Southwestern Ontario Vacations from $789
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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.
- Hotel Riu Plaza Toronto
Oct 16 - Oct 19Hotel Riu Plaza Toronto + Flight
Downtown Toronto3 nights4.0 star property9.4/10 - Exceptional (4,174 reviews)"I wish I could remember the porter's name, but when I parked in the garage across the street, he showed me how I could extend the time and how to pay in advance on my phone. Traveling solo, his kindness was MUCH appreciated and made the visit one that I will always remember."Reviewed July 25, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YKF • 1 stop YTZ - BOS • Nonstop$1,172$789found 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 1 day agoper traveler - Fairmont Royal York
Oct 16 - Oct 19Fairmont Royal York + Flight
Downtown Toronto3 nights4.0 star property9.0/10 - Wonderful (8,372 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YKF • 1 stop YTZ - BOS • Nonstop$1,270$889found 2 days agoper traveler - Holiday Inn Express Toronto - Downtown by IHG
Sep 10 - Sep 14Holiday Inn Express Toronto - Downtown by IHG + Flight
Downtown Toronto4 nights3.0 star property9.0/10 - Wonderful (2,113 reviews)"All ok"Reviewed July 24, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YKF • 1 stop YTZ - BOS • Nonstop$1,404$1,019found 1 day 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 1 day 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, (1,321 reviews)
8.8/10
Excellent
(1,321 reviews)
"👍"
$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, (312 reviews)
9.8/10
Exceptional
(312 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)
$90 nightly
The price is $106
$106 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, (1,144 reviews)
9.0/10
Wonderful
(1,144 reviews)
$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, (1,659 reviews)
8.4/10
Very Good
(1,659 reviews)
"Clean all around"
$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.