Cookstown Vacations from $694
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Your Cookstown Vacation
The vibrant city of Cookstown is calling. Discover all its secrets with a Cookstown vacation package that's custom made for you. If your trip to Cookstown includes a little sightseeing, hit up well-known attractions like 400 Market, Tanger Outlets and OLG Slots at Georgian Downs. Expedia can help you escape your routine. Tailor your vacation to Cookstown to suit your style of travel, whatever that may be.
The Latest Cookstown vacation packages
Price found within the past 48 hours. Click for updated prices.
Hilton Toronto/Markham Suites Conference Centre & Spa
Price was $1,026, price is now $694 per person
$694
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (1,558 reviews)
black mold/goo thing coming out of the bathroom sink...
Reviewed on May 5, 2026
Hotel Riu Plaza Toronto
Downtown Toronto
Price was $1,474, price is now $947 per person
$947
per person
Jul 13 - Jul 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (3,031 reviews)
Great location walking distance to the CN Tower, bars and restaurants. Hotel was clean and the staff were amazing. The gym is 24 and has everything you need. The all included breakfast was similar to a resort….. definitely would recommend this hotel….
Reviewed on May 7, 2026
GLOBALSTAY. Waterfront 5BR Townhouse. Private HOT TUB, Gym, Sauna
Stoney Creek
Price was $1,672, price is now $1,115 per person
$1,115
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.2/10 Wonderful! (15 reviews)
Very comfortable and well-kept townhouse. Clean, quiet, and exactly as described. Check-in was easy and communication was clear
Reviewed on Jan 12, 2026
New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY
Save 100% on your flight
Price was $1,377, price is now $956 per person
$956
per person
Jul 23 - Jul 26
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
9/10 Wonderful! (31 reviews)
Really enjoyed my stay at this townhouse. It’s located in a quiet, peaceful neighborhood, which made it easy to relax. The home itself was clean, comfortable, and had all the amenities I needed for a smooth stay. The backyard was a great bonus. This was a great balance of comfort, convenience, and privacy. I’d definitely stay here again!
Reviewed on Apr 30, 2026
South Landing Inn Niagara on the Lake
Queenston
Price was $1,036, price is now $736 per person
$736
per person
Jun 22 - Jun 26
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.8/10 Exceptional! (108 reviews)
I loved my stay. Kind staff. Delicious breakfast, much above of average, always with new treats. Clean room. Feels like home feeling. Plenty of board games to choose from. In summary, I had a fantastic time. I strongly recommend.
Reviewed on Apr 29, 2026
Discover the most popular places to visit in Cookstown
Big Cedar Golf Club
Enjoy a round of golf in Innisfil at Big Cedar Golf Club. While in this family-friendly area, you can savor the top-notch restaurants.
Georgian Downs Racetrack
You can take time to visit Georgian Downs Racetrack during your travels to Innisfil. While in this family-friendly area, you can savor the top-notch restaurants.
The Point Gallery
You can spend an afternoon browsing the exhibits at The Point Gallery during your trip to Big Bay Point. While in this family-friendly area, you can savor the top-notch restaurants.
Cookstown Hotel Deals
Monte Carlo Inn Barrie Suites
81 Hart Dr Barrie ON
Fully refundableReserve now, pay when you stay
$79 nightly
The price is $95 total per night from Jun 7 to Jun 8
$95 total
Jun 7 - Jun 8
Total with taxes and fees
8/10 Very Good! (2,641 reviews)
Can't beat the price. The hotel and rooms seemed very clean. No parking fees, close to the highway. Front staff were very kind and patient. I would definitely stay here again. Reasons I didn't give 5 star rating We were told at check in that breakfast started at 6am. Next morning at 6 we went down ...
Reviewed on May 6, 2026
Travelodge by Wyndham Barrie
300 Bayfield St Barrie ON
Fully refundableReserve now, pay when you stay
$59 nightly
The price is $71 total per night from May 24 to May 25
$71 total
May 24 - May 25
Total with taxes and fees
7.8/10 Good! (2,127 reviews)
Great location for restaurants and coffee shops, the morning breakfast was more than enough. Close access to the 400 which makes it easier for an out of towner not used to Barrie. I would stay again but ask for a room away from the parking lot.
Reviewed on May 6, 2026
Days Inn by Wyndham Barrie
Hart Drive,55 Barrie ON
$110 nightly
The price is $132 total per night from Jun 1 to Jun 2
$132 total
Jun 1 - Jun 2
Total with taxes and fees
7/10 Good! (1,407 reviews)
Great stay! Lubna at front desk was exceptional! So helpful and friendly!!!! Pool was heated but a little cloudy. Breakfast starting at 6am was a plus because we were there for a dance comp with early mornings. My daughter thought the Waffles and sausages at breakfast were delicious and the kitchen ...
Reviewed on May 3, 2026
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.
Find the Best Cookstown Vacation Packages
Cookstown Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Population | 1,200 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | 400 Market, OLG Slots at Georgian Downs and Innisfil Creek Golf Course |
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Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
