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Oakville Vacation Packages

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Oakville Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Price was $682, price is now $481 per person
$481
per person
Dec 3 - Dec 7
found 4 hours ago
Roundtrip flight included
Austin (AUS) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Mississauga. Enjoy free WiFi, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Square One Shopping Centre and Lakefront Promenade Park are located nearby.
Staff did not indicate that they had no charge parking. Cost my staff an extra $38.00

Reviewed on Sep 16, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Price was $3,692, price is now $2,320 per person
$2,320
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, an outdoor pool, and 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rogers Centre and CN Tower are located nearby.

Altitude Suites on Yonge

Altitude Suites on Yonge

4 out of 5
Price was $1,604, price is now $1,207 per person
$1,207
per person
Oct 22 - Oct 26
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Clean rooms , family friendly, nice staff at the desk

Reviewed on Sep 13, 2026

The Brick Hotel

The Brick Hotel

2 out of 5
Price was $1,816, price is now $1,369 per person
$1,369
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, in-room washers/dryers, and an in-room espresso maker. Popular attractions Rogers Centre and CN Tower are located nearby.
Très belle emplacement et restaurant proche et pas trop loin du Roger center

Reviewed on Sep 13, 2026

Royal Oak Inn

Royal Oak Inn

2.5 out of 5
Price was $631, price is now $493 per person
$493
per person
Dec 3 - Dec 7
found 4 hours ago
Roundtrip flight included
Austin (AUS) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, parking (surcharge), and premium TV channels. Our guests praise the helpful staff in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Last minute find. The location was great, but the area not so much. I didn't read any reviews before I booked this hotel and I booked based off where I was trying to go and it suited that well. I didn't get the 2nd shift front desk clerks name, but he was amazing! Gave lots of good advice on where to go and explore and even help me navigate the bus (street car). Bed was very comfortable, I slept great. I only stayed for one night and had an early train ride the next morning, so I can't speak on breakfast.

Reviewed on Sep 14, 2026

Elegant Downtown Apartments

Elegant Downtown Apartments

4 out of 5
Price was $900, price is now $704 per person
$704
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
St. George's (BDA) to Toronto (YYZ)
Book a stay at this business-friendly aparthotel in Toronto. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Rogers Centre and CN Tower are located nearby.
Parking was confusing. Great view

Reviewed on Sep 15, 2026

GLOBALSTAY Luxury 4 Bedroom House

GLOBALSTAY Luxury 4 Bedroom House

4 out of 5
Price was $1,629, price is now $1,279 per person
$1,279
per person
Nov 24 - Nov 29
found 1 day ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
Stay at this hotel in Vaughan. Enjoy free WiFi, free parking, and furnished patios. Popular attractions Canada's Wonderland and Vaughan Mills Mall are located nearby.
Beautiful and spacious house in Vaughan. We really enjoyed our stay!

Reviewed on Aug 8, 2026

Teahouse Condos in Downtown Toronto

Teahouse Condos in Downtown Toronto

4 out of 5
Price was $1,705, price is now $1,356 per person
$1,356
per person
Oct 22 - Oct 26
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, parking (surcharge), and Netflix. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.

Oakville Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $682, price is now $481 per person
$481
per person
Dec 3 - Dec 7
found 4 hours ago
Roundtrip flight included
Austin (AUS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,465, price is now $1,559 per person
$1,559
per person
Oct 22 - Oct 26
found 11 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Old Toronto
Save 100% on your flight
Price was $1,627, price is now $1,179 per person
$1,179
per person
Nov 4 - Nov 8
found 1 day ago
Roundtrip flight included
St. George's (BDA) to Toronto (YYZ)
Maple Leaf Square

Maple Leaf Square

3.5 out of 5
Downtown Toronto
Price was $924, price is now $689 per person
$689
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
St. George's (BDA) to Toronto (YYZ)

Oakville Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,705, price is now $1,029 per person
$1,029
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
St. George's (BDA) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,829, price is now $1,632 per person
$1,632
per person
Nov 30 - Dec 5
found 1 day ago
Roundtrip flight included
Austin (AUS) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Old Toronto
Save 100% on your flight
Price was $1,760, price is now $1,100 per person
$1,100
per person
Nov 27 - Dec 2
found 8 hours ago
Roundtrip flight included
St. George's (BDA) to Toronto (YYZ)
One King West Hotel & Residence

One King West Hotel & Residence

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,636, price is now $1,126 per person
$1,126
per person
Nov 9 - Nov 16
found 1 day ago
Roundtrip non-stop flight included
St. George's (BDA) to Toronto (YYZ)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Flair Airlines
Fri, Nov 6 - Tue, Nov 10
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$212 Roundtrip, just found
$212
Roundtrip
just found
Select Flair Airlines flight, departing Fri, Nov 6 from Abbotsford Intl. to Pearson Intl., returning Tue, Nov 10, priced at $212 just found
Flair Airlines
Fri, Oct 2 - Wed, Oct 21
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$246 Roundtrip, found 1 day ago
$246
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Fri, Oct 2 from Vancouver Intl. to Pearson Intl., returning Wed, Oct 21, priced at $246 found 1 day ago
Air Canada
Fri, Nov 6 - Tue, Nov 10
YVR
Vancouver Intl.
YKF
Region of Waterloo Intl.
$335 Roundtrip, found 6 hours ago
$335
Roundtrip
found 6 hours ago
Select Air Canada flight, departing Fri, Nov 6 from Vancouver Intl. to Region of Waterloo Intl., returning Tue, Nov 10, priced at $335 found 6 hours ago
Porter Airlines
Tue, Sep 29 - Fri, Oct 9
YVR
Vancouver Intl.
YHM
John C. Munro Hamilton Intl.
$349 Roundtrip, found 18 hours ago
$349
Roundtrip
found 18 hours ago
Select Porter Airlines flight, departing Tue, Sep 29 from Vancouver Intl. to John C. Munro Hamilton Intl., returning Fri, Oct 9, priced at $349 found 18 hours ago