Southside Vacation Packages

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Top Holiday Package Deals in Southside

Price found within the past 48 hours. Click for updated prices.

The Waterside Inn

Port Credit

CA $516

per person

Oct 21 - Oct 24

found 1 day ago

Roundtrip flight included

Halifax (YHZ) to Toronto (YYZ)

8.6/10 Excellent! (1,090 reviews)

1 Hotel Toronto

Downtown Toronto

CA $1,969

per person

Nov 18 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Toronto (YYZ)

9.6/10 Exceptional! (792 reviews)

Spectacular Views Apartments

Downtown Toronto

CA $1,032

per person

Nov 18 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Toronto (YYZ)

8.8/10 Excellent! (52 reviews)

Etobicoke Suites

Etobicoke

CA $1,030

per person

Oct 24 - Oct 31

found 20 hours ago

Roundtrip flight included

Vancouver (YVR) to Toronto (YYZ)

8.8/10 Excellent! (32 reviews)

Property was in a very convenient location to downtown and was as advertised. The checkin process was not smooth and owners were not very responsive, only willing to send non-links through Expedia. The would not call or text. At checkout, we were charged for damages and broken glasses which were not used, and were not reasonable to tell us where things were found.

Reviewed on Jul 11, 2026

Holiday Inn Toronto Downtown Centre by IHG

Downtown Toronto

CA $650

per person

Oct 18 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Toronto (YYZ)

8.6/10 Excellent! (6,502 reviews)

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.

A train crossing a bridge over a river with a dam in the foreground.

Elmira

Discover the largest Old Order Mennonite community in Canada, with regular buggy sightings and the historic Bandstand in Gore Park. Enjoy the Woolwich Memorial Centre's amenities and explore the Kissing Bridge Trailway for outdoor activities.

A cityscape with autumn foliage, a prominent tall building, and a mix of residential and commercial buildings.

Downtown Kitchener

1 out of top 10 points of interest in this area

While visiting Downtown Kitchener, you might make a stop by sights like Kitchener City Hall and Centre In The Square.

Hespeler

Situated along the Speed River, this industrial-based area offers recreational activities like parks, canoeing, and trails. Explore the Old Town, Fire Hall, Hespeler Library, and Fashion History Museum.

A river with a bridge, a park, and buildings along the riverbank.

Centreville Chicopee

If you're spending some time in Centreville Chicopee, Chicopee Ski and Summer Resort and Chicopee Tube Park are top sights worth seeing.

Southside Hotel Deals

The Walper Hotel, part of JdV by Hyatt

20 Queen St S. Kitchener ON

CA $161

CA $189 total

Sep 20 - Sep 21

includes taxes & fees

9.2/10 Wonderful! (1,004 reviews)

"Wedding night - accommodated late check in and late check out! Thank you"

Reviewed on Sep 11, 2026

Comfort Inn Guelph

480 Silvercreek Pky N Guelph ON

Fully refundable

CA $160

CA $188 total

Oct 11 - Oct 12

includes taxes & fees

8/10 Very good! (1,004 reviews)

"The breakfast is not great. It’s fine to have limited options but food should be fresh and hot"

Reviewed on Sep 11, 2026

Quality Inn

2899 King St E Kitchener ON

Fully refundableReserve now, pay when you stay

CA $83

CA $98 total

Oct 4 - Oct 5

includes taxes & fees

See all 591 properties in Southside

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.