Cookstown Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Cookstown Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Cozy Rooms in Bright Walkout Suite - Newly Renovated 2026
$454
per person
Sep 23 - Sep 30
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Stay at this guesthouse in Richmond Hill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Summit Golf & Country Club and Wilcox Lake are located nearby.
Town Inn Suites Hotel
Downtown Toronto
$1,288
per person
Sep 23 - Sep 30
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Stay at this hotel in Toronto. Enjoy free WiFi, breakfast (surcharge), and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Spacious, clean, modern suite-style rooms (with a full kitchen!) in a great central location near tons of great food options, and very reasonable rates. Would definitely stay here again.
Reviewed on Aug 24, 2026
Canopy By Hilton Toronto Yorkville
Downtown Toronto
$1,145
per person
Oct 17 - Oct 21
found 13 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
Great stay, convenient location. Clean room
Reviewed on Aug 23, 2026
Holiday Inn Express Toronto - Downtown by IHG
Downtown Toronto
$1,652
per person
Sep 23 - Sep 30
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Book a stay at this business-friendly hotel in Toronto. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions CF Toronto Eaton Centre and Scotiabank Arena are located nearby.
J'ai adorer les déjeuners inclus, mais l'air climatisé qui est tres bruyante m'a deplu
Reviewed on Aug 23, 2026
Park Hyatt Toronto
Old Toronto
$3,178
per person
Sep 23 - Sep 30
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Book a stay at this luxury hotel in Toronto. Enjoy free WiFi, a full-service spa, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions CF Toronto Eaton Centre and CN Tower are located nearby.
Cozy Home Near Transit & Hillcrest Mall with Free Parking
$471
per person
Sep 23 - Sep 30
found 13 hours ago
Roundtrip flight included
Chicago (CHI) to Toronto (YYZ)
Stay at this guesthouse in Richmond Hill. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Canada's Wonderland and Vaughan Mills Mall are located nearby.
Top Hotel Deals
Monte Carlo Inn Barrie Suites
81 Hart Dr Barrie ON
Book a stay at this business-friendly hotel in Barrie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Residence and Conference Centre – King City
13980 Dufferin Street King ON
Book a stay at this business-friendly aparthotel in King. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Residence & Conference Centre - Barrie
One Georgian Drive Barrie ON
Stay at this aparthotel in Barrie. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the overall value in our ...
Travelodge by Wyndham Barrie
300 Bayfield St Barrie ON
Book a stay at this business-friendly hotel in Barrie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Microtel Inn & Suites by Wyndham Aurora
180 GOULDING AVE Aurora ON
Book a stay at this business-friendly hotel in Aurora. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Comfort Inn & Suites Barrie - Highway 400
210 Essa Rd Barrie ON
Book a stay at this business-friendly hotel in Barrie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Days Inn by Wyndham Barrie
Hart Drive,55 Barrie ON
Book a stay at this business-friendly hotel in Barrie. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Super 8 by Wyndham Barrie South
441 Bryne Drive Barrie ON
Book a stay at this business-friendly hotel in Barrie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Best Western Voyageur Place Hotel
17565 Yonge St Newmarket ON
Stay at this hotel in Newmarket. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms ...
Comfort Inn Newmarket - Aurora
1230 Journey's End Circle Newmarket ON
Book a stay at this business-friendly hotel in Newmarket. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Quality Inn
75 Hart Dr Barrie ON
Book a stay at this business-friendly hotel in Barrie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
Best Western Plus Barrie
35 Hart Drive Barrie ON
Stay at this hotel in Barrie. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
The Postmark Hotel
180 Main St S Newmarket ON
Stay at this hotel in Newmarket. Enjoy free WiFi, 2 restaurants, and a rooftop terrace. Popular attractions Main Street and Elman W. Campbell Museum are located ...
Comfort Inn & Suites
585 Holland Street West Bradford ON
Book a stay at this business-friendly hotel in Bradford West Gwillimbury. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Alan Kuzmich ...
Fairfield by Marriott Inn & Suites Newmarket
100 Pony Drive Newmarket ON
Stay at this hotel in Newmarket. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Sep 4 - Tue, Sep 15
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$341
Roundtrip
found 2 days ago
Fri, Sep 4 - Sat, Sep 12
YXX
Abbotsford Intl.
YYZ
Pearson Intl.
$359
Roundtrip
found 1 day ago
Sun, Sep 6 - Fri, Sep 11
YVR
Vancouver Intl.
YYZ
Pearson Intl.
$360
Roundtrip
found 2 days ago
Tue, Sep 15 - Tue, Sep 29
LAX
Los Angeles Intl.
YYZ
Pearson Intl.
$387
Roundtrip
found 5 days ago
Tue, Sep 15 - Tue, Sep 29
LAX
Los Angeles Intl.
YYZ
Pearson Intl.
$392
Roundtrip
found 5 days ago
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