Cookstown Vacation Packages

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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.

Top Cookstown Vacation Deals

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

Woodbourne Inn

4 out of 5
St. Davids
Price was CA $1,199, price is now CA $730 per person
CA $730
per person
Oct 2 - Oct 6
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.8/10 Exceptional! (492 reviews)
Lovely! Staff were super welcoming. Breakfast was incredible. Property is gorgeous, rooms comfy. 10/10

Reviewed on Aug. 23, 2025

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Price was CA $2,524, price is now CA $1,246 per person
CA $1,246
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.2/10 Wonderful! (241 reviews)
I love to live here. Because it’s quiet and safe. It has balcony . I love that. What I don’t like is that the owner need to keep fry pan at least 2 and clean one. The one already have is looks dirty and living room rug need to change. Other than that everything looks good and very comfortable to stay. I enjoyed there. The owner also communicated well.

Reviewed on Aug. 24, 2025

Waterfront Majesty Enclaves

Waterfront Majesty Enclaves

3 out of 5
Downtown Toronto
Price was CA $1,481, price is now CA $740 per person
CA $740
per person
Nov 8 - Nov 10
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Toronto (YYZ)
6.6/10 (127 reviews)
Location was amazing!! Beautiful light in the whole place. Two bathrooms and separate bedrooms. Easy check- in, good communication with property!!!

Reviewed on Aug. 23, 2025

Forma serviced suites

Forma serviced suites

4 out of 5
Downtown Toronto
Price was CA $1,909, price is now CA $1,175 per person
CA $1,175
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.6/10 Exceptional! (33 reviews)
Room and bed was extremely comfortable. Enjoyed our stay and would use again.

Reviewed on Aug. 15, 2025

GLOBALSTAY. Maple Leaf Square

GLOBALSTAY. Maple Leaf Square

3.5 out of 5
Downtown Toronto
Price was CA $2,319, price is now CA $1,474 per person
CA $1,474
per person
Sep 27 - Oct 4
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
7.6/10 Good! (427 reviews)
Booking and check-in were easy. Apartment was correct. Impossible to speak with a person on the phone during my stay. Communication was poor by email and text messaging. NO WORKING INTERNET for the entire stay.

Reviewed on Aug. 14, 2025

Ready to book your vacation to Cookstown?

 

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Cookstown Hotel Deals

Travelodge by Wyndham Barrie

Travelodge by Wyndham Barrie

2 out of 5
300 Bayfield St, Barrie, ON
Fully refundableReserve now, pay when you stay
The price is CA $79 per night from Sep 14 to Sep 15
CA $79
CA $95 total
Sep 14 - Sep 15
includes taxes & fees
7.6/10 Good! (1,723 reviews)
"Enjoyed the pool....maybe a little warmer would be nice"

Reviewed on Aug. 22, 2025

Travelodge by Wyndham Barrie
Microtel Inn & Suites by Wyndham Aurora

Microtel Inn & Suites by Wyndham Aurora

3 out of 5
180 GOULDING AVE, Aurora, ON
Fully refundableReserve now, pay when you stay
The price is CA $194 per night from Sep 21 to Sep 22
CA $194
CA $219 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (1,256 reviews)
"All in all, I enjoyed my stay at the property. I did have a couple of issues with the blow dryer not working a lot not working. They sent maintenance up to take care of the blow dryer. I also had an issue with the cleaning lady, removing the electricity card that allows electric to run in the room ..."

Reviewed on Aug. 20, 2025

Microtel Inn & Suites by Wyndham Aurora
Monte Carlo Inn Barrie Suites

Monte Carlo Inn Barrie Suites

3 out of 5
81 Hart Dr, Barrie, ON
Fully refundableReserve now, pay when you stay
The price is CA $101 per night from Sep 8 to Sep 9
CA $101
CA $121 total
Sep 8 - Sep 9
includes taxes & fees
8/10 Very Good! (2,155 reviews)
"Hotel was great and we really enjoyed our stay"

Reviewed on Aug. 22, 2025

Monte Carlo Inn Barrie Suites
See all 542 properties in Cookstown
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.
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Discover the most popular places to visit in Cookstown

Georgian Downs Racetrack

4.5/5(22 reviews)

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.

Georgian Downs Racetrack

Tanger Outlets

4/5(189 reviews)

During your trip to Cookstown, you can browse for the perfect souvenirs at Tanger Outlets. While in this family-friendly area, you can savor the top-notch restaurants.

Tanger Outlets

OLG Slots at Georgian Downs

4.5/5(7 reviews)

Why not try your luck with a visit to OLG Slots at Georgian Downs during your time in Innisfil? While in this family-friendly area, you can savor the top-notch restaurants.

OLG Slots at Georgian Downs

Frequently asked questions

How much does a Cookstown vacation package cost?
You'll find cheap prices from CA $730 on Expedia for your Cookstown break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Cookstown costs.
What are the cheapest months to go to Cookstown?
January, February and March are great times to search for cheap Cookstown vacation packages. Opting to travel in quieter periods means you can usually find lower prices on flights and hotels.
How many days is enough for Cookstown?
Usually, a handful of days is enough to check out the top sights during your Cookstown vacation. However, if you want to have more time to chill out or take day tours, consider extending your itinerary.
How to find the best Cookstown package deals?
Start your search for a Cookstown package deal by entering your travel dates and destination under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Cookstown package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Cookstown adventure off to a flying start.
Is it cheaper to book a Cookstown vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging stays and flights individually. Better still, you can customize your Cookstown getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Cookstown?
If you're considering a spontaneous Cookstown trip, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Cookstown?

  1. Pick your travel dates: The things you want to do in Cookstown and your preferred season will help you decide when to go.
  2. Set a budget: Factor in expenses such as flights, transportation and food when calculating how much to set aside for your trip to Cookstown. Then, pick a property that suits your budget, whether that's an economical option or a more luxurious retreat.
  3. Decide how long to go away for: Now that you're up to speed on Cookstown, you can work out the perfect length of your break. Put together a draft itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to find a Cookstown vacation package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.