Southside Vacations from $533
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The Latest Southside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Woodbourne Inn
St. Davids
Save 100% on your flight
Price was $813, price is now $533 per person
$533
per person
Nov 13 - Nov 17
found 8 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (492 reviews)
We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.
Reviewed on Aug 24, 2025
Waterfront Majesty Enclaves
Downtown Toronto
Price was $1,635, price is now $612 per person
$612
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
6.6/10 (127 reviews)
Location was amazing!!
Beautiful light in the whole place. Two bathrooms and separate bedrooms.
Easy check- in, good communication with property!!!
Reviewed on Aug 23, 2025
Mount Alverno Luxury Resorts
Save 100% on your flight
Price was $1,007, price is now $641 per person
$641
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
9/10 Wonderful! (306 reviews)
The property is large, quiet and nice. Free parking is a great perk, the staff is super friendly, and the continental breakfast is good. A cute little turn-down plate with brownies, cookies and an apple. Loved having the smart TV, bed is comfortable, and darkening curtains would be nice. Across the road is a nice brewery to walk to. I know they are still adding, an outdoor pool would be nice,
Reviewed on Aug 11, 2025
GLOBALSTAY. Burano Condos in Downtown Toronto
Downtown Toronto
Save 100% on your flight
Price was $1,377, price is now $928 per person
$928
per person
Oct 28 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Toronto (YYZ)
7/10 Good! (80 reviews)
Seamless check in, convenient and comfortable space.
Reviewed on Aug 24, 2025
Radisson Blu Toronto Downtown
Downtown Toronto
Save 100% on your flight
Price was $1,463, price is now $988 per person
$988
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (2,595 reviews)
Our stay was amazing! Greatful to the kind pool staff, the room was clean and spacious. Check in was a breeze, parking conviient and Queens Harbour across the street was an amazing restaurant. Greatest time!
Reviewed on Aug 27, 2025
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
Crowne Plaza Kitchener-Waterloo by IHG
105 King St E, Kitchener, ON
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $129 total per night from Sep 1 to Sep 2
$129 total
Sep 1 - Sep 2
Total with taxes and fees
8.2/10 Very Good! (1,297 reviews)
"cleanliness and safety was the best as well as location in Kitchener in downtown area.the staff were very polite and professional. breakfast was fine too."
Reviewed on Aug 25, 2025
Hampton Inn & Suites by Hilton Waterloo St. Jacobs
55 Benjamin Road, Township of Woolwich, ON
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $104 total per night from Sep 7 to Sep 8
$104 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,050 reviews)
"I was totally amazed at the room for 3 people. It was spacious and welcoming and clean. Would definitely recommend to others and return when time permits."
Reviewed on Aug 24, 2025
Comfort Inn Cambridge
220 Holiday Inn Dr, Cambridge, ON
Fully refundableReserve now, pay when you stay
$73 nightly
The price is $86 total per night from Aug 31 to Sep 1
$86 total
Aug 31 - Sep 1
Total with taxes and fees
7.4/10 Good! (1,014 reviews)
"Breakfast included buffet is great! Comfortable bed. Only room for improvement is some cleaning. Most things were ok but there was a hair on a pillow, in the bathtub, and a clump of hair on the carpet."
Reviewed on Aug 24, 2025
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.
Guelph Lake Conservation Area
Explore the great outdoors at Guelph Lake Conservation Area, a lovely green space in Guelph/Eramosa. Experience the area's festivals and theater scene.
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
Oxford County, ON: Alpaca Farm Walk & Learning Experience
$43
per adult
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
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.