Windermere Vacations

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Your Windermere Vacation

Art, food, entertainment and more … There's so much to experience with a Windermere vacation package. And with the ability to customize your city getaway, you know it'll be one that's hard to forget. Fill up your itinerary with visits to Oaklawn Farm Zoo, Berwick Heights Golf Course and Valley Drive-In, some of the things you should see during your trip to Windermere. Whoever you're taking a break with and whatever you want to spend, your ultimate Windermere vacation is just clicks away with Expedia.

Windermere Hotel Deals

Old Orchard Inn

Old Orchard Inn

4 out of 5
153 Greenwich Rd. South Wolfville Ridge NS
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $192 total per night from Jun 7 to Jun 8
$192 total
Jun 7 - Jun 8
Total with taxes and fees
8.4/10 Very Good! (1,014 reviews)
"They are under Reno’s. They advised us before we arrived. The place will be very lovely once it is completed."

Reviewed on Jun 3, 2026

Old Orchard Inn
Micro Boutique Living Wolfville

Micro Boutique Living Wolfville

3.5 out of 5
336 Main Street Wolfville NS
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $132 total per night from Jun 18 to Jun 19
$132 total
Jun 18 - Jun 19
Total with taxes and fees
9/10 Wonderful! (1,127 reviews)
"Location was good"

Reviewed on Jun 4, 2026

Micro Boutique Living Wolfville
Slumber Inn

Slumber Inn

3.5 out of 5
5534 Prospect Road New Minas NS
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $136 total per night from Jun 7 to Jun 8
$136 total
Jun 7 - Jun 8
Total with taxes and fees
8.6/10 Excellent! (1,007 reviews)
"Everything great = good breakfast"

Reviewed on Jun 3, 2026

Slumber Inn
See all 125 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
Top Sights
Oaklawn Farm Zoo, Paragon Golf and Country Club and Berwick Heights Golf Course

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Frequently asked questions

How much does a Windermere vacation package cost?
You'll find cheap prices on Expedia for your Windermere escape. However, factors like the hotel choice, length of stay and season will determine how much your vacation to Windermere costs.
What are the cheapest months to go to Windermere?
December, January and February are the best times to search for cheap Windermere vacation packages. Choosing to travel in quieter periods means you can usually find better prices on flights and hotels.
How many days is enough for Windermere?
Usually, a handful of days is enough to check out the major sights during your Windermere vacation. But if you prefer to have some time to rest or go on day tours, consider extending your itinerary.
How to find the best Windermere package deals?
Use Expedia's handy filters to find some great Windermere package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your break for midweek, or browse for Windermere package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Windermere vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still get the freedom to create a customized Windermere vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Windermere?
Land amazing discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Windermere adventure.
Does Expedia offer Book Now, Pay Later Windermere vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Windermere vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, 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.