Windermere Holidays

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    Better together

    Save up to €185 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Windermere

Windermere House
Windermere House
3.5 out of 5
2508 Windermere Road, Muskoka Lakes, ON
The price is €281 per night from 16 Jul to 17 Jul
€281
16 Jul - 17 Jul
includes taxes & fees
8.8/10 Excellent! (744 reviews)
"Great food loverly bar inside and great patio. Waterfront is excellent. Room nice and clean. Lovely stay."

Reviewed on 10 Jul 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 3 Jul 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
The price is €494 per night from 11 Aug to 12 Aug
€494
11 Aug - 12 Aug
includes taxes & fees
8.6/10 Excellent! (1,009 reviews)
"This is a beautiful property. The staff are friendly. Beautiful view from the room. The restaurants are amazing with really delicious food. Loved the breakfast buffet. We celebrated our baby’s first birthday here and totally loved the experience."

Reviewed on 12 Jul 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.

Popular places to visit

Muskoka Lakes Winery

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

What to do in Windermere

Smartphone Audio Driving Tour between Bracebridge & Toronto

Smartphone Audio Driving Tour between Bracebridge & Toronto

€6
per traveller
Smartphone Audio Driving Tour between Bracebridge & Toronto
Learn to Backcountry Camp in Beautiful Muskoka -Tripping Workshop

Learn to Backcountry Camp/Canoe Muskoka - Tripping Workshop

€406
per adult
Learn to Backcountry Camp/Canoe Muskoka - Tripping Workshop
See all activities in Windermere

Frequently asked questions

How much does a Windermere holiday package cost?
You can grab a holiday package to this destination on Expedia. But how much your holiday 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 holiday 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 holiday 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 personalise your search by "Amenities," "Property type," "Traveller 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 holiday as a package?
Expedia holiday 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 personalised Windermere holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday 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 favourite season can help you decide when to get away.
  2. Plan your budget wisely: In addition to the cost of your accommodation, 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 holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.