Jacksons Point Vacations from $396

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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.
The Laundry Rooms Gaslight Cambridge

The Laundry Rooms Gaslight Cambridge

3 out of 5
Save 100% on your flight
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
9.8/10 Exceptional! (373 reviews)
A great property close to all the expected ammenities. The staff were above board and totally helpful. Will gladly stay again.

Reviewed on Jul 29, 2025

1 Hotel Toronto

1 Hotel Toronto

5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Oct 10 - Oct 13
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
9.4/10 Exceptional! (565 reviews)
Fantastic overall experience. Will be back.

Reviewed on Jul 22, 2025

GLOBALSTAY. Charming Yorkville Condos

GLOBALSTAY. Charming Yorkville Condos

4 out of 5
Old Toronto
Save 100% on your flight
per person
Sep 1 - Sep 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
7.8/10 Good! (127 reviews)
Everything was great, except the tv did not work during our stay.

Reviewed on Jun 19, 2025

GLOBALSTAY. Maple Leaf Square

GLOBALSTAY. Maple Leaf Square

3.5 out of 5
Downtown Toronto
Save 100% on your flight
per person
Oct 10 - Oct 13
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
7.6/10 Good! (426 reviews)
The place was lovely and clean. Great view as well.

Reviewed on Jul 20, 2025

GLOBALSTAY Modern Lillian St Apartments

GLOBALSTAY Modern Lillian St Apartments

4.5 out of 5
Old Toronto
Save 100% on your flight
per person
Oct 10 - Oct 13
found 13 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Toronto (YYZ)
7.2/10 Good! (88 reviews)
Good location and overall set up but 1 mattress was saggy some outlets did not work and the air conditioning was set at77 and could not be changed. Only connection to owners was by email so situation not resolved during stay

Reviewed on Jul 27, 2025

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Discover the most popular places to visit in Jacksons Point

Sibbald Point Provincial Park

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

Duclos Point Provincial Nature Reserve

Explore the great outdoors at Duclos Point Provincial Nature Reserve, a lovely green space in Georgina. While you're in the area, stroll along the lakeside.

Duclos Point Provincial Nature Reserve

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

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
$103 nightly
The price is $117 total per night from Aug 10 to Aug 11
$117 total
Aug 10 - Aug 11
Total includes taxes and fees
7.4/10 Good! (971 reviews)
"Like the lake"

Reviewed on Jul 30, 2025

Ramada by Wyndham Jacksons Point
The Briars Resort & Spa

The Briars Resort & Spa

3.5 out of 5
55 Hedge Road, R.R. 1, Jacksons Point, Georgina, ON
$182 nightly
The price is $205 total per night from Aug 4 to Aug 5
$205 total
Aug 4 - Aug 5
Total includes taxes and fees
8/10 Very Good! (198 reviews)
"Great stay"

Reviewed on Jul 31, 2025

The Briars Resort & Spa
SHORE VISTA LODGE

SHORE VISTA LODGE

3 out of 5
20963 Dalton Rd, Georgina, ON
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $132 total per night from Aug 20 to Aug 21
$132 total
Aug 20 - Aug 21
Total includes taxes and fees
8.4/10 Very Good! (27 reviews)
"Thanks for the hospitality. Had a great time"

Reviewed on Jul 20, 2025

SHORE VISTA LODGE
See all 523 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.

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Frequently asked questions

How much does a Jacksons Point vacation package cost?
You'll find cheap prices from $396 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.