Book Exclusive Windermere Vacation Packages

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Windermere flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Tay Motel

Tay Motel

2.5 out of 5
Price was CA $575, price is now CA $533 per person
CA $533
per person
Oct 21 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
Stay at this motel in Severn. Enjoy free parking, a garden, and air conditioning. Popular attractions Tay Township Public Library - Waubaushene Branch and Juanita Island are located nearby.
Windermere House

Windermere House

3.5 out of 5
Price was CA $1,148, price is now CA $1,017 per person
CA $1,017
per person
Oct 21 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
Book a stay at this beach resort in Muskoka Lakes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lake Rosseau and Windermere Marina are located nearby.
The Dudley Inn

The Dudley Inn

2.5 out of 5
Price was CA $809, price is now CA $726 per person
CA $726
per person
Oct 21 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
Stay at this motel in Muskoka Lakes. Enjoy free WiFi, free parking, and rainfall showerheads. Our guests praise the clean rooms in our reviews. Popular attractions Muskoka Lakes Winery and Bala's Museum are located nearby.
Sunnylea Resort

Sunnylea Resort

2.5 out of 5
Price was CA $722, price is now CA $660 per person
CA $660
per person
Oct 21 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
Stay at this holiday park in Georgian Bay. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Oak Bay Golf Club and Green Island are located nearby.
Jolly Roger Inn & Resort

Jolly Roger Inn & Resort

3.5 out of 5
Price was CA $619, price is now CA $577 per person
CA $577
per person
Oct 21 - Oct 24
found 19 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Muskoka (YQA)
Book a stay at this golf resort in Seguin. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Seguin Valley Golf Club and Slocum Island are located nearby.

Top Windermere hotels deals

Windermere House

Windermere House

3.5 out of 5
2508 Windermere Road Muskoka Lakes ON
Free cancellation
Reserve now, pay when you stay
The price is CA $374 per night
CA $374
CA $478 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this beach resort in Muskoka Lakes. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Lake Rosseau and Windermere Marina are located nearby.
Pool
Hot tub
Muskoka Tiny Home

Muskoka Tiny Home

Windermere ON
Get rates
Stay at this cabin in Muskoka Lakes. Enjoy free WiFi, laundry facilities, and air conditioning. Popular attractions Lake Rosseau and Dee Bank Falls are located nearby.
Kitchen
Washer
Charming Muskoka Wilderness Cottage

Charming Muskoka Wilderness Cottage

Windermere ON
Get rates
Stay at this cottage in Muskoka Lakes. Enjoy laundry facilities, tennis courts, and an in-room coffeemaker. Popular attractions Dee Bank Falls and Windermere Golf & Country Club are located nearby.
Kitchen
Washer
3 Mile Lakehouse

3 Mile Lakehouse

Utterson ON
The price is CA $400 per night
CA $400
CA $710 total
Aug 23 - Aug 24
includes taxes & fees
Stay at this cottage in Muskoka Lakes. Enjoy air conditioning. Popular attractions Dee Bank Falls and Three Mile Lake are located nearby.
Pet-friendly
Air conditioning
Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys

Last Two Weeks of Summer Available- Large Dock, Hot Tub, Beach w Water Toys

Utterson ON
Get rates
Book a stay at this family-friendly cottage in Muskoka Lakes. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Three Mile Lake and Dee Bank Falls are located nearby.
Hot tub
Kitchen
Muskoka Bay Resort

Muskoka Bay Resort

3.5 out of 5
1217 N Muldrew Lake Rd Gravenhurst ON
Free cancellation
Reserve now, pay when you stay
The price is CA $350 per night
CA $350
CA $412 total
Sep 17 - Sep 18
includes taxes & fees
Book a stay at this golf hotel in Gravenhurst. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Taboo Golf Course and Muskoka Wharf are located nearby.
Pool
Pet-friendly
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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.

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.
See properties

Windermere Vacations

We know, geography isn't everyone's strength. If you're not sure where Windermere lies on a map, be sure to brush up on its location before you go!

If you journey 13 miles (21 kilometers) northwest of Bracebridge, or 18 miles (29 kilometers) southwest of Huntsville, you'll find yourself in Windermere.

Hotels in Windermere

No traveler wants to get stuck with an unappealing room (or even worse, no room at all!) That's why you should secure your Windermere accommodations early. Scroll through its 2 available properties and book today.

After a day of bouncing between Windermere's attractions, there's nothing better than returning to a cozy room and an inviting bed. The Windermere House and Muskoka Shores Cottages are a few of Travelocity's most popular accommodations.

Places to visit in Windermere

Leave the history books! Let the past come alive at Muskoka Lakes Museum. Need more ideas? There's something enchanting about witnessing water pouring off a cliff. Try to position yourself as close as possible to Dee Bank Falls and feel its cool spray on your skin. But that's not all. Exploring an area's monuments is a fantastic way to glean an insight into its history and accomplishments. Swing by The Port Carling Wall and learn the compelling story behind it.

Where do you fly into for Windermere?

Get set for some new adventures in Windermere. Once you've exited Pearson International Airport (YYZ), the central area will be just 100 miles (161 kilometers) to the north.

Frequently asked questions

How much are vacation packages to Windermere?
Travelocity has flight and hotel vacation packages starting at an incredible CA $533. With such amazing deals, you'll be exploring all of Windermere in a flash.
How long should my Windermere vacation be?
Generally, 3 nights is what most tourists book for their Windermere trip. That's a good guide, but there's loads more to uncover if you allow yourself a couple of extra days.
Where can I get the best vacation package deals for Windermere?
Travelocity will be able to help you find a great Windermere package deal. With more than 400 partner airlines and 665,000 properties around the world, we're sure you'll find the perfect mix.
Why should I purchase my Windermere vacation package with Travelocity?
We offer destinations to suit every type of traveler, top-notch service and support available 24/7. And the icing on the cake is we'll match any lower price you're able to find with our Price Match Guarantee.
Will I save money on my Windermere car rental if I bundle it with my hotel or flight?
With a Windermere vacation package, you can combine your hotel, flight and car bookings and save some serious money. If you're eager to uncover the best of this fantastic destination, why not make tracks to CN Tower? This popular sight is 171 kilometersfrom Windermere. With your own rental car, you'll be there in a flash.
What is the best time of year to go to Windermere?
It comes down to whether you'd rather save cash or visit Windermere at its most exciting. The quietest time to explore this part of the world is . But if you want to experience this destination at its busiest, consider . Want to save your hard-earned money? The most affordable month is . usually has the most expensive prices.
What is there to do in Windermere?
Windermere Golf & Country Club is just one of the outstanding sights that make Windermere such a popular tourist destination. But give yourself enough time to explore the city's lesser-known attractions too. This is sometimes where the best vacation memories are made.
Where should I stay when visiting Windermere?
The Windermere House is the number one choice of many travelers. Book now before it's too late.
Can I go on vacation to Windermere at this time?
Our team has the local knowledge to ensure your getaway dreams a reality, so before arranging a ticket to Windermere, read through our Covid-19 Travel Advisor. This is where you can discover up-to-date info on quarantine policies, travel restrictions and other useful advice.

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