Pickering 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*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Pickering Vacation
Entertainment, food, art and more … There's a whole lot to discover with a Pickering vacation package. And with the ability to customize your city break, you know it'll be one that's memorable. During your trip to Pickering, set aside some time for sightseeing. A great place to start is Nodaway Lake. A couple of clicks is all it takes to create a tailored Pickering vacation on Expedia.
Top Pickering Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Leavenworth Local Hotel
CA $982
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Kansas City (MCI)
8.8/10 Excellent! (424 reviews)
I often stay here as it is a one of a kind experience and so peaceful. It's like having an apartment of my own at a reasonable price. The community and culture of the place there is amazing.
Reviewed on Aug 27, 2026
Margaritaville Hotel Kansas City
I-435 West
CA $1,164
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Kansas City (MCI)
9.2/10 Wonderful! (845 reviews)
Had a small issue with the refrigerator being noisy. Let the staff know next morning and they were very good about making sure my stay was pleasant. 3rd stay at this location always great and will be back
Reviewed on Aug 28, 2026
Kaskaskia Place
CA $1,261
per person
Oct 7 - Oct 11
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Kansas City (MCI)
9.8/10 Exceptional! (34 reviews)
The property was charming and the room was nice. I never saw any staff. Rather like a “Waymo” hotel experience.,I was informed that there would be fresh brewed coffee available at 8:00 AM on Sat AM but no mention of any breakfast either morning. It confused me as the property is advertised as a Bed & Breakfast.
It would also be nice to have more than a sliver of soap for the shower.
The instructions ( by text) for entry were timely and everything worked as indicated.
The bed was incredibly comfortable.
Reviewed on Aug 11, 2026
Ready to book your vacation to Pickering?
Pickering Hotel Deals
Cobblestone Inn & Suites - Clarinda
105 Essie Davison Drive Clarinda IA
Fully refundableReserve now, pay when you stay
CA $148
CA $166 total
Aug 30 - Aug 31
includes taxes & fees
Park Inn by Radisson Maryville
2817 SOUTH MAIN STREET Maryville MO
Fully refundableReserve now, pay when you stay
CA $152
CA $173 total
Sep 6 - Sep 7
includes taxes & fees
8.6/10 Excellent! (745 reviews)
"The room was nice except for the floor material felt sticky. The dog barking accross the hall at 6am was not appreciated. It was still barking when we left at 8am. Front desk was not concerned at all."
Reviewed on Aug 27, 2026
Cobblestone Inn & Suites - Maryville
2 Fall Drive Maryville MO
Fully refundableReserve now, pay when you stay
CA $141
CA $160 total
Aug 31 - Sep 1
includes taxes & fees
9.4/10 Exceptional! (473 reviews)
"Did not like untrained staff and poor supervision. Could not get a receipt at checkout and was told someone would fix the computer problem and email me one. That did not happen and when I called the hotel they reported I did not stay in the room I was assigned and that I should have been in another ..."
Reviewed on Aug 27, 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.
Frequently asked questions
How much does a Pickering vacation package cost?
Offering great value package deals from CA $982 on Expedia, you'll be surprised at how little a vacation to Pickering costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Pickering?
You can generally find lower rates and better availability in January, February and November. Explore our cheap Pickering vacation packages and you could get some excellent off-season deals.
How many days is enough for Pickering?
Generally, a handful of days is enough to tick off the main sights during your Pickering vacation. But if you want to have more time to rest or go on day tours, think about extending your trip.
How to find the best Pickering package deals?
Landing a cheap Pickering package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add some filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly Pickering package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Pickering vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still have the flexibility to create a tailored Pickering vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Pickering?
Enjoy incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Pickering vacation.
How to plan a trip to Pickering?
- Choose when to travel: Check your calendar and pack your bags. Your favourite time of year and the activities on offer will also help you decide when to vacation in Pickering.
- Set your budget: Factor in costs like flights, transportation and food when working out how much to save for your trip to Pickering. Then, pick a hotel that suits your budget, whether that's an economical option or a deluxe getaway.
- Decide how long to go for: Now that you know more about Pickering, you can work out the right length of your break. Put together a draft itinerary and allocate enough time for all the things you want to do.
- Combine your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Pickering vacation package that brings all your bookings together.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
