Cressy Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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Your Cressy Vacation
With a Cressy vacation package, say goodbye to travel planning and hello to stress-free adventure. Every detail of your journey has been taken care of before you go, so you can get on with experiencing this fantastic city. Every trip to Cressy should include a bit of sightseeing. Where to first? County Cider Company and Rose House Museum are popular attractions. A couple of quick clicks is all it takes to create your ideal Cressy vacation on Expedia.
Top Cressy Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Cribs On The Hill
CA $1,207
per person
Nov 13 - Nov 18
found 19 hours ago
Roundtrip flight included
Edmonton (YEG) to Kingston (YGK)
9.2/10 Wonderful! (276 reviews)
Huge place, less expensive than Cribs on Main. Pleasant 10 minute walk to Picton shops and restaurants through calm residential area. We didn't use the kitchen but it looked well equipped. Parking in back was fine. One traveller goes out to car through patio door, other traveller has to stay inside to lock patio door then go out through the front door and get picked up there. Not a problem, but could be awkward if you need to leave and you are on your own. Host very quick to respond. A great short vacation in a lovely part of Ontario.
Reviewed on Oct 4, 2026
Ready to book your vacation to Cressy?
Cressy Hotel Deals
Strata Hotel
1187 Princess Street Kingston ON
CA $139
CA $167 total
Nov 1 - Nov 2
includes taxes & fees
8.4/10 Very good! (1,374 reviews)
"Stayed for one night in a king room, rating 4/5 as there were minor details preventing it from being a true 5/5 stay. Entrance to hotel is to the far left of the plaza parking lot under the strata arch - parking is anywhere out front or in their underground that is being renovated. Lobby is well ..."
Reviewed on Oct 6, 2026
Motel 6 Kingston, ON
1542 Robinson Court Kingston ON
Fully refundableReserve now, pay when you stay
CA $103
CA $122 total
Nov 2 - Nov 3
includes taxes & fees
9/10 Wonderful! (2,142 reviews)
"Very clean, good sized rooms. Staff were extremely friendly, helpful and accommodating. The temperature in the room was too hot and thermostat not easy to use/understand so we baked the whole night 😢 Also the fridge was set too low so my food went funny. Do wish the rates were cheaper on weeknights ..."
Reviewed on Oct 6, 2026
Picton Harbour Inn
33 Bridge Street Prince Edward ON
CA $157
CA $185 total
Nov 3 - Nov 4
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"We didn’t eat at the property. It was good value and very clean and comfortable."
Reviewed on Oct 6, 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.
What to do in Cressy
Layers of Natural History: Picton Nature Self-Guided Audio Tour
CA $14
per adult
Frequently asked questions
How much does a Cressy vacation package cost?
You'll find cheap prices from CA $941 on Expedia for your Cressy break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Cressy costs.
What are the cheapest months to go to Cressy?
The off-season is the best time to travel to Cressy if you're trying to save. Another tip for finding cheap Cressy vacation packages? Try to avoid public holidays and any major events or festivals.
How many days is enough for Cressy?
Generally, a handful of days is enough to tick off the major attractions during your Cressy vacation. However, if you prefer to have some time to kick back or take day tours, think about extending your trip.
How to find the best Cressy package deals?
Begin your search for a Cressy package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Cressy package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Cressy getaway off to a flying start.
Is it cheaper to book a Cressy vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically get a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Cressy vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Cressy?
If you're considering a spur-of-the-moment Cressy adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Cressy?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to travel to Cressy.
- Work out your budget: Make sure you have enough money to pay for everything from transportation and food to airfares and activities. Your accommodations will probably be the biggest expense during your trip to Cressy.
- Work out your trip length: Think about how much time you'd like to spend exploring Cressy. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
- Combine your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to pick a Cressy vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
