Windermere Vacations
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ₩1,660,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Find the Best Windermere Vacation Packages
Windermere Hotel Deals
Windermere House
2508 Windermere Road Muskoka Lakes ON
Fully refundableReserve now, pay when you stay
₩167,376
₩240,880 total
Nov 8 - Nov 9
includes taxes & fees
Muskoka Bay Resort
1217 N Muldrew Lake Rd Gravenhurst ON
Fully refundableReserve now, pay when you stay
₩193,450
₩269,528 total
Oct 15 - Oct 16
includes taxes & fees
8.8/10 Excellent! (568 reviews)
"Clean amenities and a decent restaurant. I booked a room with a queen bed; however, it was a double bed room. False advertisement!"
Reviewed on Oct 13, 2026
Home2 Suites by Hilton Huntsville
159 Howland Drive Huntsville ON
Fully refundableReserve now, pay when you stay
₩158,077
₩185,772 total
Nov 13 - Nov 14
includes taxes & fees
9.2/10 Wonderful! (1,044 reviews)
"The location was reasonable, but several aspects of our stay were disappointing. The walls were extremely thin, allowing noise from outside and neighbouring rooms to be heard clearly, making it difficult to rest comfortably. Housekeeping ignored the Do Not Disturb sign and entered our room regardless, ..."
Reviewed on Oct 11, 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.
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.
Windermere Marina
8.4/10 (48 reviews)
Explore the waterfront in Windermere with a trip to Windermere Marina. Stroll along the lakeside in this family-friendly area, or seek out the golf courses.
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?
- Pick your travel dates: The things you plan to do in Windermere and your favorite season can help you decide when to get away.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
