Search Deals onCaledon Vacation Packages
Caledon Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Waterside Inn
Price was $660, price is now $481 per person
$481
per person
Sep 18 - Sep 21
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Port Credit Harbour Marina are located nearby.

1 Hotel Toronto
Price was $2,185, price is now $1,323 per person
$1,323
per person
Sep 25 - Sep 29
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.

Hotel Riu Plaza Toronto
Price was $1,383, price is now $863 per person
$863
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions CN Tower and Rogers Centre are located nearby.

Shangri-La Toronto
Save 100% on your flight
Price was $2,946, price is now $2,170 per person
$2,170
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions CF Toronto Eaton Centre and CN Tower are located nearby.

Sterling Inn & Spa - an Ontario's Finest Inn
Price was $714, price is now $527 per person
$527
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Book a stay at this spa hotel in Niagara Falls. Enjoy free breakfast, a full-service spa, and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Clifton Hill and Fallsview Indoor Waterpark are located nearby.
Was very impressed with our room, very clean and comfortable. Loved the steam shower. Breakfast was excellent, Staff were polite and very pleasant. My husband and I Enjoyed our stay, we will choose this hotel the next time we are in Niagara Falls.
Reviewed on Jul 17, 2026

Finlay House Bed and Breakfast Niagara - on - the - Lake
Price was $940, price is now $705 per person
$705
per person
Aug 17 - Aug 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Stay at this guesthouse in Niagara-on-the-Lake. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Shaw Festival Theatre and Peller Estates Winery are located nearby.
Staff were friendly and very accomodating.
Reviewed on Jul 16, 2026

Homewood Suites by Hilton Toronto Vaughan
Price was $806, price is now $606 per person
$606
per person
Oct 4 - Oct 10
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Vaughan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vaughan Mills Mall and Canada's Wonderland are located nearby.
Hotel was close to movie theater, shopping, restaurants. Staff was kind and helpful.
Hotel had a big and delicious breakfast everyday. We had a 1 bedroom suite with kitchen which was convenient.
Reviewed on Jul 17, 2026

Cambridge Suites Toronto
Price was $1,943, price is now $1,479 per person
$1,479
per person
Sep 1 - Sep 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the convenient parking in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Slightly odd room setup, which felt a bit cramped for our group of 5. The spellers was nice though, and they were great with helping us arrange parking, etc.
Reviewed on Jul 17, 2026
Caledon Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Caledon Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Tue, Sep 8 - Tue, Sep 15
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$280 Roundtrip, found 3 hours ago
$280
Roundtrip
found 3 hours ago

Tue, Sep 8 - Tue, Sep 15
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$300 Roundtrip, found 2 hours ago
$300
Roundtrip
found 2 hours ago

Wed, Oct 14 - Fri, Oct 23
LAX
Los Angeles Intl.
YYZ
Pearson Intl.
$408 Roundtrip, found 1 hour ago
$408
Roundtrip
found 1 hour ago

Mon, Jul 27 - Sun, Aug 2
YVR
Vancouver Intl.
YHM
John C. Munro Hamilton Intl.
$473 Roundtrip, found 3 hours ago
$473
Roundtrip
found 3 hours ago
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