Jacksons Point Vacations from $542

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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.
Woodbourne Inn

Woodbourne Inn

4 out of 5
St. Davids
Save 100% on your flight
Price was $822, price is now $542 per person
$542
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.8/10 Exceptional! (492 reviews)
We, mother and daughter from Japan enjoyed every minute of our stay at Woodbourne Inn. Warm welcome, beautiful place, great breakfast, and so on. A winery with an excellent restaurant is within walking distance.

Reviewed on Aug 24, 2025

Waterfront Majesty Enclaves

Waterfront Majesty Enclaves

3 out of 5
Downtown Toronto
Price was $1,636, price is now $612 per person
$612
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
6.6/10 (127 reviews)
Location was amazing!! Beautiful light in the whole place. Two bathrooms and separate bedrooms. Easy check- in, good communication with property!!!

Reviewed on Aug 23, 2025

GLOBALSTAY. Modern Downtown Apartments

GLOBALSTAY. Modern Downtown Apartments

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $880, price is now $606 per person
$606
per person
Nov 7 - Nov 9
found 7 hours ago
Roundtrip flight included
Miami (MIA) to Toronto (YYZ)
7.8/10 Good! (294 reviews)
Overall, the property was nice and in a great location. We could walk anywhere and easily use the public transportation. However, the bed was uncomfortable and the sofa bed was even worse. We also couldn’t find any extra comforters for the sofa bed. Aside from the bathroom, the flooring really needs to be updated.

Reviewed on Aug 17, 2025

Sterling Inn & Spa - an Ontario's Finest Inn

Sterling Inn & Spa - an Ontario's Finest Inn

4 out of 5
Clifton Hill
Save 100% on your flight
Price was $837, price is now $580 per person
$580
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9.6/10 Exceptional! (1,963 reviews)
I totally enjoyed my stay, I just wish it was closer to the falls.

Reviewed on Aug 23, 2025

Fairmont Royal York

Fairmont Royal York

4 out of 5
Downtown Toronto
Save 100% on your flight
Price was $1,511, price is now $1,073 per person
$1,073
per person
Nov 3 - Nov 6
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Toronto (YYZ)
9/10 Wonderful! (7,149 reviews)
I pwrsonally find the hotel is starting to show its age ... some small upgrades are taking place and overall we had a good stay!

Reviewed on Aug 24, 2025

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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

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
$99 nightly
The price is $112 total per night from Aug 28 to Aug 29
$112 total
Aug 28 - Aug 29
Total with taxes and fees
7.4/10 Good! (991 reviews)
"Amazing view and quiet place for a relaxing short trip."

Reviewed on Aug 21, 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 $206 total per night from Aug 25 to Aug 26
$206 total
Aug 25 - Aug 26
Total with taxes and fees
7.8/10 Good! (205 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
$107 nightly
The price is $121 total per night from Aug 28 to Aug 29
$121 total
Aug 28 - Aug 29
Total with taxes and fees
8.6/10 Excellent! (28 reviews)
"Stayed in Comfort Unit #5. Matched online pictures. The building looks newly & nicely renovated, as was our unit. Nice new funky decor, very functional (luggage rack, closet rack, hooks, desk, mini fridge with fair size freezer, microwave, small coffee maker with supplies), 2 folding chairs), Bed/pillows/duvet ..."

Reviewed on Aug 16, 2025

SHORE VISTA LODGE
See all 516 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 $542 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.