Waupoos Vacations from $640
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Your Waupoos Vacation
The adventure-filled city of Waupoos is calling your name. Discover all its secrets with a Waupoos vacation package that's customized to you. Fill your spare time with visits to Lake on the Mountain Provincial Park, Waupoos Winery and County Cider Company, some of the top attractions you shouldn't miss during your trip to Waupoos. Your ultimate Waupoos vacation is just a few clicks away. Browse hotels, airfares and more on Expedia for a getaway that's tailored just for you.
The Latest Waupoos vacation packages
Price found within the past 48 hours. Click for updated prices.
Jackson's Falls Country Inn
$640
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kingston (YGK)
9.4/10 Exceptional! (253 reviews)
I can only say our stay was adequate, but overpriced. Considering there were very little special qualities about this Inn, it read much more appealing that in actual fact. The room was a good size, but awkwardly decorated with impractical storage. The bathroom was small and the shower stall a trip hazard. We came back our last night there after dark and there were NO property lights on in the parking area. It was pitch black if not for the car headlights and my phone light, it would be frightening to navigate as the setting is very back country. I need to commend our server/cook on Thursday morning. She was alone and trying her best to manage us and a family of 4, with fussy kids. The breakfast was delicious and she clearly gave it her all.
Apart from her and a cleaning staff, we saw no one who seemed to be associated with the Inn. Very impersonal.
Overall, once and only once was enough to not go back.
Curtis, Kathleen and David.
Reviewed on Aug 14, 2026
Isaiah Tubbs Resort & Conference Centre
$800
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kingston (YGK)
7.6/10 Good! (715 reviews)
This place is perfect!!
Amazing place, very nice for kids!! Waterpark is close, Sandbanks beach is close. Very, very cozy place !! Nice private beach.
Reviewed on Aug 14, 2026
Cribs on Main
$1,382
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Kingston (YGK)
9.8/10 Exceptional! (261 reviews)
This property is advertised as a hotel but it is essentially a motel with no on site staff or security. As well, the rate on expedia is significantly higher than it is on its website. I would not book this again.
Reviewed on Aug 10, 2026
Stay near popular Waupoos attractions
Waupoos Winery
8.8/10 (67 reviews)
You can enjoy a tasting or tour at Waupoos Winery during your travels to Waupoos. Stroll along the area's waterfront or simply enjoy its wineries.
County Cider Company
9.4/10 (48 reviews)
Sit back, relax and spoil yourself with the scrumptious offerings from this venue with spectacular views.
Rose House Museum
You can spend an afternoon browsing the exhibits at Rose House Museum during your travels in Waupoos. Stroll along the area's waterfront or simply enjoy its restaurants.
What to do in Waupoos
Layers of Natural History: Picton Nature Self-Guided Audio Tour
$10
per adult
Waupoos Hotel Deals
Isaiah Tubbs Resort & Conference Centre
1642 County Road 12 Prince Edward ON
Fully refundableReserve now, pay when you stay
$166 nightly
$195 total
Aug 30 - Aug 31
Total with taxes and fees
7.6/10 Good! (738 reviews)
"This place is perfect!! Amazing place, very nice for kids!! Waterpark is close, Sandbanks beach is close. Very, very cozy place !! Nice private beach."
Reviewed on Aug 14, 2026
The Hotel at Claramount Club
40 Clara Dr Picton ON
$209 nightly
$245 total
Aug 23 - Aug 24
Total with taxes and fees
9.6/10 Exceptional! (120 reviews)
"Clean room. Great staff. Balcony with a view of the lake."
Reviewed on Aug 15, 2026
The Waring House
395 County Road Prince Edward ON
$143 nightly
$169 total
Aug 30 - Aug 31
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
"The hotel area consist of 4-5 different houses and multiple rooms in them except probably the cottage. These buildings are built a long time ago, so they are maintained their original rooms (some of them, at least the one we stayed at. What gave it its charm. We stayed in one of the lower unit in ..."
Reviewed on Aug 15, 2026
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 Waupoos Vacation Packages
Waupoos Essential Information
Language | English |
|---|---|
Currency | Canadian dollars |
Max Temp Winter | 30ºF |
Max Temp Summer | 75ºF |
Top Sights | Waupoos Winery, Mustang Picton Drive-In Theatre and County Cider Company |
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Frequently asked questions
How much does a Waupoos vacation package cost?
Offering great value package deals from $640 on Expedia, you'll be pleasantly surprised at how much a vacation to Waupoos costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Waupoos?
September, November and December are great times to search for cheap Waupoos vacation packages. Choosing to travel in quieter months means you'll typically find reduced prices on accommodations and flights.
How many days is enough for Waupoos?
With a well-organized schedule, you can easily hit the top Waupoos attractions in a few days. But if you prefer to venture off the beaten track or go on day tours, think about booking your Waupoos vacation for longer.
How to find the best Waupoos package deals?
Begin your search for a Waupoos package deal by entering your destination and preferred travel dates under our "Packages" tab. Then select a few filters, like "Guest rating" and "Property type," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the perfect Waupoos package deal straight away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Waupoos adventure off to a flying start.
Is it cheaper to book a Waupoos vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the freedom to create a customized Waupoos vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Waupoos?
Secure incredible bargains by booking your flights in advance with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Waupoos trip.
Does Expedia offer Book Now, Pay Later Waupoos vacation packages?
If you're like us, you love traveling the world but are not a fan of the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Waupoos vacation over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
