Windermere Vacations from $523

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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.
Blue Mountain Resort Inn

Blue Mountain Resort Inn

2.5 out of 5
per person
Aug 14 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Muskoka (YQA)
8.8/10 Excellent! (1,409 reviews)
Friendliest staff ever!!

Reviewed on Jun 26, 2025

Blue Mountain Resort Mosaic Suites

Blue Mountain Resort Mosaic Suites

2.5 out of 5
per person
Aug 14 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Muskoka (YQA)
8.8/10 Excellent! (1,333 reviews)
Central to everything and staff are friendly helpful.

Reviewed on Jun 27, 2025

Hilton Grand Vacations Club Blue Mountain Canada

Hilton Grand Vacations Club Blue Mountain Canada

3 out of 5
per person
Aug 14 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Muskoka (YQA)
9.2/10 Wonderful! (1,001 reviews)
Beautiful suite. 2 showers. 1 stand alone bath. Great pool. No blackout shades and horrible flat pillows. So it's a poor fit if you're sensitive to light or have kids who are. And recommend to bring your own pillow.

Reviewed on Jun 24, 2025

Mountain Views, Steps to BM Village, Hot Tub, BBQ.

Mountain Views, Steps to BM Village, Hot Tub, BBQ.

3.5 out of 5
per person
Aug 14 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Muskoka (YQA)
8/10 Very Good! (5 reviews)
Blue Mountain Resort Village Suites

Blue Mountain Resort Village Suites

4 out of 5
per person
Aug 14 - Aug 17
found 12 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Muskoka (YQA)
8.8/10 Excellent! (4,045 reviews)
Everyone was very friendly and helpful. The room was clean and lots to do.

Reviewed on Jun 27, 2025

Don't see what you're looking for?
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Discover the most popular places to visit in Windermere

Lake Muskoka Chair...spotted some of these nice chairs all around, and this one provided a very relaxing stop while hiking the parameter of a small part of this huge lovely lake. #greatoutdoors

Hardy Lake Provincial Park

You can take time to visit Hardy Lake Provincial Park during your travels to Muskoka Lakes. Wander the lakeside in this family-friendly area.

Hardy Lake Provincial Park
Look close to find the cranberries in the bushes.

Muskoka Lakes Winery

You can enjoy a tasting or tour at Muskoka Lakes Winery during your travels to Bala. Visit the spas in this relaxing area, or simply enjoy its restaurants.

Muskoka Lakes Winery

Torrance Barrens Dark-Sky Preserve

3/5(1 review)

Explore the great outdoors at Torrance Barrens Dark-Sky Preserve, a lovely green space in Torrance. Wander the lakeside in this family-friendly area.

Torrance Barrens Dark-Sky Preserve

What to do in Windermere

Muskoka Ultimate Adventure

Muskoka Ultimate Adventure

$145
per adult
Muskoka Ultimate Adventure
See all activities in Windermere

Windermere Hotel Deals

Windermere House
Windermere House
3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
$254 nightly
The price is $287 total per night from Jul 1 to Jul 2
$287 total
Jul 1 - Jul 2
Total includes taxes and fees
8.8/10 Excellent! (720 reviews)
"We had such a great time at Windermere House! The location is absolutely beautiful—right on Lake Rosseau with incredible views, especially at sunset. It feels peaceful and private, but still has a lot going on if you want to explore. The hotel has this really charming, old-school Muskoka vibe but ..."

Reviewed on Jun 25, 2025

Windermere House
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking
utterson windermere muskoka
Muskoka Lake Stay
"Great lake! The boat house was clean and cozy, well equipped. The only thing is that it needs more lighting. The drive way slopes so stay on the gravel part as the car can get stuck if parked on the steep non gravel part especially if the ground is wet it can be muddy. The driveway that leads to ..."

Reviewed on Jul 3, 2024

Get rates
Lake Rosseau Muskoka Cottage Rental 5 min from Windermere w boat/trailer parking
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
$511 nightly
The price is $577 total per night from Jul 13 to Jul 14
$577 total
Jul 13 - Jul 14
Total includes taxes and fees
8.6/10 Excellent! (1,000 reviews)
"Water pressure and lack of hot water for showers"

Reviewed on Jun 23, 2025

JW Marriott The Rosseau Muskoka Resort & Spa
See all 1,006 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.

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 $523 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.