Southwestern Ontario Vacations from $875
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Top destinations in Southwestern Ontario
Tobermory
Grand Bend
Burlington
Stratford
Sauble Beach
South Bruce Peninsula
Kitchener
Lambton Shores
Owen Sound
The Latest Southwestern Ontario Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- One King West Hotel & Residence
Sep 25 - Sep 29One King West Hotel & Residence + Flight
Downtown Toronto4 nights4.0 star property9.4/10 - Exceptional (8,204 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,225$875found 2 days agoper traveler - Hotel Riu Plaza Toronto
Sep 24 - Sep 28Hotel Riu Plaza Toronto + Flight
Downtown Toronto4 nights4.0 star property9.4/10 - Exceptional (4,176 reviews)"Amazing Staff!!! From the front door greeting to the lovely girls at the breakfast check-in so friendly and smiling. Of course the room and breakfast was also amazing."Reviewed July 25, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,526$931found 2 days agoper traveler - 1 Hotel Toronto
Sep 25 - Sep 291 Hotel Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (771 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$2,180$1,335found 2 days agoper traveler - Shangri-La Toronto
Sep 24 - Sep 28Shangri-La Toronto + Flight
Downtown Toronto4 nights5.0 star property9.6/10 - Exceptional (1,314 reviews)"Great stay and great amenities"Reviewed July 25, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$2,125$1,519found 2 days agoper traveler - Residence Inn by Marriott Toronto Downtown / Entertainment District
Sep 24 - Sep 28Residence Inn by Marriott Toronto Downtown / Entertainment District + Flight
Downtown Toronto4 nights3.5 star property9.2/10 - Wonderful (3,245 reviews)"Great place. Very.close to Rogers Place"Reviewed July 25, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YYZ • Nonstop YYZ - BOS • Nonstop$1,708$1,258found 2 days agoper traveler
Discover the most popular places to visit in Southwestern Ontario
Southwestern Ontario Hotel Deals
Holiday Inn Express Hotel & Suites Waterloo - St Jacobs by IHG
Holiday Inn Express Hotel & Suites Waterloo - St Jacobs by IHG2.5 star property
25.1 mi from Southwestern Ontario
8.8 out of 10, Excellent, (1,324 reviews)
8.8/10
Excellent
(1,324 reviews)
"The room was clean the AC worked, the beds were quite comfortable the swimming pool was as well nice, wasn't too warm was just right. The only issue that I had was the pricing was too high for the room. But it served for the purpose that I needed it for at the time."
$100 nightly
The price is $118
$118 total
Aug 9 - Aug 10
Total with taxes and fees
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, (1,185 reviews)
9.2/10
Wonderful
(1,185 reviews)
$85 nightly
The price is $100
$100 total
Aug 9 - Aug 10
Total with taxes and fees
9.8 out of 10, Exceptional, (313 reviews)
9.8/10
Exceptional
(313 reviews)
"Wonderful stay … room was well equipped, clean, bed was very comfortable. Patio was so relaxing! Perfect location to enjoy the river, attend the theatres & to downtown. Owner, Bruce, made sure we were made to feel welcome & was extremely helpful during our stay! We highly recommend this gem!
Bob & Mavis LaCelle"
$122 nightly
The price is $143
$143 total
Jul 26 - Jul 27
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, (508 reviews)
9.2/10
Wonderful
(508 reviews)
$91 nightly
The price is $107
$107 total
Aug 25 - Aug 26
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, (1,005 reviews)
9.0/10
Wonderful
(1,005 reviews)
"Clean room and friendly staff"
$114 nightly
The price is $133
$133 total
Aug 3 - Aug 4
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, (1,146 reviews)
9.0/10
Wonderful
(1,146 reviews)
"I"
$212 nightly
The price is $249
$249 total
Jul 26 - Jul 27
Total with taxes and fees
Towneplace Suites By Marriott Woodstock
Towneplace Suites By Marriott Woodstock2.0 star property
31 mi from Southwestern Ontario
9.6 out of 10, Exceptional, (20 reviews)
9.6/10
Exceptional
(20 reviews)
"No comment"
$99 nightly
The price is $112
$112 total
Aug 9 - Aug 10
Total with taxes and fees
Crowne Plaza Kitchener-Waterloo by IHG
Crowne Plaza Kitchener-Waterloo by IHG4.0 star property
28.8 mi from Southwestern Ontario
8.4 out of 10, Very Good, (1,661 reviews)
8.4/10
Very Good
(1,661 reviews)
$100 nightly
The price is $118
$118 total
Aug 3 - Aug 4
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.