Jacksons Point 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 Jacksons Point Vacation

Design your own adventure with a Jacksons Point vacation package tailored to your exact wishes and needs. Laid-back lifestyle, family-friendly attractions and spectacular views are a few of the things in store for you in this lakefront city. Love to explore your new surroundings? Sibbald Point Provincial Park, Briars Golf Club and Blue Willow Butterflies & Blooms Butterfly Conservatory are just a few of the leading places to visit during a trip to Jacksons Point. No matter your travel plans or budget, organizing a tailored Jacksons Point vacation is easy with Expedia.

Top Jacksons Point Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
CA $637
per person
Nov 14 - Nov 17
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.4/10 Exceptional! (4,297 reviews)
The Waterside Inn

The Waterside Inn

Port Credit
CA $695
per person
Nov 14 - Nov 18
found 5 hours ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
8.6/10 Excellent! (1,040 reviews)
1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
CA $953
per person
Nov 13 - Nov 15
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.6/10 Exceptional! (780 reviews)
This property was beautiful, gorgeous design, clean and well-maintained. There were thoughtful details throughout and a wonderful staff.

Reviewed on Aug 18, 2026

One King West Hotel & Residence

One King West Hotel & Residence

Downtown Toronto
CA $981
per person
Sep 30 - Oct 4
found 2 days ago
Roundtrip flight included
Halifax (YHZ) to Toronto (YYZ)
9.4/10 Exceptional! (8,273 reviews)
Wonderful 5 nights in Toronto! Our suite had everything we needed for a comfortable stay and the view from the 45th floor made it our own private rooftop lounge. Very quiet. Walkable to most of the main sights. Restaurant and lounge were very good, and we especially enjoyed the happy hour menu. We would definitely stay again.

Reviewed on Aug 20, 2026

Ready to book your vacation to Jacksons Point?

Choose your dates

Jacksons Point Hotel Deals

Ramada by Wyndham Jacksons Point

Ramada by Wyndham Jacksons Point

49 Lorne Street Georgina ON
Fully refundableReserve now, pay when you stay
CA $160
CA $181 total
Aug 25 - Aug 26
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"The staff accommodated a room switch to a ground floor room because my spouse had a leg injury. Breakfast was included."

Reviewed on Aug 19, 2026

Ramada by Wyndham Jacksons Point
Monte Carlo Inn Barrie Suites

Monte Carlo Inn Barrie Suites

81 Hart Dr Barrie ON
Fully refundableReserve now, pay when you stay
CA $97
CA $116 total
Sep 20 - Sep 21
includes taxes & fees
Monte Carlo Inn Barrie Suites
Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie

One Georgian Drive Barrie ON
CA $73
CA $82 total
Aug 23 - Aug 24
includes taxes & fees
7.4/10 Good! (849 reviews)
"Great place. Friendly staff."

Reviewed on Aug 20, 2026

Residence & Conference Centre - Barrie
See all 517 properties in Jacksons Point
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.

Stay near popular Jacksons Point attractions

Bonnie Park

Explore the great outdoors at Bonnie Park, a lovely green space in Jacksons Point. While you're in the area, stroll along the lakeside.
See properties

Frequently asked questions

How much does a Jacksons Point vacation package cost?
You can snap up a vacation package to this top destination from CA $637 on Expedia. However, how much your vacation to Jacksons Point costs will depend on factors like the season, length of stay and hotel choice.
What are the cheapest months to go to Jacksons Point?
November, December and January are great times to search for cheap Jacksons Point vacation packages. Travelling in quieter periods means you'll typically find lower prices on flights and hotels.
How many days is enough for Jacksons Point?
With a well-organized itinerary, you can easily hit the top Jacksons Point attractions in a handful of days. But if you'd like to venture off the beaten track or go on day trips, consider booking your Jacksons Point vacation for longer.
How to find the best Jacksons Point package deals?
Use Expedia's handy filters to find some great Jacksons Point package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Jacksons Point package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Jacksons Point vacation as a package?
You can enjoy significant savings on your Jacksons Point retreat by booking a customized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Jacksons Point?
Secure fantastic discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Jacksons Point adventure.
How to plan a trip to Jacksons Point?
  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Jacksons Point.
  2. Set your budget: Factor in costs such as transportation, flights and meals when calculating how much to save for your trip to Jacksons Point. Then, select a property that matches your budget, whether that's a low-cost stay or a high-end retreat.
  3. Determine how many days away: Start by listing all the sights and activities you'd like to experience in Jacksons Point. Then, estimate how long you'll need at each, including any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a customized Jacksons Point vacation package.

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.