Southwestern Ontario Vacations from $597
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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
Sep 1 - Sep 4Hotel Riu Plaza Toronto + Flight
Downtown Toronto3 nights4.0 star property9.4/10 - Exceptional (4,167 reviews)Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YTZ • Nonstop YTZ - BOS • Nonstop$944$597found 1 day 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 19 hours agoper traveler - Fairmont Royal York
Oct 16 - Oct 19Fairmont Royal York + Flight
Downtown Toronto3 nights4.0 star property9.0/10 - Wonderful (8,368 reviews)"This hotel is a gem. Beautifully maintained, lobby is gorgeous and the rooms were very clean and comfortable."Reviewed July 24, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YKF • 1 stop YTZ - BOS • Nonstop$1,270$889found 1 day agoper traveler - The Scotsman Hotel
Sep 3 - Sep 8The Scotsman Hotel + Flight
Old Town Historic District5 nights4.0 star property9.8/10 - Exceptional (50 reviews)Roundtrip • New York (EWR) - Toronto (YYZ)EWR - YTZ • Nonstop YYZ - EWR • Nonstop - Sterling Inn & Spa - an Ontario's Finest Inn
Aug 27 - Aug 30Sterling Inn & Spa - an Ontario's Finest Inn + Flight
Clifton Hill3 nights4.0 star property9.6/10 - Exceptional (2,441 reviews)"Les chambres sont très propre , hôtel biens entretenu et aussi mon côté wow c’est la steam shower . Déjeuners le matin , seule chose : le café n’était pas à mon goût . Pour le reste tout est parfait"Reviewed July 23, 2026Roundtrip • Boston (BOS) - Toronto (YYZ)BOS - YTZ • Nonstop YTZ - BOS • Nonstop$908$681found 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, (1,321 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, (310 reviews)
9.8/10
Exceptional
(310 reviews)
"Excellent location. Quiet. Found silverfish in bathroom. TV mounted on wall was most inconveniently placed: I bumped into it three times. Only three parking spots and they were all taken - had to park at public metred lot some distance away."
$122 nightly
The price is $143
$143 total
Aug 9 - Aug 10
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)
$95 nightly
The price is $112
$112 total
Aug 16 - Aug 17
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, (1,004 reviews)
9.0/10
Wonderful
(1,004 reviews)
"The front desk dude was the best, was a fab night"
$114 nightly
The price is $134
$134 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, (1,141 reviews)
9.0/10
Wonderful
(1,141 reviews)
"Clean rooms, good size. Great food."
$212 nightly
The price is $249
$249 total
Aug 2 - Aug 3
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, (1,657 reviews)
8.4/10
Very Good
(1,657 reviews)
$97 nightly
The price is $114
$114 total
Aug 13 - Aug 14
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.