Cookstown Vacations from $465

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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.
Holiday Inn Toronto Downtown Centre by IHG

Holiday Inn Toronto Downtown Centre by IHG

3.5 out of 5
Downtown Toronto
Price was $648, price is now $465 per person
$465
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
8.4/10 Very Good! (4,381 reviews)
Location is very good. I feel well

Reviewed on Aug 21, 2025

Waterfront Majesty Enclaves

Waterfront Majesty Enclaves

3 out of 5
Downtown Toronto
Price was $1,680, price is now $654 per person
$654
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
6.8/10 (118 reviews)
Overall rooms are fine it was relatively clean but in need of upgrades. The location is so ideal I wish that they were able to put more time and thought into the rooms and ammeities as there was a lack of kitchen supplies.

Reviewed on Jul 30, 2025

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Save 100% on your flight
Price was $911, price is now $642 per person
$642
per person
Oct 11 - Oct 15
found 24 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,937 reviews)
Second time staying here, absolutely ADORE this place. Everything is perfect. We had the jacuzzi room this time and it was amazing, the breakfast in bed is phenomenal. Best yogurt and croissants ever! The restaurant was also so good, farm to table, everything is made local including basil infused vodka and homemade basil sugar. Also it’s a 5 minute walk from the main strip and less than 1km from the falls! Will be back for sure 😍

Reviewed on Aug 20, 2025

151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $772, price is now $559 per person
$559
per person
Sep 26 - Sep 28
found 4 hours ago
Roundtrip flight included
New York (JFK) to Toronto (YYZ)
9.2/10 Wonderful! (241 reviews)
Safe, easy to walk to stadium

Reviewed on Aug 14, 2025

Canada Suites on Bay

Canada Suites on Bay

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,844, price is now $1,335 per person
$1,335
per person
Oct 15 - Oct 21
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Toronto (YYZ)
8.6/10 Excellent! (304 reviews)
Was a very nice room and easy to come and go. However the fire alarm got pulled at 3am on my second last night there and not because of a fire. I then couldn't go back to bed and was super tired for my meetings the next day.

Reviewed on Jun 9, 2025

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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

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

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.

Big Cedar Golf Club

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
$57 nightly
The price is $68 total per night from Sep 21 to Sep 22
$68 total
Sep 21 - Sep 22
Total includes taxes and fees
7.6/10 Good! (1,707 reviews)
"Nice area"

Reviewed on Aug 18, 2025

Travelodge by Wyndham Barrie
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
$71 nightly
The price is $85 total per night from Sep 7 to Sep 8
$85 total
Sep 7 - Sep 8
Total includes taxes and fees
8/10 Very Good! (2,155 reviews)
"Renovations that were done, room was bery clean, easy check-in/check out"

Reviewed on Aug 17, 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
$140 nightly
The price is $158 total per night from Sep 21 to Sep 22
$158 total
Sep 21 - Sep 22
Total includes taxes and fees
8.8/10 Excellent! (1,260 reviews)
"We’ve stayed at Microtel multiple times over the years, always happy with room comfort. The one area that’s disappointing is the hours of operation for the water slide. With 3 young children it is one of the main reasons we chose this property."

Reviewed on Aug 16, 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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Frequently asked questions

How much does a Cookstown vacation package cost?
Offering great value package deals from $465 on Expedia, you'll be thrilled with how little a vacation to Cookstown costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Cookstown?
If you're hoping to snag a cheap Cookstown vacation package, consider visiting in December, January and February. You'll usually find better prices on accommodations and flights during these quieter months — perfect for a budget-friendly break.
How many days is enough for Cookstown?
Usually, a handful of days is enough to explore the main attractions during your Cookstown vacation. But if you prefer to have more time to relax or go on day tours, think about extending your itinerary.
Is it worth booking a vacation package to Cookstown?
It's easy to see why a Cookstown vacation is on the to-do list of many travelers. Leading attractions like Tanger Outlets are just the start of things to keep you busy here.
How to find the best Cookstown package deals?
Use Expedia's filter tool to find some fabulous Cookstown package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Cookstown package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as soon as possible.
Is it cheaper to book a Cookstown vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can customize your Cookstown trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Cookstown?
If you have your Cookstown travel dates finalized, book as soon as you can to bag some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Cookstown vacation packages?
Your Cookstown trip should be an escape from your busy life, not a reason for money worries. So to give you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.