Southside Vacations from $737
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The Latest Southside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Canopy By Hilton Toronto Yorkville
Downtown Toronto
Save 100% on your flight
Price was $1,165, price is now $737 per person
$737
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (1,370 reviews)
Modern hotel with multiple control panels for curtains and lighting. A bit of overkill with this level of customization provided for controlling the many lighting options. Floor motion sensors turn on certain bathroom lights automatically in the middle of the night which can be very disruptive for those who prefer to sleep in darkness. Beds were also a bit too soft for our liking.
Room was large enough and very clean. Staff were exceptionally friendly and helpful.
A full cup coffee maker would be nice.
Reviewed on May 3, 2026
Revery Toronto Downtown, Curio Collection by Hilton
Downtown Toronto
Save 100% on your flight
Price was $1,250, price is now $781 per person
$781
per person
Jun 12 - Jun 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,180 reviews)
Very accommodating, there was a scheduled power outage but nothing was interrupted during my stay
Reviewed on May 4, 2026
South Landing Inn Niagara on the Lake
Queenston
Price was $2,287, price is now $1,525 per person
$1,525
per person
Jul 9 - Jul 13
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (108 reviews)
I loved my stay. Kind staff. Delicious breakfast, much above of average, always with new treats. Clean room. Feels like home feeling. Plenty of board games to choose from. In summary, I had a fantastic time. I strongly recommend.
Reviewed on Apr 29, 2026
The Sutton Place Hotel Toronto
Downtown Toronto
Price was $1,308, price is now $911 per person
$911
per person
Jul 17 - Jul 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (2,335 reviews)
Beautiful hotel with large rooms. Bed was very comfy, great location and very quiet at night
Reviewed on May 3, 2026
Where to stay in Southside
Find the best Southside areas and neighborhoods for the activities you enjoy most. Learn more about Southside
Saint Jacobs
You'll enjoy the museums and riverfront in Saint Jacobs. You might want to make time for a stop at St. Jacobs Scoolhouse Theatre or Maple Syrup Museum of Ontario.
Southside Hotel Deals
Quality Inn
2899 King St E Kitchener ON
Fully refundable
$65 nightly
The price is $76 total per night from May 31 to Jun 1
$76 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,591 reviews)
Excellent service.
Reviewed on May 6, 2026
The Walper Hotel, part of JdV by Hyatt
20 Queen St S. Kitchener ON
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $138 total per night from May 17 to May 18
$138 total
May 17 - May 18
Total with taxes and fees
9/10 Wonderful! (1,011 reviews)
The staff were very helpful and the room was lovely.
Reviewed on May 4, 2026
Crowne Plaza Kitchener-Waterloo by IHG
105 King St E Kitchener ON
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $102 total per night from May 17 to May 18
$102 total
May 17 - May 18
Total with taxes and fees
8.4/10 Very Good! (1,596 reviews)
Disappointed because we thought there was a hot tub Noticed other guess thought there was one too
Reviewed on May 7, 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.
Discover the most popular places to visit in Southside
Elora Gorge Conservation Area
Explore the great outdoors at Elora Gorge Conservation Area, a lovely green space in Centre Wellington. Amble around this quaint area's riverfront or experience its live music.
Rockwood Conservation Area
Explore the great outdoors at Rockwood Conservation Area, a lovely green space in Guelph/Eramosa. You can attend a sporting event while in the area.
University of Waterloo
Enjoy the collegiate vibe when you visit University of Waterloo, during your trip to Waterloo. Discover the breweries and its live music while you're in the area.
Things to do
Guided Historical and Cultural Tour in Downtown Paris, ON Canada
$23
per adult
Self Guided Driving Taste Tour - Brantford & Paris, ON - Private
$91
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.