some delicious meals on our anniversary getaway, was very clean and the host was quick to respond to any inquiries we had. There are two barbeques on the property as well as a small firepit for roasting marshmallows. ..."
Reviewed on Jul 8, 2026

Charming Muskoka Wilderness Cottage
Windermere ON
9.8/10 Exceptional! (7 reviews)
"The cottage was modern and clean as advertised. It has everything you need in kitchen to cook meals or BBQ on deck. It is able to accommodate a family of 4 with extra bedroom. Communication was good with host ."
Reviewed on Jun 14, 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
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