Southwestern Ontario Vacations from $737
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The Latest Southwestern Ontario Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- One King West Hotel & Residence
Oct 14 - Oct 18One King West Hotel & Residence + Flight
Downtown Toronto4 nights4.0 star property9.4/10 - Exceptional (8,271 reviews)"Extremely beautiful hotel, very high end. The staff are extremely helpful and friendly. The hot tub and sauna are an amazing touch. I'm very grateful I got the chance to stay here when the rates were discounted!"Reviewed August 4, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop - 1 Hotel Toronto
Oct 14 - Oct 181 Hotel Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (780 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop - Hotel Riu Plaza Toronto
Oct 21 - Oct 25Hotel Riu Plaza Toronto + Flight
Downtown Toronto4 nights4.0 star property9.4/10 - Exceptional (4,298 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,477$937found 1 day agoper traveler - Four Seasons Hotel Toronto
Sep 10 - Sep 13Four Seasons Hotel Toronto + Flight
Old Toronto3 nights5.0 star property9.6/10 - Exceptional (993 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,926$1,275found 1 day agoper traveler - Shangri-La Toronto
Oct 14 - Oct 18Shangri-La Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (1,320 reviews)"Wonderful stay. I wish other hotels would learn from this one about hospitality. Will stay again!"Reviewed August 3, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop
Discover the most popular places to visit in Southwestern Ontario
Southwestern Ontario Hotel Deals
Hampton Inn & Suites by Hilton Waterloo St. Jacobs
Hampton Inn & Suites by Hilton Waterloo St. Jacobs2.5 star property
25.3 mi from Southwestern Ontario
9.2 out of 10, Wonderful, (1,173 reviews)
9.2/10
Wonderful
(1,173 reviews)
"Breakfast was good , would of been nice to use the patio and have a couple drinks of our own , not having to buy them from the bar"
$85 nightly
The price is $100
$100 total
Aug 16 - Aug 17
Total with taxes and fees
Best Western Plus The Arden Park Hotel
Best Western Plus The Arden Park Hotel2.5 star property
10.3 mi from Southwestern Ontario
9.0 out of 10, Wonderful, (1,153 reviews)
9.0/10
Wonderful
(1,153 reviews)
"Comfortable, large room. Dining room staff were very pleasant"
$213 nightly
The price is $250
$250 total
Aug 9 - Aug 10
Total with taxes and fees
Staybridge Suites Waterloo - St. Jacobs Area by IHG
Staybridge Suites Waterloo - St. Jacobs Area by IHG3.0 star property
25.1 mi from Southwestern Ontario
9.0 out of 10, Wonderful, (865 reviews)
9.0/10
Wonderful
(865 reviews)
"Very impressed with this hotel, it is beautiful place to stay."
$128 nightly
The price is $151
$151 total
Aug 23 - Aug 24
Total with taxes and fees
The Walper Hotel, part of JdV by Hyatt
The Walper Hotel, part of JdV by Hyatt4.0 star property
28.7 mi from Southwestern Ontario
9.0 out of 10, Wonderful, (1,006 reviews)
9.0/10
Wonderful
(1,006 reviews)
"Everything was perfect!"
$115 nightly
The price is $135
$135 total
Aug 23 - Aug 24
Total with taxes and fees
9.8 out of 10, Exceptional, (319 reviews)
9.8/10
Exceptional
(319 reviews)
"Perfect location for theatres and dining. Bruce was a fantastic host! A must stay!"
$148 nightly
The price is $174
$174 total
Aug 24 - Aug 25
Total with taxes and fees
9.4 out of 10, Exceptional, (1,758 reviews)
9.4/10
Exceptional
(1,758 reviews)
"Need to re-open the restaurant sooner than later. I know they said it is going to re-open and it was supposed to be already."
$110 nightly
The price is $130
$130 total
Aug 7 - Aug 8
Total with taxes and fees
Home2 Suites By Hilton Kitchener
Home2 Suites By Hilton Kitchener3.0 star property
31.7 mi from Southwestern Ontario
9.2 out of 10, Wonderful, (519 reviews)
9.2/10
Wonderful
(519 reviews)
"Very nice hotel stay. Good breakfast. Wish the baked goods were fresh not packaged. Ran out of coffee quickly but they were on task about it. Overall it served its purpose of being too late and too tired to drive into Toronto so this was a good stop."
$93 nightly
The price is $110
$110 total
Sep 1 - Sep 2
Total with taxes and fees
The Laundry Rooms Gaslight Cambridge
The Laundry Rooms Gaslight Cambridge3.0 star property
38.5 mi from Southwestern Ontario
9.6 out of 10, Exceptional, (610 reviews)
9.6/10
Exceptional
(610 reviews)
"Check in was very easy and the property was very responsive. Our room was fantastic - clean, modern, plenty of amenities. Would definitely stay at The Laundry properties again."
$127 nightly
The price is $149
$149 total
Aug 5 - Aug 6
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.