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.
The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.8/10 Exceptional! (373 reviews)
A great property close to all the expected ammenities. The staff were above board and totally helpful. Will gladly stay again.

Reviewed on Jul. 29, 2025

City Centre Suites

City Centre Suites

3.5 out of 5
Downtown Toronto
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
10/10 Exceptional! (1 review)
Pros - Great location with everything nearby. Suite was nice, clean and good size for 4 people. Showers were excellent and minimal noise for being downtown Toronto. Cons - Beds were double size beds which wasn’t good for two couples and they were incredibly uncomfortable. Pillows were also not very good. Also, one morning while we were sleeping a security and maintenance person unlocked the door and walked into the suite and woke the 4 of us up to change an air filter.

Reviewed on Jul. 12, 2025

Spacious 4-Bedroom Retreat

Spacious 4-Bedroom Retreat

3 out of 5
per person
Sep 8 - Sep 14
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
No reviews
Glenerin Inn

Glenerin Inn

3.5 out of 5
Erin Mills
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.2/10 Very Good! (888 reviews)
The room was small; light showed around the door from the hallway right into my face in bed; bathroom door did not open fully affecting use of the sink(always had to close the door to use the sink); only one chair. - not worth the price you paid

Reviewed on Aug. 1, 2025

Living Water Resort and Spa

Living Water Resort and Spa

3.5 out of 5
per person
Sep 10 - Sep 17
found 15 hours ago
Roundtrip flight included
Calgary (YYC) to Toronto (YYZ)
8.4/10 Very Good! (1,244 reviews)
10/10 experience well worth the money very clean very nice really nothing negative to say about this place.

Reviewed on Jul. 31, 2025

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Cookstown Hotel Deals

La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

Innisfil
9.4/10 Exceptional! (14 reviews)
Great stay
"Overall great experience and host was able to help when needed. However, listing mentions washer and dryer and that was not available to us."

Reviewed on Jul. 6, 2025

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La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
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 $115 per night from Sep 1 to Sep 2
CA $115
CA $138 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (2,131 reviews)
"Customer service is good!"

Reviewed on Jul. 30, 2025

Monte Carlo Inn Barrie Suites
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 $179 per night from Aug 10 to Aug 11
CA $179
CA $202 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,254 reviews)
"Great staff"

Reviewed on Jul. 28, 2025

Microtel Inn & Suites by Wyndham Aurora
See all 541 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

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

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

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 $729 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.