Cookstown Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Waterside Inn

The Waterside Inn

3.5 out of 5
Port Credit
Save 100% on your flight
Price was CA $937, price is now CA $582 per person
CA $582
per person
Jan 12 - Jan 17
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.6/10 Excellent! (1,146 reviews)
The location of the hotel is amazing. On the waterfront. Many dining and entertainment options in walking distance. Our room was large and newly renovated. Very comfortable clean rooms. Construction was going on so a little loud during the day. There is no restaurant open in the hotel, but lots of other options. We will definitely stay here again.

Reviewed on Oct 30, 2026

StaysToronto

StaysToronto

3.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was CA $1,641, price is now CA $988 per person
CA $988
per person
Jan 17 - Jan 23
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.4/10 Very good! (50 reviews)
Excellent location and killer view. Thank you

Reviewed on Oct 30, 2026

Spectacular Views Apartments

Spectacular Views Apartments

4 out of 5
Downtown Toronto
Price was CA $1,829, price is now CA $1,183 per person
CA $1,183
per person
Dec 11 - Dec 15
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
8.8/10 Excellent! (52 reviews)

Cozy Cottage in Niagara Falls

Cozy Cottage in Niagara Falls

3 out of 5
Clifton Hill
Price was CA $1,350, price is now CA $880 per person
CA $880
per person
Jan 17 - Jan 23
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Toronto (YYZ)
4/10 (1 review)
Main level and upstairs to use; the basement door had a "do not enter" sign. No laundry accessible. Theres 3 rooms, a small sofa and a chair - this does not accurately accommodate 8 people. Breakfast was provided both days of the stay, unsure if it was meant to feed all individuals but it did not. ****Host entered house unannounced, without prior discussion**** Host only reached out to inquire about the cleaning fee and once paid, they were no longer receptive to messages. House appeared clean and tidy, however, upon using the kitchen, there were dirty dishes in the oven. Rusted and broken umbrella laying on the back patio. Parking is complicated, as you're sharing a single lane driveway with the neighboring house.

Reviewed on Jul 30, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

4 out of 5
Downtown Toronto
Price was CA $1,792, price is now CA $1,238 per person
CA $1,238
per person
Dec 30 - Jan 3
found 20 hours ago
Roundtrip flight included
Edmonton (YEG) to Toronto (YYZ)
9.4/10 Exceptional! (5,143 reviews)
Great location, comfortable room, really helpful staff and an amazing breakfast to help set up the day

Reviewed on Oct 30, 2026

Ready to book your vacation to Cookstown?

 

Choose your dates

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
The price is CA $90 per night from Nov 29 to Nov 30
CA $90
CA $108 total
Nov 29 - Nov 30
includes taxes & fees
8/10 Very good! (3,091 reviews)
"The Hotel was amazing super clean rooms and hotel staff very very friendly and helpful, breakfast was awesome a bit of everything.. we will definitely stay here again.."

Reviewed on Oct 30, 2026

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
The price is CA $81 per night from Nov 15 to Nov 16
CA $81
CA $97 total
Nov 15 - Nov 16
includes taxes & fees
7.8/10 Good! (2,320 reviews)
"The staff were friendly, thr hotel was clean and the breakfast was good."

Reviewed on Oct 30, 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
The price is CA $88 per night from Nov 29 to Nov 30
CA $88
CA $106 total
Nov 29 - Nov 30
includes taxes & fees
Super 8 by Wyndham Barrie South
See all 580 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

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

Frequently asked questions

How much does a Cookstown vacation package cost?
You'll find cheap prices from CA $582 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.

Explore a world of travel with Expedia

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