Cookstown Vacations from $318

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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.
The Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Price was $425, price is now $318 per person
$318
per person
Jan 9 - Jan 11
found 19 hours ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
8.6/10 Excellent! (1,146 reviews)
Amazing location - felt like home away from home.

Reviewed on Nov 8, 2026

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Price was $1,825, price is now $1,157 per person
$1,157
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
9.6/10 Exceptional! (851 reviews)

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was $1,415, price is now $921 per person
$921
per person
Dec 27 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (5,143 reviews)
Fine for short stays. Kinda small and narrow.

Reviewed on Nov 8, 2026

Nobu Hotel Toronto

Nobu Hotel Toronto

5 out of 5
Downtown Toronto
Price was $1,934, price is now $1,466 per person
$1,466
per person
Dec 30 - Jan 3
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) to Toronto (YYZ)
9.8/10 Exceptional! (263 reviews)
Great hotel.. Excellent staff..

Reviewed on Nov 8, 2026

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Stay near popular Cookstown attractions

Tanger Outlets

8.4/10 (252 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.
See properties

Cookstown Hotel Deals

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
$68 nightly
The price is $82 total per night from Dec 9 to Dec 10
$82 total
Dec 9 - Dec 10
Total with taxes and fees
Monte Carlo Inn Barrie Suites
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 $69 total per night from Nov 29 to Nov 30
$69 total
Nov 29 - Nov 30
Total with taxes and fees
7.8/10 Good! (2,342 reviews)
"NA"

Reviewed on Nov 7, 2026

Travelodge by Wyndham Barrie
Super 8 by Wyndham Barrie South

Super 8 by Wyndham Barrie South

2 out of 5
441 Bryne Drive Barrie ON
Fully refundableReserve now, pay when you stay
$63 nightly
The price is $75 total per night from Nov 29 to Nov 30
$75 total
Nov 29 - Nov 30
Total with taxes and fees
7.8/10 Good! (1,513 reviews)
"The bed was uncomfortable. There was a problem at the hotel with Hockey Teams staying at the hotel. The children were running up and down the Hallways being very loud till past 1:00 am in the morning. The night staff were unsuccessful in getting it under control. The morning staff did however give ..."

Reviewed on Nov 8, 2026

Super 8 by Wyndham Barrie South
See all 568 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.

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

How much does a Cookstown vacation package cost?
Offering great value package deals from $318 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.