Jacksons Point Vacations from $295

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Photo by Linda Nisbett

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.
Sunrise BnB with Free Parking

Sunrise BnB with Free Parking

2 out of 5
East York
Price was $410, price is now $295 per person
$295
per person
Jan 15 - Jan 19
found 21 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7.6/10 Good! (24 reviews)
Yes everything looks incredible in good hands.

Reviewed on Nov 7, 2025

Toronto Lakeshore Bliss

Toronto Lakeshore Bliss

2 out of 5
Downtown Toronto
Save 100% on your flight
Price was $19,571, price is now $12,833 per person
$12,833
per person
Dec 24 - Dec 29
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
No reviews
151 Dan Leckie Way

151 Dan Leckie Way

2.5 out of 5
Downtown Toronto
Price was $730, price is now $493 per person
$493
per person
Jan 8 - Jan 11
found 1 day ago
Roundtrip non-stop flight included
New York (LGA) to Toronto (YYZ)
9.2/10 Wonderful! (271 reviews)
Clean spot and very timely response to questions by the host. Highly recommend.

Reviewed on Nov 1, 2025

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

New 3BR Townhouse, Minutes to Niagara Falls and Brock University by GLOBALSTAY

4 out of 5
Save 100% on your flight
Price was $1,279, price is now $879 per person
$879
per person
Dec 26 - Jan 1
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
8.6/10 Excellent! (22 reviews)
It was a pleasant stay. Will definitely come back

Reviewed on Nov 11, 2025

The Pearl Waterfront Estate

The Pearl Waterfront Estate

4.5 out of 5
Downtown Toronto
Save 100% on your flight
Price was $6,866, price is now $4,748 per person
$4,748
per person
Dec 24 - Dec 29
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Toronto (YYZ)
4.8/10 (6 reviews)
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Discover the most popular places to visit in Jacksons Point

Sibbald Point Provincial Park

5/5(1 review)

You can take time to visit Sibbald Point Provincial Park during your travels to Georgina. While you're in the area, stroll along the lakeside.

Sibbald Point Provincial Park

Lyndhurst Golf Club

Enjoy a round of golf in Sutton at Lyndhurst Golf Club. While you're in the area, stroll along the lakeside.

Lyndhurst Golf Club

Krates Marina

Explore the waterfront in Keswick with a trip to Krates Marina.

Krates Marina

Jacksons Point Hotel Deals

Ramada by Wyndham Jacksons Point

Ramada by Wyndham Jacksons Point

3.5 out of 5
49 Lorne Street, Jacksons Point, Georgina, ON
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $118 total per night from Nov 16 to Nov 17
$118 total
Nov 16 - Nov 17
Total with taxes and fees
7.4/10 Good! (1,002 reviews)
Clean room with great amenities. Front Desk staff was very friendly and helpful. Parking was easily accessible.

Reviewed on Oct 27, 2025

Ramada by Wyndham Jacksons Point
5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina

Georgina
$228 nightly
The price is $258 total per night from Dec 3 to Dec 4
$258 total
Dec 3 - Dec 4
Total with taxes and fees
9.6/10 Exceptional! (6 reviews)
Great location! Rental was clean and exactly as listed.

Reviewed on Sep 10, 2025

5 minutes from the lake! Brand new condo at Jackson's Point, Georgina
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
$192 nightly
The price is $231 total per night from Nov 22 to Nov 23
$231 total
Nov 22 - Nov 23
Total with taxes and fees
8/10 Very Good! (2,316 reviews)
Was clean

Reviewed on Nov 14, 2025

Monte Carlo Inn Barrie Suites
See all 497 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 $295 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.