Jacksons Point Vacations from $596

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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.

The Latest Jacksons Point vacation packages

Price found within the past 48 hours. Click for updated prices.
Town Inn Suites Hotel

Town Inn Suites Hotel

Downtown Toronto
$596
per person
Oct 2 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (3,961 reviews)
Very clean and spacious room for our week stay! The staff were nice and welcoming! Breakfast included at at a nearby cafe!

Reviewed on Sep 2, 2026

1 Hotel Toronto

1 Hotel Toronto

Downtown Toronto
Save 100% on your flight
$1,486
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (789 reviews)
Clean rooms, hardwood floors. Staff was great. Location is not bad.

Reviewed on Sep 2, 2026

The Waterside Inn

The Waterside Inn

Port Credit
$600
per person
Oct 12 - Oct 17
found 2 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
8.6/10 Excellent! (1,084 reviews)
Nice room. Comfortable bed. Great location.

Reviewed on Sep 1, 2026

Hotel Riu Plaza Toronto

Hotel Riu Plaza Toronto

Downtown Toronto
$683
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (4,590 reviews)
124 on Queen Hotel & Spa

124 on Queen Hotel & Spa

Old Town Historic District
$876
per person
Nov 25 - Nov 29
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Toronto (YYZ)
9.6/10 Exceptional! (1,105 reviews)
Wonderful stay. Would definitely recommend and return again.

Reviewed on Sep 2, 2026

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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.
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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
$117 nightly
$133 total
Sep 6 - Sep 7
Total with taxes and fees
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
$69 nightly
$83 total
Oct 1 - Oct 2
Total with taxes and fees
8/10 Very Good! (2,941 reviews)
"Very affordable with food breakfast options. Would stay again."

Reviewed on Sep 2, 2026

Monte Carlo Inn Barrie Suites
Residence & Conference Centre - Barrie

Residence & Conference Centre - Barrie

One Georgian Drive Barrie ON
7.4/10 Good! (885 reviews)
"Prices were excellent for what you get."

Reviewed on Sep 2, 2026

Get rates
Residence & Conference Centre - Barrie
See all 520 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.

Find the Best Jacksons Point Vacation Packages

Jacksons Point Essential Information

Language
English
Currency
Canadian dollars
Max Temp Winter
25ºF
Max Temp Summer
75ºF
Top Sights
Sibbald Point Provincial Park, Blue Willow Butterflies & Blooms Butterfly Conservatory and Georgina Pioneer Village Museum and Archives

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Frequently asked questions

How much does a Jacksons Point vacation package cost?
You'll find cheap prices from $596 on Expedia for your Jacksons Point getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Jacksons Point costs.
What are the cheapest months to go to Jacksons Point?
November, December and January are the best times to search for cheap Jacksons Point vacation packages. Opting to travel in less busy months means you can generally find reduced prices on hotels and flights.
How many days is enough for Jacksons Point?
The ideal duration for your Jacksons Point vacation depends on what you'd like to do. Generally, a few days to a week will give you time to check out all the main attractions and discover some hidden treasures along the way.
How to find the best Jacksons Point package deals?
Bagging a cheap Jacksons Point package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, apply some filters and see what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Jacksons Point package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Jacksons Point vacation as a package?
You can enjoy significant savings on your Jacksons Point getaway by booking a personalized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Jacksons Point?
If you're considering an impromptu Jacksons Point trip, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score awesome deals on your flights and hotels by booking well in advance.
Does Expedia offer Book Now, Pay Later Jacksons Point vacation packages?
Jet off on your dream trip to Jacksons Point with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next payday — we've joined forces with online lender Affirm to give you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stay on budget and snap up bargains before they disappear.

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