Windermere Trips (flight + hotel)

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Top hotels in Windermere

Windermere House
Windermere House
3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is P14,408 per night from Jul 13 to Jul 14
P14,408
P18,567 total
Jul 13 - Jul 14
includes taxes & fees
8.8/10 Excellent! (728 reviews)
"We thoroughly enjoyed our stay at the Windermere house, what a treat. It felt so luxurious. All the staff we interacted with were very kind and accommodating. The views of lake Rosseau are unbeatable, but the property itself is also gorgeous. There were so many activities and things to do you could ..."

Reviewed on Jun 29, 2025

Windermere House
Tru By Hilton Bracebridge, On
Tru By Hilton Bracebridge, On
2.5 out of 5
320 Taylor Road, Bracebridge, ON
Fully refundableReserve now, pay when you stay
The price is P9,663 per night from Jul 6 to Jul 7
P9,663
P10,919 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (107 reviews)
"Nonw"

Reviewed on Jul 1, 2025

Tru By Hilton Bracebridge, On
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
The price is P23,119 per night from Jul 9 to Jul 10
P23,119
P32,607 total
Jul 9 - Jul 10
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"Really good"

Reviewed on Jun 29, 2025

JW Marriott The Rosseau Muskoka Resort & Spa
See all 1,013 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.

Frequently asked questions

How much does a Windermere vacation package cost?
You can grab a vacation package to this destination 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?
Plan your trip for the off-peak season and you're likely to score cheap Windermere vacation packages. Bear in mind that public holidays and local events and festivals can have an impact on prices, so do your research before booking.
How many days is enough for Windermere?
The ideal duration of your Windermere vacation depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to check out all the leading attractions and explore some hidden gems along the way.
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.
How to plan a trip to Windermere?

  1. Pick your travel dates: The things you plan to do in Windermere and your favorite season can help you decide when to get away.
  2. Plan your budget wisely: In addition to the cost of your accommodations, you should factor in other expenses too. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could arise during your trip to Windermere.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Windermere. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Windermere vacation package that brings all your bookings together.

Popular places to visit

Dee Bank Falls

Explore the great outdoors at Dee Bank Falls, a lovely green space in Utterson. Amble around this relaxing area's lakeside, or seek out the canoeing opportunities.

Dee Bank Falls

Pine Ridges Golf Course

Enjoy a round of golf in Minett at Pine Ridges Golf Course. While in this family-friendly area, you can savor the top-notch restaurants.

Pine Ridges Golf Course

What to do in Windermere

Muskoka Ultimate Adventure

Muskoka Ultimate Adventure

P8,110
per adult
Muskoka Ultimate Adventure
See all activities in Windermere
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.