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Pickering Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Sheraton Parkway Toronto North Hotel & Suites

Sheraton Parkway Toronto North Hotel & Suites

4 out of 5
Price was $758, price is now $551 per person
$551
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Book a stay at this spa hotel in Richmond Hill. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Golf Lounge and Splitsville Richmond Hill are located nearby.

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Save 100% on your flight
Price was $2,647, price is now $1,486 per person
$1,486
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

The Brick Hotel

The Brick Hotel

2 out of 5
Save 100% on your flight
Price was $1,362, price is now $910 per person
$910
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.

Peter Street Downtown Toronto Suites

Peter Street Downtown Toronto Suites

4 out of 5
Save 100% on your flight
Price was $861, price is now $577 per person
$577
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions CN Tower and Rogers Centre are located nearby.
The aparthotel was very clean. The price was excellent and the host was very responsive. 5 star and definitely staying here again the next time in Toronto!

Reviewed on Jul 24, 2026

The Waterside Inn

The Waterside Inn

3.5 out of 5
Save 100% on your flight
Price was $1,199, price is now $827 per person
$827
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
St. George's (BDA) 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.

Maple Leaf Square

Maple Leaf Square

3.5 out of 5
Price was $844, price is now $588 per person
$588
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, laundry facilities, and Netflix. Popular attractions Scotiabank Arena and Ripley's Aquarium of Canada are located nearby.
Great location

Reviewed on Aug 23, 2026

Old Mill Toronto

Old Mill Toronto

4 out of 5
Price was $934, price is now $672 per person
$672
per person
Oct 9 - Oct 13
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
Book a stay at this spa hotel in Toronto. Enjoy free WiFi, a full-service spa, and private hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Rogers Centre and CN Tower are located nearby.

Modern Downtown Apartments

Modern Downtown Apartments

4 out of 5
Price was $1,584, price is now $1,141 per person
$1,141
per person
Oct 19 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
St. George's (BDA) to Toronto (YYZ)
Stay at this aparthotel in Toronto. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions CN Tower and Rogers Centre are located nearby.
The location was great and the apartment well appointed, clean and comfortable. Got a great view of the storm but felt safe and secure.

Reviewed on Sep 4, 2026

Pickering Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Peter Street Downtown Toronto Suites

Peter Street Downtown Toronto Suites

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $861, price is now $577 per person
$577
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $2,196, price is now $1,306 per person
$1,306
per person
Nov 5 - Nov 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Old Toronto
Save 100% on your flight
Price was $1,362, price is now $910 per person
$910
per person
Nov 21 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Maple Leaf Square

Maple Leaf Square

3.5 out of 5
Downtown Toronto
Price was $844, price is now $588 per person
$588
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)

Pickering Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Sheraton Parkway Toronto North Hotel & Suites

Sheraton Parkway Toronto North Hotel & Suites

4 out of 5
Price was $740, price is now $519 per person
$519
per person
Nov 20 - Nov 25
found 7 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $2,647, price is now $1,486 per person
$1,486
per person
Nov 20 - Nov 25
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Save 100% on your flight
Price was $1,199, price is now $827 per person
$827
per person
Oct 9 - Oct 16
found 1 day ago
Roundtrip flight included
St. George's (BDA) to Toronto (YYZ)
The Brick Hotel

The Brick Hotel

2 out of 5
Old Toronto
Price was $1,716, price is now $1,229 per person
$1,229
per person
Oct 19 - Oct 24
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.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Fri, Nov 6 from Abbotsford Intl. to Pearson Intl., returning Tue, Nov 10, priced at $232 found 1 day ago
Flair Airlines
Thu, Oct 1 - Fri, Oct 16
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$244 Roundtrip, just found
$244
Roundtrip
just found
Select Flair Airlines flight, departing Thu, Oct 1 from Vancouver Intl. to Pearson Intl., returning Fri, Oct 16, priced at $244 just found
Air Canada
Fri, Nov 6 - Tue, Nov 10
YVR
Vancouver Intl.
YKF
Region of Waterloo Intl.
$313 Roundtrip, found 3 hours ago
$313
Roundtrip
found 3 hours ago
Select Air Canada flight, departing Fri, Nov 6 from Vancouver Intl. to Region of Waterloo Intl., returning Tue, Nov 10, priced at $313 found 3 hours ago
Porter Airlines
Wed, Nov 4 - Wed, Nov 11
LAX
Los Angeles Intl.
YYZ
Pearson Intl.
$350 Roundtrip, just found
$350
Roundtrip
just found
Select Porter Airlines flight, departing Wed, Nov 4 from Los Angeles Intl. to Pearson Intl., returning Wed, Nov 11, priced at $350 just found