Windermere Vacation Packages
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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.
Chipman Hill Suites - Pratt House
Uptown
Price was CA $844, price is now CA $769 per person
CA $769
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Saint John (YSJ)
9.4/10 Exceptional! (194 reviews)
Lovely period property within easy walking distance of all the main attractions and city areas. Little bit noisy, but that is expected if you are staying in the city centre.
Reviewed on Apr 11, 2026
Days Inn by Wyndham Saint John New Brunswick
Waterloo
Price was CA $1,471, price is now CA $1,271 per person
CA $1,271
per person
Jul 12 - Jul 18
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Saint John (YSJ)
8/10 Very Good! (1,651 reviews)
The area is not good.
Reviewed on Apr 26, 2026
Chateau Saint John Trademark Collection by Wyndham
Mount Pleasant
Price was CA $876, price is now CA $774 per person
CA $774
per person
Jun 21 - Jun 24
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Saint John (YSJ)
9.6/10 Exceptional! (1,847 reviews)
The hotel seemed very new. It was quiet. The staff was very friendly and helpful. It was very affordable. I felt I really lucked out staying here.
Reviewed on Apr 27, 2026
Granite Town Hotel
Price was CA $855, price is now CA $792 per person
CA $792
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Saint John (YSJ)
8.8/10 Excellent! (1,000 reviews)
We were a group of 7 couples who were visiting the area on ATV's. The staff were extremely friendly and helpful during our stay. We had a lovely breakfast and the hostess even put on extra coffee so we could take some with us on our trip. We will stay again when in the area.
Reviewed on Apr 27, 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 $199 per night from Apr 30 to May 1
CA $199
CA $239 total
Apr 30 - May 1
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
Beautiful property, delicious food and an amazing staff.
Reviewed on Apr 27, 2026
Slumber Inn
5534 Prospect Road New Minas NS
Fully refundableReserve now, pay when you stay
The price is CA $177 per night from Apr 30 to May 1
CA $177
CA $207 total
Apr 30 - May 1
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Would stay again
Reviewed on Apr 27, 2026
Micro Boutique Living Wolfville
336 Main Street Wolfville NS
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from May 12 to May 13
CA $145
CA $165 total
May 12 - May 13
includes taxes & fees
9/10 Wonderful! (1,104 reviews)
Room was clean but the shower had black mold near the base.
Reviewed on Apr 3, 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.
