Windermere Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
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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.
Top Windermere Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Delta Hotels by Marriott Saint John
Uptown
Price was CA $767, price is now CA $698 per person
CA $698
per person
Aug 28 - Aug 31
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Saint John (YSJ)
8.8/10 Excellent! (1,007 reviews)
Rooms were clean…. Staff friendly and very helpful….. Breakfast was delicious and the valet parking was wonderful
Reviewed on May 29, 2026
Chateau Saint John Trademark Collection by Wyndham
Mount Pleasant
Price was CA $1,283, price is now CA $1,087 per person
CA $1,087
per person
Jul 13 - Jul 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Saint John (YSJ)
9.6/10 Exceptional! (1,862 reviews)
breakfast was lovely parking was good and felt secure
Reviewed on Jun 13, 2026
Windermere Hotel Deals
Old Orchard Inn
153 Greenwich Rd. South Wolfville Ridge NS
Fully refundableReserve now, pay when you stay
The price is CA $212 per night from Jun 14 to Jun 15
CA $212
CA $253 total
Jun 14 - Jun 15
includes taxes & fees
8.4/10 Very Good! (1,019 reviews)
"Renovations were very nice. Loved the menu. Food was amazing! Staff was welcoming and friendly"
Reviewed on Jun 12, 2026
Slumber Inn
5534 Prospect Road New Minas NS
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Jun 17 to Jun 18
CA $169
CA $199 total
Jun 17 - Jun 18
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"It was a great stay nice room comfy beds"
Reviewed on Jun 12, 2026
Micro Boutique Living Wolfville
336 Main Street Wolfville NS
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Jul 5 to Jul 6
CA $170
CA $194 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (1,134 reviews)
"Excellent location, book the water view! All the amenities you need, quaint, comfortable, and the microwave popcorn is a super cute touch! Great value for the money and location."
Reviewed on Jun 13, 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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
